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TitreDateDurée
How to Build a Landscape Business That Gives You More Time for Life30 Oct 202600:13:02

What’s the point of building a successful landscape business if you never have time to enjoy your life outside of work? In this solo episode of The Landscaper’s Guide, Jack Jostes, CEO of Ramblin Jackson, shares lessons from his annual archery elk hunting trip in Colorado, where he spent time with family, challenged himself physically, and unplugged from the demands of running a business. From hiking steep mountain trails to celebrating his first harvest with a bow, Jack reflects on the importance of family, fitness, and having something meaningful to work toward beyond your business.

Jack also explains how consistency in fitness mirrors the habits required to build a profitable company. Plus, he shares why having a clearly defined ideal customer, automated marketing systems, and effective sales processes can help landscape and snow removal business owners reclaim their time. He also introduces his new book, The Landscaper’s Guide to Direct Response Sales and Marketing, and explains how the right systems can help your business grow without requiring you to work nonstop.


You'll Learn:

  • Why family, fitness, and fun should be priorities alongside business growth.
  • How consistent daily habits lead to long-term success in business and fitness.
  • Lessons from Jack's archery elk hunting trip and his first bow harvest.
  • How marketing automation and a clearly defined ideal customer can help you reclaim your time.
  • How to get a copy of Jack's new book on direct response sales and marketing.


Connect With Today's Host

🌳 Ramblin Jackson: https://ramblinjackson.com/

👤 Connect with Jack Jostes: https://www.linkedin.com/in/jackjostes/

📸 Instagram: https://www.instagram.com/jackjostes/


Get Started With The Landscaper's Guide

🎧 Watch the full episode + read the transcript: https://landscapersguide.com/podcast/

🥓 Tell us where to send your beef jerky: https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events: https://landscapersguide.com/events

📖 Get Jack's New Book: https://landscapersguide.com/books


How Archer Landscape Design Rebranded After 18 Years to Attract Better Clients23 Oct 202600:28:32

After 18 years in business, how do you know when it's time to rebrand your landscape company? And what happens when you invest in better SEO, professional video, and a stronger sales process?

In this episode of The Landscaper’s Guide, Jack Jostes sits down with brothers Aaron and Paul Doud, owners of Archer Landscape Design in Magnolia, Texas. They share how they transitioned from Archer Services to a more recognizable brand, recovered from declining SEO leads, and invested in video marketing to build trust with high-end residential clients. They also discuss hiring dedicated managers as their company grew to around $5 million in revenue, using AI to document operating procedures, and why a consistent sales process matters more than ever as homeowners begin bringing AI-generated landscape designs to their consultations.


You'll Learn

  • Why Aaron and Paul decided to rebrand after nearly two decades in business
  • How SEO and professional video help attract and build trust with high-end clients
  • When to hire dedicated managers and build stronger business systems
  • How AI can streamline operations and improve landscape design conversations
  • Why following a consistent sales process creates a better customer experience


Connect With Today's Guests

🌳 Archer Landscape Design: https://archerlawns.com/

👤 Connect with Aaron Doud: https://www.linkedin.com/in/aaron-doud-71594927/

📸 Company Facebook:https://www.facebook.com/archerlawnservices/

🏢 Company Instagram: https://www.instagram.com/explore/locations/863440417167824/archer-services/

Schedule a 15-Minute Marketing Brainstorm with the Ramblin Jackson strategy team https://landscapersguide.com/brainstorm/



Get Started With The Landscaper's Guide

🎧 Watch the full episode + read the transcript: https://landscapersguide.com/podcast/

🥓 Tell us where to send your beef jerky: https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events: https://landscapersguide.com/events


How Jays Landscape Doubled Maintenance Profit Margins From 19% to 40%16 Oct 202600:27:44
What does it take to turn a struggling landscape maintenance department into a profitable part of your business? In this episode of The Landscaper's Guide, Jack Jostes sits down with Brad Irving, owner of Jays Landscape in Beaumont, Texas, to discuss how he and his wife, Melissa, transformed their family-owned landscaping company. Brad shares how they increased their maintenance gross profit margins from just 19% to approximately 40% by reevaluating contracts, managing labor hours, and building more consistent business processes.


Brad also discusses the challenges of taking over a family business, setting measurable goals, and building a team that customers can trust. You'll hear how Jays Landscape is using SEO, website videos, and transparent pricing to attract better-fit customers, improve sales conversations, and prepare for its next stage of growth.


You'll Learn:

  • How Jays Landscape increased maintenance gross profit margins from 19% to approximately 40%.
  • Why reviewing unprofitable contracts and crew labor hours can dramatically improve profitability.
  • How setting clear company goals helps a family-owned landscape business grow.
  • Why SEO, team videos, and transparent pricing help attract better-fit customers.
  • How to build a repeatable sales and customer experience that doesn't depend entirely on the owner.


Connect With Today's Guest

🌳 Jays Landscape: https://jayslandscape.biz/👤 Connect with Brad Irving: https://www.linkedin.com/in/brad-irving-90a75354/📸 Jays Landscape Facebook: https://www.facebook.com/JaysLandscape🏢 Jays Landscape Instagram: https://www.instagram.com/jayslandscape/



Get Started With The Landscaper's Guide

🎧 Watch the full episode + read the transcript: https://landscapersguide.com/podcast/🥓 Tell us where to send your beef jerky: https://landscapersguide.com/toolbox📅 See upcoming live and virtual events: https://landscapersguide.com/events


Join us for the Landscape Leader of the Year Livestream - Thursday, 10/22/2026! https://landscapersguide.com/leader/






Is Your Landscape Company Losing Sales? Take the Secret Shopper Test09 Oct 202600:03:28

Is your landscape company losing high-value projects before you even get a chance to speak with the customer? You might have invested thousands of dollars in a professional website, beautiful project photos, and marketing that attracts affluent homeowners. But what happens when a potential customer calls your office or fills out your contact form? In this solo episode of The Landscaper's Guide, Jack Jostes, CEO of Ramblin Jackson, explains why your first impression could be costing you sales.

Jack introduces the Ramblin Jackson Secret Shopper Test, a personalized evaluation of how your company handles incoming leads, phone calls, follow-up, and the overall sales experience. He also shares a real example of how one landscape company's phone-answering experience may have been hurting its sales. Discover why small details matter when customers are considering projects worth tens or even hundreds of thousands of dollars.


You'll Learn:

  • Why your office staff plays a critical role in converting high-end landscape leads.
  • How your phone-answering experience can influence a customer's first impression.
  • What the Ramblin Jackson Secret Shopper Test evaluates.
  • Why response times and follow-up matter when converting marketing leads.
  • How personalized feedback can help improve your sales process.


Connect With Jack Jostes

🌳 Ramblin Jackson: https://ramblinjackson.com/

👤 Jack Jostes on Instagram: https://www.instagram.com/jackjostes/ 

Jack Jostes on LinkedIn: https://www.linkedin.com/in/jackjostes/

🔎 Request Your Secret Shopper Test: https://ramblinjackson.com/secret


Get Started With The Landscaper's Guide

🎧 Watch the full episode + read the transcript: https://landscapersguide.com/podcast/

🥓 Tell us where to send your beef jerky: https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events: https://landscapersguide.com/events


Behind the Scenes at Ramblin Jackson: New Book, New Course, & the 3 AI Tools I Use Every Day02 Oct 202600:20:21

What’s happening behind the scenes at Ramblin Jackson—and which AI tools are actually helping Jack Jostes run the business more efficiently? In this solo episode of The Landscaper’s Guide, Jack shares an inside look at his upcoming third book, The Landscaper’s Guide to Direct Response Sales and Marketing, a new implementation course, an updated marketing audit, and the systems Ramblin Jackson is building as the company enters its next stage of growth.

Jack also breaks down three AI tools he’s using in his day-to-day work: Superhuman for faster email management and AI-assisted replies, Claude for automating recurring internal workflows, and Gemini for research, travel planning, and organization. You’ll hear practical examples of how these tools save time, why strong systems still matter, and how improving your sales and marketing process can help you close more landscape jobs.


You’ll Learn:

  • How Jack is turning his new book into a practical sales and marketing course
  • Why Ramblin Jackson is updating its marketing audit and delivery systems
  • How Superhuman helps Jack manage email and draft responses faster
  • How Claude can automate recurring internal processes
  • How Gemini helps with research, planning, and organization


Connect With Jack Jostes:

👤 Connect with Jack Jostes: https://www.linkedin.com/in/jackjostes/
📸Jack Jostes on Instagram: https://www.instagram.com/jackjostes/
🏢 Ramblin Jackson on Facebook: https://www.facebook.com/RamblinJackson/

🌳 Ramblin Jackson: https://www.ramblinjackson.com/ 

🌳 The Landscaper’s Guide: https://www.landscapersguide.com/




Get Started With The Landscaper’s Guide:

🎧 Watch the full episode + read the transcript: https://landscapersguide.com/podcast/

🥓 Tell us where to send your beef jerky: https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events


How a 25-Year Landscape Company Is Using AI to Scale Without the Owner25 Sep 202600:22:50

What does it take to build a landscape company that can eventually run without you?

In this episode of The Landscaper’s Guide, Jack Jostes sits down with Andy Sykes, owner of Garrett Churchill Inc., to talk about what he’s learned from more than 25 years in the landscape industry. Andy shares how his company has evolved from gardening and design-build into a growing operation with roughly 18–20 field employees during peak season—and why his next goal is building a company that doesn’t depend on him for sales, design, and day-to-day management.

Andy also reveals how Garrett Churchill is putting AI to work right now. In a single day, his team used AI to help create job descriptions, onboarding plans, and career paths—work Andy says could otherwise have taken him weeks. Jack and Andy also discuss video marketing, customer reviews, recruiting, employee development, and how landscape companies can use AI to give managers and field employees better access to the information they need.


You’ll Learn:

  • How Andy is building Garrett Churchill to operate without depending on him
  • How AI helped create job descriptions, onboarding plans, and career paths
  • Why structured 30-, 60-, and 90-day onboarding matters for growing teams
  • How reviews, photos, and video build trust before the sales appointment
  • How AI can help landscape managers support more people without simply adding more management overhead


Connect With Today’s Guest

🌳 Garrett Churchill Inc.: https://garrettchurchill.com/

👤 Connect with Andy Sykes: https://www.linkedin.com/in/andysykes11/
📸Garrett Churchill Facebook: https://www.facebook.com/GarrettChurchillInc/
🏢 Garrett Churchill Instagram: https://www.instagram.com/garrettchurchill/


Get Started With The Landscaper’s Guide

🎧 Watch the full episode + read the transcript: https://landscapersguide.com/podcast/

🥓 Tell us where to send your beef jerky: https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
 https://landscapersguide.com/events

Schedule a 15-Minute Marketing Brainstorm with the Ramblin Jackson strategy team https://landscapersguide.com/brainstorm/



From a Yellow Wagon at 14 to Building a Scalable Landscape Business with Andrew Lala18 Sep 202600:26:37

Andrew Lala started Yellow Wagon Landscaping when he was just 14 years old, pulling landscaping equipment around in a yellow garden wagon because he and his business partner weren’t old enough to drive. More than 20 years later, Yellow Wagon Landscaping has grown into an award-winning full-service landscape design, build, and maintenance company serving northern New Jersey.

In this episode of The Landscaper’s Guide, Jack Jostes talks with Andrew about the next stage of that growth: getting the owner out of the weeds. Andrew shares why spending nearly half his time on a division responsible for roughly 15% of company revenue was no longer sustainable, the challenge of hiring someone to take over responsibilities he has handled for years, and why documenting processes matters when scaling. They also discuss navigating a business partnership transition, investing in marketing, and using video to create consistent messaging as the company grows.

You’ll Learn:

  • Why Andrew is working to replace himself in design, sales, and project management
  • How documenting processes can make delegation and onboarding easier
  • Why good business software is only valuable when someone owns the data
  • How Andrew rebuilt his focus on growth and marketing after a major business transition
  • Why video can help preserve your company’s message as your sales team grows


Connect With Today’s Guest

🌳 Yellow Wagon Landscaping: https://yellowwagonlandscaping.com/

👤 Connect with Andrew Lala: https://www.linkedin.com/in/andrew-lala-927a992a9/

📸 Yellow Wagon Landscaping Facebook: https://www.facebook.com/YellowWagonLandscaping 

🏢 Yellow Wagon Landscaping Instagram: https://www.instagram.com/yellowwagonlandscaping


Get Started With The Landscaper’s Guide

🎧 Watch the full episode + read the transcript: https://landscapersguide.com/podcast/

🥓 Tell us where to send your beef jerky: https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events

Schedule a 15-Minute Marketing Brainstorm with the Ramblin Jackson strategy team https://landscapersguide.com/brainstorm/



How Transparency, Pricing & AI Are Changing Landscape Sales11 Sep 202600:22:56

What happens when your customers research your company, study your pricing, and compare your proposal with competitors before you even get a chance to sell them? According to Chuck Harkins, Director of Sales at Miller Landscape & Outdoor Living, that’s already happening—and landscape companies need to adapt.

In this episode of The Landscaper’s Guide, Jack Jostes sits down with Chuck to talk about how Miller Landscape uses transparent pricing, video, marketing, sales metrics, and even AI to make the sales process easier. Chuck also shares how his role has evolved since joining Miller in 2009, why teamwork matters in sales leadership, and why today’s landscape companies can’t rely on old-school “belly-to-belly” selling alone.


You’ll Learn:

  • Why publishing pricing can make landscape sales conversations easier
  • How educated prospects can reach realistic budgets faster
  • Why transparency builds trust with residential and commercial buyers
  • How AI may change the way customers compare landscape proposals
  • Why marketing, sales metrics, and teamwork must work together


Connect With Today’s Guest

🌳 Miller Landscape & Outdoor Living: https://millerlandscape.com/

👤 Connect with Chuck Harkins: https://www.linkedin.com/in/chuck-harkins-19835263/
🏢 Miller Landscape & Outdoor Living Facebook: https://www.facebook.com/MillerLandscapeInc/



Get Started With The Landscaper’s Guide

🎧 Watch the full episode + read the transcript: https://landscapersguide.com/podcast/

🥓 Tell us where to send your beef jerky: https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events

Schedule a 15-Minute Marketing Brainstorm with the Ramblin Jackson strategy team https://landscapersguide.com/brainstorm/



Choosing Better Work: How Frank Di Sandro Built a More Profitable Landscape Business04 Sep 202600:24:27

After more than 25 years in business, Frank Di Sandro, founder and owner of Di Sandro Landscape Group in Bucks County, Pennsylvania, has learned that growth isn't always about doing more. Sometimes, it's about becoming more selective about the work you take on.

In this episode of The Landscaper's Guide, Frank joins Jack Jostes to talk about evolving from mowing lawns and residential maintenance into higher-margin landscape construction, hardscaping, stormwater management, and new home construction. Frank shares how focusing on the right opportunities, applying the 80/20 rule, and making deliberate changes have helped his company evolve without sacrificing quality. They also discuss industry-specific marketing, the power of video, accountability, and why business owners need to make time to disconnect from work.


You’ll Learn:

  • Why Frank transitioned away from lower-margin landscape work
  • How the 80/20 rule helps Di Sandro Landscape Group choose better opportunities
  • Why focusing on your ideal customer can improve margins and quality
  • How accountability and deadlines make marketing partnerships more effective
  • Why video can help landscape companies build trust and stand out online


Connect With Today’s Guest

🌳 Di Sandro Landscape Group: https://disandrogroup.com/

Facebook: https://www.facebook.com/DisandroLandscapeGroup


Get Started With The Landscaper’s Guide

🎧 Watch the full episode + read the transcript: https://landscapersguide.com/podcast/

🥓 Tell us where to send your beef jerky: https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events

Schedule a 15-Minute Marketing Brainstorm with the Ramblin Jackson strategy team https://landscapersguide.com/brainstorm/


How Berns Landscaping Cut 20-Hour Snow Events in Half28 Aug 202600:21:08

What does it take to turn an exhausting 18–20-hour snow event into a 10-hour operation? For Logan Berns and Matt Cunningham of Berns Landscaping, the answer comes down to better planning, more manpower, reliable equipment, and smarter technology.

In this episode of The Landscaper’s Guide Podcast, Jack Jostes sits down with Logan and Matt at the SIMA Symposium to talk about how their Michigan-based, family-owned landscape company has improved its snow operations while continuing to grow its commercial work. They share how pretreating properties, mobilizing larger crews, investing in newer equipment, and using Aspire have helped them work more efficiently. Plus, they discuss how they’re experimenting with AI, meeting-recording tools, and autonomous mowers—and why technology should make your job easier without replacing the personal touch.


You’ll Learn:

  • How Berns Landscaping reduced long snow events to around 10 hours
  • Why more manpower can actually reduce burnout and improve efficiency
  • How newer, more reliable equipment impacts snow profitability and service
  • How Aspire and AI are helping the team communicate and operate more efficiently
  • Why Logan and Matt believe technology should support—not replace—the human side of the business

Berns Landscaping says bringing more people to large snow events means sites can be completed faster while reducing the grueling 18–20-hour shifts that can burn out employees.


Connect With Today’s Guests

🌳 Berns Landscaping: https://bernslandscape.com/

🏢 Berns Landscaping Instagram: https://www.instagram.com/bernslandscape/

🏢 Berns Landscaping Facebook: https://www.facebook.com/bernslandscaping/



Get Started With The Landscaper’s Guide

🎧 Watch the full episode + read the transcript: https://landscapersguide.com/podcast/

🥓 Tell us where to send your beef jerky: https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events


Schedule a 15-Minute Marketing Brainstorm with the Ramblin Jackson strategy team: https://landscapersguide.com/brainstorm/


From Barber Shop to Fractional CMO: Faith, AI, and Betting Big with Drew Dinkelacker21 Aug 202600:34:31

What does it take to bet big on the right idea—and make AI actually useful inside your business? Jack Jostes sits down with Drew Dinkelacker, president of Marketing Accelerator, to talk about Drew’s 25-year journey from a video production background and growing up around his dad’s barbershop to becoming a fractional CMO. Drew shares how faith shaped his decision to start a business, why outside perspective can help owners overcome decision fatigue, and the simple lesson to “give people something they can say yes to.”

Then Jack and Drew unpack practical lessons from Cincy AI Week. They discuss why AI is more than another collection of tools—it can accelerate change management, expose broken processes, and create an advantage for teams that can clearly communicate how work gets done. For landscape and snow business owners, the takeaway is practical: get your processes right, use AI to improve the way your team works, and when you find an opportunity you truly believe in, be willing to bet big.


You’ll Learn:

  • Why better decisions often start with giving someone something they can say yes to
  • How AI can become a process and change-management tool
  • Why AI can make broken workflows fail faster instead of fixing them
  • Why clearly communicating your processes is becoming a competitive advantage
  • When it’s time to stop taking incremental steps and bet big on an idea


Connect With Today’s Guest

🌳 Marketing Accelerator: https://marketingaccelerator.com/

👤 Connect with Drew Dinkelacker: https://www.linkedin.com/in/drewdinkelacker/



Get Started With The Landscaper’s Guide

🎧 Watch the full episode + read the transcript:
https://landscapersguide.com/podcast/

🥓 Tell us where to send your beef jerky:
https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events


40 Years Residential-Only. Now He's Going Commercial.14 Aug 202600:19:10

Scott Benson started Benson Landscape & Design as a teenager in Rochester, New York, and has spent nearly 40 years building it into a 50-person residential landscape design, installation, maintenance, and snow company. In this episode, Scott joins Jack Jostes at the SIMA Symposium to share how the business grew from mowing neighborhood lawns and snowblowing driveways into a company with a leadership team, more than 40 service lines, and a strong reputation with residential clients.

Now Scott is taking on a new challenge: commercial snow removal. He explains why Benson is starting with carefully selected properties, repeated direct-mail touches, and a long-term approach instead of chasing every opportunity. Scott and Jack also dig into leadership, culture, team development, digital marketing, video, and why continued company growth creates more opportunities for employees.


You’ll Learn:

  • How Benson built a profitable residential snow service and why they’re keeping it
  • How Scott plans to enter commercial snow with targeted properties and repeated outreach
  • Why growing from 35 to 50 employees made leadership, trust, and systems more important
  • How Benson uses email, SEO, reviews, and video to educate clients about 40+ service lines
  • Why continued company growth creates career opportunities for the team


Connect With Today’s Guest

🌳 Benson Landscape & Design: https://bensonenterprises.com/

👤 Connect with Scott Benson: https://www.linkedin.com/in/scott-benson-824738126/

🏢 Guest Company Facebook: https://www.facebook.com/BensonEnterprises



Get Started With The Landscaper’s Guide

🎧 Watch the full episode + read the transcript:
https://landscapersguide.com/podcast/

🥓 Tell us where to send your beef jerky:
https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events


Schedule a 15-Minute Marketing Brainstorm with the Ramblin Jackson strategy team https://landscapersguide.com/brainstorm/ 


From Operator to Owner: The 5 Identity Shifts Every Landscape Business Owner Must Make07 Aug 202600:47:08

What does it really take to build a business that can thrive without depending on you every day?

In this special joint episode of The Landscaper's Guide Podcast, Jack Jostes sits down with his longtime business coach, Jason Swenk, founder of Smart Agency Masterclass and author of Operator to Owner. Together, they explore the five identity shifts every entrepreneur must make to grow from doing everything themselves into leading a company built on systems, leadership, and long-term value.

Whether you're running a landscape company, snow removal business, or any growing service business, you'll hear practical strategies for creating systems, hiring the right people, leading through outcomes instead of tasks, avoiding founder self-sabotage, and embracing AI without losing the human element that makes your business unique. Jason also shares why many owners accidentally become the biggest bottleneck in their companies—and what it takes to finally step into the CEO role with confidence.


You'll Learn

  • The five identity shifts every business owner goes through while scaling.
  • Why hiring alone won't fix your workload without documented systems.
  • How to lead your team by focusing on outcomes instead of tasks.
  • Practical ways AI can improve your business without replacing human expertise.
  • How to stop being the bottleneck and build a company that can grow without you.


Connect With Today's Guest

🌳 Smart Agency Masterclass:
https://jasonswenk.com/index.html

👤 Connect with Jason Swenk:
https://www.linkedin.com/in/jasonswenk/

📸 Instagram:
https://www.instagram.com/jswenk/?hl=en

🏢 Check out the Operator to Owner Book:
https://operatortoownerevolution.com/


Connect With Jack Jostes

👤 Connect with Jack Jostes on LinkedIn:
 https://www.linkedin.com/in/jackjostes/



Get Started With The Landscaper's Guide

🎧 Watch the full episode + read the transcript:
https://landscapersguide.com/podcast/

🥓 Tell us where to send your beef jerky:
https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events


How to Build the Next Generation of Leaders in a Family Business | Sterling & Madelyn Lowe of IndusCo Facility Solutions31 Jul 202600:24:25

How do you prepare the next generation to lead a successful family business? In this episode of The Landscaper's Guide Podcast, Jack Jostes sits down with Sterling Lowe and his daughter, Madelyn Lowe, of IndusCo Facility Solutions to discuss leadership, succession planning, and growing a family-owned business across generations. They share how IndusCo expanded from commercial coatings into snow and facility services while creating opportunities for younger leaders to make a real impact.

You'll also hear Madelyn's perspective on entering the snow industry, building confidence through experience, encouraging more women to pursue careers in the trades, and how marketing, technology, and strong relationships continue to fuel IndusCo's growth. Whether you're preparing your children to join the business, developing future leaders on your team, or looking for ways to strengthen your company culture, this conversation is full of practical lessons you can apply today.


You'll Learn

  • How to prepare the next generation to lead a family business.
  • Why strong relationships continue to outperform traditional sales tactics.
  • How marketing and a modern website strengthen commercial client relationships.
  • Ways to create opportunities for women to succeed in the snow and landscape industries.
  • Why confidence follows experience—and how great leaders help others take that first step.


Connect With Today's Guest

🌳 IndusCo Facility Solutions: https://induscofs.com/

👤 Connect with Sterling Lowe and Madelyn Lowe:
https://www.linkedin.com/in/sterling-lowe-a859475a/
https://www.linkedin.com/in/madelyn-lowe-871387254/

🏢 Company Facebook: https://www.facebook.com/IndusCoEnterprises/


Get Started With The Landscaper's Guide

🎧 Watch the full episode + read the transcript:
https://landscapersguide.com/podcast/

🥓 Tell us where to send your beef jerky:
https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events


Schedule a 15-Minute Marketing Brainstorm with the Ramblin Jackson strategy team https://landscapersguide.com/brainstorm/ 


The Weirdest Cold Call That Won a Six-Figure Snow Contract (+ 5 Tips to Win Commercial Landscape Clients)24 Jul 202600:20:44

Winning commercial landscape and snow contracts isn't just about having the best equipment or submitting the lowest bid. It's about standing out, targeting the right customers, building trust, and creating a sales and marketing system that keeps you top of mind.

In this episode of The Landscaper's Guide Podcast, Jack Jostes shares five of the biggest lessons from a recent live virtual workshop with commercial snow and landscape contractors from across the country. You'll hear real stories from contractors who landed major accounts, learn why being specific about your ideal commercial client leads to better results, discover how "gold mining" your CRM can uncover your next customer, explore creative direct mail strategies that actually get noticed, and hear Jack's latest advice on preparing your company for AI-powered search. If you're ready to win more commercial maintenance and snow contracts, this episode is packed with practical ideas you can put to work immediately.


You'll Learn

  • Why specializing in specific commercial property types helps you win more profitable contracts.
  • How to identify your warmest prospects using your existing CRM and marketing data.
  • Creative "lumpy mail" and offline marketing ideas that get commercial buyers' attention.
  • Why sales and marketing should always work together—not separately.
  • What landscape companies should be doing today to improve their visibility in AI search.


Connect With Jack Jostes

🌳 Ramblin Jackson: https://ramblinjackson.com/

👤 Connect with Jack Jostes: https://www.linkedin.com/in/jackjostes/

📸 Instagram: https://www.instagram.com/jackjostes

🏢 Ramblin Jackson Instagram: https://www.instagram.com/ramblinjackson


Get Started With The Landscaper's Guide

🎧 Watch the full episode + read the transcript:

https://landscapersguide.com/podcast/

🥓 Tell us where to send your beef jerky:

https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:

https://landscapersguide.com/events


Run a 10K at 80: Wayne Herring on Fitness, Protein and Business Sprints17 Jul 202600:21:51

What would your health, family, and business look like if you started planning for the person you want to be at 80? In this episode of The Landscaper’s Guide Podcast, Jack Jostes hikes to the Royal Arch in Boulder, Colorado, with his business coach, Wayne Herring, owner of Business Builder Camp.

Wayne shares why his long-term goal is to complete a trail 10K when he is 80 and how ambitious fitness goals can help business owners make better decisions today. Jack and Wayne also discuss protein-focused nutrition, short-term fitness and business sprints, scheduling meaningful adventures, avoiding burnout, and using focused seasons to improve systems. You’ll hear how getting away from your computer can restore your energy, create urgency, and help you return to your team as a better leader.


You’ll Learn

  • How long-term fitness goals can improve your decisions today
  • Why protein is a practical priority for strength and nutrition
  • How focused sprints can improve your health and business systems
  • Why putting adventures and family experiences on the calendar matters
  • How time away from work can increase energy, creativity, and productivity


Connect With Today’s Guest

🌳 Business Builder Camp: https://businessbuildercamp.com/
👤 Connect with Wayne Herring: https://www.linkedin.com/in/wayneherringjr/
📸 Wayne Herring Instagram: https://www.instagram.com/wayneherringcoach/



Get Started With The Landscaper’s Guide

🎧 Watch the full episode + read the transcript: https://landscapersguide.com/podcast/
🥓 Tell us where to send your beef jerky: https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events


How Rich Green Lawns Tripled Their Client Count Without Losing the Family Touch10 Jul 202600:40:55

What does it take for a second-generation lawn care company to grow from 1,000 to more than 3,000 active customers while keeping the same hometown customer service that built the business? In this episode of The Landscaper's Guide Podcast, Jack Jostes sits down with Erick Lehmann and Cortney Andersen of Rich Green Lawns in Central New Jersey to discuss how they've modernized a nearly 40-year-old family business without sacrificing the personal relationships that set them apart.

Erick and Cortney share how investing in technology, better equipment, leadership, employee development, and marketing has helped them scale sustainably while creating new opportunities for their team. They also discuss customer referrals, Google reviews, identifying your "Hell Yes Customer," and why saying "no" to the wrong work can be one of the best growth strategies for any lawn or landscape company. If you're looking to grow your business without losing your culture, this episode is full of practical ideas you can apply today.


You'll Learn

  • How Rich Green Lawns grew from 1,000 to 3,000 active clients.
  • Why combining old-fashioned customer service with modern technology creates a competitive advantage.
  • How investing in employees and equipment improves retention and customer experience.
  • Why identifying your "Hell Yes Customer" helps you scale faster.
  • How referrals, Google reviews, and consistent marketing generate better leads.


Connect With Today's Guest
🌳 Rich Green Lawns: https://richgreenlawns.com/

👤 Connect with Eric Lehmann and Courtney Andersen:
https://www.linkedin.com/in/ejlehmann/ https://www.linkedin.com/in/courtney-andersen-7a6681206/

🏢 Rich Green Lawns Instagram:
https://www.instagram.com/RichGreenLawns

📘 Rich Green Lawns Facebook:
https://www.facebook.com/RichGreenLawns


Get Started With The Landscaper's Guide

🎧 Watch the full episode + read the transcript:

https://landscapersguide.com/podcast/

🥓 Tell us where to send your beef jerky:

https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:

https://landscapersguide.com/events

Schedule a 15-Minute Marketing Brainstorm with the Ramblin Jackson strategy team https://landscapersguide.com/brainstorm/


How to Scale Your Landscape Business With Better Leadership, Delegation & Coaching | David Gallagher & Jacob Peffer03 Jul 202600:25:19

What does it really take to grow a landscape company from a small startup into a business that can scale without the owner doing everything?

In this episode of The Landscaper's Guide Podcast, Jack Jostes sits down with Jacob Peffer, Owner of Greener Concepts, and his business coach, David Gallagher of Spiritus Business Advisors. Jacob shares how his company recently surpassed the $1 million revenue mark and why hiring an operations manager became one of the most important decisions he's made. David explains how leadership, organizational structure, coaching, and prioritization help landscape companies avoid the common mistakes that prevent growth.

Together they discuss delegation, hiring, onboarding, coaching, sales, and building systems that allow business owners to focus on leadership instead of getting stuck in day-to-day operations. Whether you're approaching your first million dollars or leading a larger organization, this conversation offers practical advice you can implement immediately.


You'll Learn

  • Why delegation should happen one responsibility at a time
  • How coaching helps business owners focus on the right priorities
  • The importance of hiring an operations manager before scaling
  • Why visionary leaders need systems and accountability
  • How to prepare your business for larger commercial opportunities


Connect With Today's Guests

🌳 Greener Concepts: https://www.greenerconceptslcs.com/

🌳 Spiritus Business Advisors, LLC: https://spiritusba.com/

👤 Connect with Jacob Peffer:
https://www.linkedin.com/in/jacob-peffer-052202197/

👤 Connect with David Gallagher:
https://www.linkedin.com/in/davidjamesgallagher/?skipRedirect=true


Get Started With The Landscaper's Guide

🎧 Watch the full episode + read the transcript:
https://landscapersguide.com/podcast/

🥓 Tell us where to send your beef jerky:
https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events


The $3,000 Landscape Design They Lost — And the Simple Video That Would Have Saved It Blog Post Link:26 Jun 202600:13:41

What happens when a homeowner pays $3,000 for a landscape design and then hires another contractor before the design is even presented?

In this episode, Jack Jostes shares a real story from a recent Landscaper's Guide workshop and reveals one of the most overlooked reasons landscape companies lose sales after getting paid for a design. Joined by Scott Lawn of Greenway Landscape Design & Build and Christopher Labadie, the conversation explores the communication gaps that create uncertainty, budget concerns, and stalled projects.

You'll discover how simple Customer Journey Videos can keep clients engaged during long design phases, reduce budget-related objections, and increase the likelihood that your design turns into a signed construction contract. If you're investing time into detailed landscape designs but struggling to convert them into profitable installations, this episode offers a practical solution you can implement immediately.


You'll Learn

  • Why landscape companies lose construction sales after completing paid designs
  • How "budget embarrassment" quietly kills projects
  • The importance of communicating during a multi-week design process
  • A simple video strategy that builds trust and prevents clients from going elsewhere
  • How Customer Journey Videos improve conversion rates and client experience


Connect With Today's Guest

🌳 Greenway Landscape Design & Build: https://grnway.com/

👤 Connect with Scott Lawn: https://www.linkedin.com/in/scottlawn/ 

📸Connect with Christopher Labadie:  https://www.linkedin.com/in/christopher-labadie-249707377/ 

🏢Greenway Landscape Design & Build on Instagram: https://www.instagram.com/greenwaydesignbuild


Get Started With The Landscaper's Guide

🎧 Watch the full episode + read the transcript:
https://landscapersguide.com/podcast/

🥓 Tell us where to send your beef jerky:
https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events


How My First Garden Center Job Shaped My Career in the Green Industry with Chris Pesche of Pesche's Flowers19 Jun 202600:40:03

Many people ask Jack Jostes how he ended up building a marketing agency focused exclusively on the landscape and snow industry. The answer starts with his very first job at Pesche's Flowers, a family-owned garden center that has served the Chicagoland area since 1924.

In this special episode of The Landscaper's Guide, Jack shares a conversation with Chris Pesche, third-generation owner of Pesche's Flowers. Chris reveals the timeless business principles that have helped their company thrive for more than a century, including customer service, employee development, operational excellence, and adapting to technology. From implementing inventory management systems to building a seven-figure eCommerce business with MyFairyGardens.com, Chris shares lessons that apply to landscape companies, garden centers, and any service-based business. This episode is a powerful reminder that great businesses are built by taking care of people, embracing change, and never losing sight of your reputation.


You'll Learn

  • Why customer service and employee care remain the foundation of long-term success
  • How technology and inventory systems can improve profitability
  • The importance of being your own toughest competitor
  • How Pesche's Flowers expanded into a seven-figure online business
  • Leadership lessons passed down through three generations of ownership


Connect With Today's Guest

🌳 Pesche's Flowers: https://www.pesches.com/

📸 Pesche's Flowers on Instagram: https://www.instagram.com/pesches_flowers/


Get Started With The Landscaper's Guide

🎧 Watch the full episode + read the transcript:
https://landscapersguide.com/podcast/

🥓 Tell us where to send your beef jerky:
https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events


The Hidden Profit Center: Renting vs. Buying Snow Equipment — with Trevor Biebrach of TCB Equipment Leasing12 Jun 202600:42:08

Should you buy snow equipment or rent it?

In this episode of The Landscaper's Guide Podcast, Jack Jostes sits down with Trevor Biebrach, President of TCB Equipment Leasing, to discuss how snow contractors and landscape companies can scale their winter operations without tying up massive amounts of capital in equipment ownership. Trevor shares how his family built one of the nation's largest snow-focused rental fleets after decades in the snow removal business and explains why equipment rentals have become a strategic growth tool for contractors across the country.

Trevor and Jack dive into snow industry trends, the economics of renting versus buying, equipment packages that help contractors bid jobs more accurately, and the realities of running a snow-only business. They also discuss snow industry culture, emergency response operations, brine versus rock salt applications, and how technology and business systems help growing companies operate more efficiently. Whether you're looking to expand your snow division, improve profitability, or prepare for larger commercial contracts, this episode offers practical insights from someone who lives and breathes snow operations.


You'll Learn

  • How renting equipment can help snow contractors scale faster
  • The financial tradeoffs between owning and renting snow equipment
  • Why snow-only contractors think differently about business growth
  • Trevor's perspective on brine versus traditional rock salt
  • How equipment packages help contractors bid and operate more profitably


Connect With Today's Guest

🌳 TCB Equipment Leasing: https://tcbequipmentleasing.com/

👤 Connect with Trevor Biebrach: https://www.linkedin.com/in/trevor-biebrach-29464879/

📸 TCB Equipment Leasing on Instagram: https://www.instagram.com/tcb_equipmentleasing/


Get Started With The Landscaper's Guide

🎧 Watch the full episode + read the transcript:
https://landscapersguide.com/podcast/

🥓 Tell us where to send your beef jerky:
https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events

Schedule a 15-Minute Marketing Brainstorm with the Ramblin Jackson strategy team https://landscapersguide.com/brainstorm/


Google Just Changed How Homeowners Find Landscape Companies — Is Your Business Ready?05 Jun 202600:20:36

Google just announced some of the biggest changes to search, AI, and online discovery in more than 25 years. In this episode, Jack Jostes breaks down the four announcements from Google I/O 2026 that landscape business owners should actually pay attention to—and ignores the rest of the hype.

From Google's completely redesigned AI-powered search experience to new tools like Gemini Spark, Ask Maps, AI-assisted purchasing, and Ask YouTube, Jack explains what these updates mean for landscape companies trying to generate leads, improve efficiency, and stay visible online. He also shares practical insights into how AI search really works, where AI gets its information about your business, and why your website, Google Business Profile, reviews, photos, and videos matter more than ever.

Whether you're focused on getting found online, improving operations, or preparing your company for the next wave of AI-driven search, this episode will help you understand what matters and what actions you should take today.


You'll Learn

  • Why Google's AI search changes could impact how homeowners find landscape companies
  • How AI tools like Gemini Spark may help business owners save time
  • What Google's new AI purchasing system means for future business transactions
  • Why video content is becoming increasingly important for SEO and AI visibility
  • How landscape companies can improve their chances of showing up in AI search results


Timestamps

00:00 - Why Google I/O 2026 Matters For Landscape Companies
00:45 - AI Search Surpasses One Billion Users
02:57 - Google's New AI Search Experience
04:30 - How Homeowners Will Search For Landscapers In The Future
06:36 - Gemini Spark And The Daily Brief Assistant
07:48 - Real-World Landscape Company Use Cases
09:44 - The AI Shopping Experience And Agent Payments
13:51 - Ask Maps And Local Search Changes
14:48 - Ask YouTube For Faster Problem Solving
15:40 - Google's New AI Optimization Guidance
16:45 - How To Show Up In AI Search Results
18:46 - The Digital Footprint That Drives AI Visibility


Connect With Jack Jostes and Ramblin Jackson:

🌳 Ramblin Jackson: https://ramblinjackson.com/
👤 Connect with Jack Jostes: https://www.linkedin.com/in/jackjostes/
📸 Jack Jostes on Instagram: https://www.instagram.com/jackjostes/
🏢Ramlin Jackson on Instagram: https://www.instagram.com/ramblinjackson/

Schedule a 15-Minute Marketing Brainstorm with the Ramblin Jackson strategy team https://landscapersguide.com/brainstorm/



Get Started With The Landscaper's Guide

🎧 Watch the full episode + read the transcript:
https://landscapersguide.com/podcast/

🥓 Tell us where to send your beef jerky:
https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events


The 100-Day Harvest: Reframing the Busy Season with Jim McFarlane29 May 202600:43:03

What if the busiest season in landscaping wasn’t the “100 Days of Hell” — but the 100-Day Harvest?

In this episode of The Landscaper’s Guide, Jack Jostes interviews Jim McFarlane, owner of United Landscape in Lexington, Kentucky. Jim shares how he built a thriving high-end residential landscape company after moving from the UK to the United States, and why mindset, leadership, and team culture matter more than ever during the busy season.

Jim opens up about leading a growing team through change, building systems that support long-term growth, and how clarifying your marketing message can improve sales, team alignment, and customer experience. You’ll also hear practical insights about getting more Google reviews, creating employee buy-in, and building a company people are proud to work for. Whether you’re overwhelmed by spring chaos or looking to scale your landscape company intentionally, this episode will help you reframe the season ahead.


You’ll Learn

  • Why reframing spring as a “harvest” changes team morale and leadership
  • How strong marketing improves sales conversations and customer fit
  • The role team recognition plays in employee retention
  • How to create systems that support growth and delegation
  • Why Google reviews are one of the fastest ways to strengthen your reputation


Connect With Today’s Guest

🌳 United Landscape: https://unitedlandscape.net/
👤 Connect with Jim McFarlane: https://www.linkedin.com/in/jim-mcfarlane-6b199555/


Get Started With The Landscaper’s Guide

🎧 Watch the full episode + read the transcript: https://landscapersguide.com/podcast/

🥓 Tell us where to send your beef jerky: https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events


AI Conference Takeaways For Landscape Companies: How To Use AI Without Losing The Human Touch22 May 202600:32:24

Jack Jostes is joined in Austin, Texas by Ramblin Jackson leadership team members Robert Felton and Erin Kaufold after attending an AI conference packed with practical ideas for marketing, operations, and client experience. Together, they unpack what landscape and snow business owners need to know about AI, SEO, long-form content, client data, and the importance of staying curious.

In this episode, you’ll hear how AI can help landscape companies improve FAQs, repurpose sales call insights, build better client profiles, and reduce repetitive administrative work. Jack, Robert, and Erin also talk about why human relationships still matter, how to start small with AI, and why “Grow Or Die” matters more than ever in a fast-changing business world.

You’ll Learn:

  • Why long-form website content still matters for SEO and AI search
  • How recorded sales calls can become better FAQ, social, and website content
  • Why landscape companies should start small with AI instead of waiting for perfection
  • How a “client brain” can help teams retain valuable customer knowledge
  • Why people skills and in-person relationships still matter in the AI era

Connect With Ramblin Jackson Leadership Team:


🌳 Ramblin Jackson: https://ramblinjackson.com/
👤 Jack Jostes LinkedIn: https://www.linkedin.com/in/jackjostes/
👤 Robert Felton LinkedIn: https://www.linkedin.com/in/robert-felton/
👤 Erin Kaufold LinkedIn: https://www.linkedin.com/in/erinkaufold/
📸 Jack Jostes Instagram: https://www.instagram.com/jackjostes/
🏢 Ramblin Jackson Instagram: https://www.instagram.com/ramblinjackson/


Get Started With The Landscaper’s Guide:

🎧 Watch the full episode + read the transcript: https://landscapersguide.com/podcast/
🥓 Tell us where to send your beef jerky: https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events


Skye Waterson: Why Landscapers with ADHD Are Wired to Start (But Struggle to Scale)15 May 202600:36:05

Why do so many entrepreneurs — especially landscapers and trades business owners — struggle with organization, delegation, and scaling? In this episode of The Landscaper’s Guide Podcast, Jack Jostes sits down with ADHD researcher, coach, and founder of Unconventional Organisation, Skye Waterson, to unpack why ADHD traits are surprisingly common among entrepreneurs and what business owners can do to work with their brains instead of against them.

Skye shares practical systems landscapers can use to improve communication, prioritize effectively, delegate with less stress, and stop drowning in constant overwhelm. You’ll hear how ADHD impacts hiring, team communication, focus, and execution — plus actionable strategies like the “dopamine dial” and Skye’s prioritization filter that can help owners create momentum without burnout. Whether you’ve been diagnosed with ADHD or simply feel scattered while trying to scale your landscaping business, this episode offers practical tools to help you grow more sustainably.


You’ll Learn

  • Why entrepreneurs are more likely to have ADHD traits
  • The biggest scaling challenges landscapers with ADHD face
  • How to improve communication with your team
  • Skye’s prioritization filter for reducing overwhelm
  • How the “dopamine dial” can help you finally tackle difficult tasks


Connect With Today’s Guest

🌳 Unconventional Organisation: https://www.unconventionalorganisation.com/
👤 Connect with Skye Waterson:https://nz.linkedin.com/in/skye-waterson-026286204
📸Skye Waterson on Instagram: https://www.instagram.com/unconventionalorganisation/
🏢 ADHD Skills Lab podcast: https://www.unconventionalorganisation.com/theadhdskillslab


Get Started With The Landscaper’s Guide

🎧 Watch the full episode + read the transcript: https://landscapersguide.com/podcast/

🥓 Tell us where to send your beef jerky: https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events


How Shrinking Their Service Area Helped Wickenburg Landscape Triple Their Business08 May 202600:29:10

 In this episode of The Landscaper’s Guide, Jack Jostes travels to Wickenburg, Arizona to interview Aaron Wolfe, second-generation owner of Wickenburg Landscape. Aaron shares how his family business has grown over 45 years by focusing on service quality, strong systems, and building lasting relationships with clients and employees.

Aaron discusses why they narrowed their service area to improve quality control, how they use social media and educational content to build trust, and why charging for consultations transformed their sales process. He also shares how remote team members in the Philippines support their operations and how customer appreciation dinners and outdoor cooking experiences have become part of their brand experience.

You’ll Learn:

  • How shrinking your service area — not expanding it — can triple your revenue
  • How a paid consultation process filters out bad-fit customers and protects your time
  • The cooking dinner strategy that turns outdoor kitchen clients into referral machines
  • How remote employees in the Philippines handle bookkeeping, estimating, and admin — even in a town of 12,000

Connect With Today’s Guest:

🌳 Wickenburg Landscape: https://wickenburglandscape.com/
👤 Connect with Aaron Wolfe: https://www.linkedin.com/in/aaron-wolfe-5a449331/
📸 Wickenburg Landscape on Facebook: https://www.facebook.com/people/Wickenburg-Landscape/100090996053832/
🏢Wickenburg Landscape on Instagram: https://www.instagram.com/wickenburglandscape/

Schedule a 15-Minute Marketing Brainstorm with the Ramblin Jackson strategy team https://landscapersguide.com/brainstorm/

Get Started With The Landscaper’s Guide:

🎧 Watch the full episode + read the transcript: https://landscapersguide.com/podcast/
🥓 Tell us where to send your beef jerky: https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
 https://landscapersguide.com/events



7 Ways To Close More Landscape Jobs Without Lowering Your Price01 May 202600:10:15

If you’re the owner of a landscape company and still stuck in the day-to-day sales process, this episode is for you. In this solo episode, Jack Jostes shares insights from a recent presentation on how to brand your sales process so you can delegate, scale, and create more freedom in your business.

You’ll learn how to communicate your process clearly, qualify leads faster, and avoid wasting time on unqualified prospects. Jack breaks down practical strategies to help you build a repeatable system that improves your close rate while giving you back your time.

You’ll Learn:

  • How to brand your sales process to attract better clients
  • Why a 15-minute qualification call can save hours of wasted time
  • How to handle sales objections using testimonials and video
  • The “buyers are buyers” concept and how to apply it
  • How to delegate sales and create a scalable system

Connect With Jack Jostes and Ramblin Jackson:

🌳 Ramblin Jackson: https://ramblinjackson.com/
👤 Connect with Jack Jostes: https://www.linkedin.com/in/jackjostes/
📸 Jack Jostes on Instagram: https://www.instagram.com/jackjostes/
🏢Ramlin Jackson on Instagram: https://www.instagram.com/ramblinjackson/

Schedule a 15-Minute Marketing Brainstorm with the Ramblin Jackson strategy team https://landscapersguide.com/brainstorm/

Get Started With The Landscaper’s Guide:

🎧 Watch the full episode + read the transcript: https://landscapersguide.com/podcast/
🥓 Tell us where to send your beef jerky: https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events


How Justin White Scaled to $20M+ and Is Leading AI, Robotics, and Reviews in Landscaping24 Apr 202600:58:58

Justin White, CEO of K&D Landscaping, joins Jack Jostes to share how he helped grow his family’s business from $1M to over $20M—and why the fundamentals of business still matter more than ever. From building a strong team culture to leveraging Google reviews as a competitive advantage, Justin breaks down what it really takes to scale a landscape company in today’s market.

They also dive deep into the future of landscaping, including autonomous mowing, AI-powered decision-making, and how technology is reshaping operations, hiring, and leadership. Justin shares real-world insights from being in the “messy middle” of innovation—and what landscape business owners should focus on right now to stay ahead without getting distracted.

You’ll Learn:

  • How K&D Landscaping scaled from $1M to $20M+ using fundamentals and systems
  • Why Google reviews are critical for recruiting and sales growth
  • What’s working (and not working) with autonomous mowing technology
  • How AI is transforming operations, reporting, and decision-making
  • How to balance innovation with proven business fundamentals

Connect With Today’s Guest:

🌳 K&D Landscaping, Inc.: https://kndlandscaping.com/
👤 Connect with Justin White: https://www.linkedin.com/in/justin-white-%E2%98%85-35b7a210b/
📸Justin White on Instagram: https://www.instagram.com/justinwhiteceo/

Get Started With The Landscaper’s Guide:

🎧 Watch the full episode + read the transcript: https://landscapersguide.com/podcast/
🥓 Tell us where to send your beef jerky: https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events


From Craftsman to Closer: The Core 10 Sales Playbook with Joshua Gillow17 Apr 202600:47:00

In this episode of The Landscaper’s Guide, Jack Jostes sits down with Joshua Gillow—landscape industry veteran, coach, and author of The Core 10 Sales Playbook. Joshua shares how he went from working in a family garden center to building and leading successful landscape businesses, and ultimately helping contractors across the country improve their sales systems.

You’ll hear practical strategies to increase your close rate, communicate more effectively with clients, and break free from competing on price alone. Joshua explains how to transition from craftsman to professional, why most contractors struggle with sales conversations, and how better systems and expectations can help you scale your business while reclaiming your time.

You’ll Learn:

  • Why selling outcomes—not features—dramatically increases your close rate
  • How to use the “so that” framework to connect emotionally with clients
  • The key differences between a craftsman mindset and a professional business owner
  • Why setting expectations early prevents costly mistakes and wasted time
  • How improving your discovery process can double your closing rate

Connect With Today’s Guest:
🌳 Joshua Gillow: https://yes.express/
👤 Connect with Joshua Gillow: https://www.linkedin.com/in/joshua-gillow-04ba89a7/
📸 Joshua Gillow on Instagram: https://www.instagram.com/iamjoshuagillow/
🏢 Podcast: https://salesmadesimplepodcast.com/

📚 Get the Book – The Core 10 Sales Playbook:
📖 On Amazon: https://www.amazon.com/dp/B0GJQYJ7SH
🎧 On Audible: https://www.audible.com/pd/B0GM2CYYCC 

Get Started With The Landscaper’s Guide:

🎧 Watch the full episode + read the transcript: https://landscapersguide.com/podcast/
🥓 Tell us where to send your beef jerky: https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events


The Fortune Is In The Follow-Up: Email Marketing That Actually Closes Deals10 Apr 202600:17:29

In this episode of The Landscaper’s Guide, Jack Jostes shares powerful clips from a live webinar on email marketing for landscape and snow business owners. If you’ve ever spent thousands on marketing but struggled to convert leads into real revenue, this episode will show you what’s missing—and how to fix it fast.

You’ll hear real-world results from contractors who implemented simple email strategies and generated hundreds of thousands of dollars in new business. Jack breaks down why most companies fail to follow up, how email can solve that problem, and the exact types of emails you can start sending this week to win more jobs without adding more to your plate.

You’ll Learn:

  • Why the company that follows up wins the sale every time
  • The highest ROI email most landscapers never send
  • How simple email tweaks can increase conversions dramatically
  • Proven email types that generate immediate responses and sales
  • Why “done beats perfect” in your marketing strategy

Connect With Jack Jostes and Ramblin Jackson:

🌳 Ramblin Jackson: https://ramblinjackson.com/
👤 Connect with Jack Jostes: https://www.linkedin.com/in/jackjostes/
📸 Jack Jostes on Instagram: https://www.instagram.com/jackjostes/
🏢 Ramblin Jackson on Instagram: https://www.instagram.com/ramblinjackson/
👍 Ramblin Jackson on Facebook: https://www.facebook.com/RamblinJackson/

Schedule a 15-Minute Marketing Brainstorm with the Ramblin Jackson strategy team https://landscapersguide.com/brainstorm/ 


Get Started With The Landscaper’s Guide:

🎧 Watch the full episode + read the transcript: https://landscapersguide.com/podcast/
🥓 Tell us where to send your beef jerky: https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events


Live Webinar: Introduction To AI For Landscape Sales Professionals - Thur, 4/30/202607 Apr 202600:02:43

Join Jack Jostes for a practical, hands-on session designed specifically for landscape business owners and sales professionals ready to leverage AI in their sales process.

If you’ve been feeling overwhelmed by AI—or unsure how tools like ChatGPT can actually help you close more deals—this webinar will give you clear, actionable direction.

Jack Jostes breaks down practical ways to use ChatGPT to:

  • Write effective client follow-up emails that build trust and keep deals moving
  • Prepare for sales calls with greater confidence and clarity
  • Organize and capture key insights after meetings

This session cuts through the noise and focuses on real-world applications you can implement immediately.

No tech jargon—just proven prompts and strategies you can copy, customize, and start using right away.

👉 Register or learn more:
https://landscapersguide.com/introduction-to-ai-for-landscape-sales-professionals/


Is AI Killing Google? What Landscape Business Owners Actually Need to Know03 Apr 202600:18:52

Is AI really killing Google—or is that just noise? In this episode, Jack Jostes, CEO of Ramblin Jackson, breaks down what’s actually happening in search and what it means for landscape and snow business owners. Drawing from real data and insights from his upcoming book, Jack explains why Google is still dominating—and how AI is changing the way customers find your business.

You’ll hear what’s actually shifting with AI Overviews, why click-through rates are dropping, and how the businesses winning today are the ones showing up inside AI-generated answers. If you want to understand how to stay visible, generate leads, and future-proof your marketing, this episode will give you clarity and direction.

You’ll Learn:

  • Why AI is not killing Google—and what the data really shows
  • How AI Overviews are changing click-through rates and visibility
  • What signals AI uses to recommend local businesses
  • Why tracking “AI rankings” is a waste of time
  • How the Foundational Four drives visibility in both SEO and AI

Connect With Jack Jostes and Ramblin Jackson:

🌳 Ramblin Jackson: https://ramblinjackson.com/
👤 Connect with Jack Jostes: https://www.linkedin.com/in/jackjostes/
📸 Jack Jostes on Instagram: https://www.instagram.com/jackjostes/
🏢 Ramblin Jackson on Instagram: https://www.instagram.com/ramblinjackson/
👍 Ramblin Jackson on Facebook: https://www.facebook.com/RamblinJackson/


Get Started With The Landscaper’s Guide:

🎧 Watch the full episode + read the transcript: https://landscapersguide.com/podcast/
🥓 Tell us where to send your beef jerky: https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events


How Systems, Assistants, and AI Help You Scale Your Landscaping Business27 Mar 202600:57:28

In this episode of The Landscaper’s Guide Podcast, Jack Jostes sits down with returning guest Scott Callenius, CEO of Forever Green Landscape Services in West Palm Beach, Florida. Scott shares how his company has evolved from a small operation into a highly structured, system-driven business with a growing team, virtual assistants, and advanced workflows.

Scott breaks down how hiring the right people, building systems, and embracing AI tools have helped him reclaim his time, improve client communication, and scale more efficiently. He also shares insights on where the landscaping industry is heading—from private equity shifts to new opportunities in enhancements, automation, and technology. If you’re feeling stuck doing everything yourself, this episode will show you how to step into your role as a true business owner.

You’ll Learn:

  • How hiring assistants can free up your time and improve operations
  • Why systems and processes are the foundation of scalable growth
  • How AI and automation are changing landscaping businesses
  • Where new revenue opportunities are emerging in today’s market
  • Why transparency and leadership matter as you grow your team

Connect With Today’s Guest:

🌳 Forever Green Landscape Services: https://forevergreenlandscaper.com/
👤 Connect with Scott Callenius: https://www.linkedin.com/in/scott-callenius-29b6261a/
🏢Forever Green Landscape Services on Facebook: https://www.facebook.com/ForEverGreenLandscape/
📸Forever Green Landscape Services on Instagram:  https://www.instagram.com/forevergreenlandscaper/

Get Started With The Landscaper’s Guide:

🎧 Watch the full episode + read the transcript: https://landscapersguide.com/podcast/
🥓 Tell us where to send your beef jerky: https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events


Gold Mining Your Database: How to Turn Old Leads Into New Revenue20 Mar 202600:24:44

Are you sitting on a goldmine of missed opportunities in your CRM? In this episode, Jack Jostes sits down with Ramblin Jackson’s Director of Client Strategy, Robert Felton, to break down how landscape and snow removal companies can unlock hidden revenue from their existing database.

Robert shares his proven “gold mining” strategy—how to revisit old leads, follow up with purpose, and use tools like Lead Wrangler to prioritize the hottest opportunities. You’ll learn why most contractors lose deals to “doing nothing,” how to use engagement data to identify serious buyers, and how consistent follow-up can dramatically increase your close rate without spending more on marketing.

You’ll Learn:

  • What “gold mining” your database really means—and how to do it
  • How to follow up in a way that actually gets responses
  • Why your biggest competitor is often “doing nothing”
  • How to identify hot leads using engagement tracking
  • Simple ways to increase revenue from leads you already have

Connect With Today’s Guest:

👤 Connect with Robert Felton: https://www.linkedin.com/in/robert-felton/                🌳 Ramblin Jackson: https://ramblinjackson.com
📸Ramblin Jackson on Instagram: https://www.instagram.com/ramblinjackson/


Get Started With The Landscaper’s Guide:

🎧 Watch the full episode + read the transcript: https://landscapersguide.com/podcast/
🥓 Tell us where to send your beef jerky: https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events


Email Marketing for Landscape Companies: Driving Repeat Business & Cross-Sells | LIVE Webinar – March 26, 10–11 AM MT15 Mar 202600:01:06

What do you do after you send a proposal… follow up… and never hear back?
Most landscape companies simply move on — and spend more money trying to generate new leads.

But what if some of that revenue is already sitting inside your database?
In this LIVE webinar on Thursday, March 26th from 10:00–11:00 AM Mountain Time, Ramblin Jackson CEO Jack Jostes will show you how landscape companies are using email marketing to generate repeat business, cross-sell services, and turn old leads into new revenue.

You’ll learn how strategic email marketing can nurture prospects over time and help you close deals that would otherwise be lost.

In this webinar you’ll learn:
-How to nurture unclosed estimates for 6–24 months
-How to turn “ghosted” proposals into future projects
-How to cross-sell maintenance, lawn care, fertilization, pest control, lighting, and enhancements
-Subject line strategies that actually get emails opened
-How to balance storytelling, selling, and promotions in your email campaigns
-Real case studies of landscape companies generating big-ticket sales from email

If you already have a database of leads or past customers, you already have opportunity.

The question is: Are you using email marketing to unlock it?

Register for the LIVE webinar here:
https://landscapersguide.com/email-marketing-for-landscape-companies-driving-repeat-business-cross-sells/

Your Timeline Isn't the Problem. Your Follow-Up Is.13 Mar 202600:11:23

If you’ve ever lost a landscaping sale because a prospect didn’t like your timeline, this episode is for you. Jack Jostes, CEO of Ramblin Jackson, explains why timeline objections usually do not mean the deal is dead. In peak season, reputable landscape companies are often booked weeks or months out, and many prospects are simply frustrated by the buying process, not necessarily rejecting your company.

In this solo episode, Jack shares how to stay in the game with better follow-up, a smart mix of automation and personal outreach, and a proven strategy he calls gold mining. He also explains why organized notes, nurture sequences, and consistent follow-up can uncover revenue already hiding in your pipeline, and how Ramblin Jackson’s Lead Wrangler CRM helps landscape companies turn missed opportunities into real sales.

You’ll Learn:

  • Why a timeline objection usually is not a true no
  • How to follow up without discounting or sounding desperate
  • What “gold mining” means and how it can uncover hidden revenue
  • Why automation should support, not replace, personal outreach
  • How better lead tracking helps you close more work over time

Connect With Jack Jostes:

🌳 Ramblin Jackson: https://ramblinjackson.com/
👤 Connect with Jack Jostes: https://www.linkedin.com/in/jackjostes/
📸 Jack Jostes on Instagram: https://www.instagram.com/jackjostes/
🏢Ramblin Jackson on Instagram: https://www.instagram.com/ramblinjackson/

Get Started With The Landscaper’s Guide:

🎧 Watch the full episode + read the transcript: https://landscapersguide.com/podcast/
🥓 Tell us where to send your beef jerky: https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events


How Smart Irrigation & AI Are Transforming Water Management with Rain Bird’s Sean Azad06 Mar 202600:32:54

In this episode of The Landscaper’s Guide Podcast, Jack Jostes interviews Sean Azad, Marketing Manager at Rain Bird, live from the Rain Bird Select Contractor Conference in Riviera Maya, Mexico.

Sean shares how smart irrigation controllers, integrated valve modules, and remote water management platforms are changing the game for residential and commercial contractors. From EPA WaterSense requirements to AI-powered scheduling and unified control systems, you’ll learn how technology is helping landscape companies save water, reduce labor inefficiencies, and deliver more value to clients. If you sell or install irrigation systems, this episode will open your eyes to what’s possible now—and what’s coming next.

You’ll Learn:

  • How smart controllers using ET (evapotranspiration) adjustments can reduce water use by 30%+
  • Why integrated valve modules help prevent costly irrigation failures
  • How Rain Bird’s unified IQ platform serves both residential and commercial clients
  • What AI and voice control could mean for the future of irrigation
  • Why remote water management creates new recurring service opportunities

Connect With Today’s Guest

🌳 Rain Bird: https://store.rainbird.com/

📚Rain Bird Learning: https://www.rainbird.com/Learning
👤 Connect with Sean Azad: https://www.linkedin.com/in/sean-azad-705a6b7/
📸 Rain Bird Facebook: https://www.facebook.com/RainBirdCorp
🏢 Rain Bird LinkedIn: https://www.linkedin.com/company/rainbirdcorp/posts/?feedView=all

Get Started With The Landscaper’s Guide

🎧 Watch the full episode + read the transcript: https://landscapersguide.com/podcast/
🥓 Tell us where to send your beef jerky: https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events


How George Egan Built a $10M Landscape Company with Systems, Social Media & Daily Team Meetings27 Feb 202600:39:15

In this episode of The Landscaper’s Guide Podcast, Jack Jostes sits down with George Egan, President of Egan Landscape Group in Plymouth, Massachusetts. George shares how he grew his company to $10 million in revenue with nearly 100 team members by focusing on daily accountability, real-time job costing, and smart marketing.

From implementing a 10-minute all-team daily meeting to building a custom tech stack with Zapier, Aspire, and ClockShark, George breaks down the systems that drive profitability. He also explains how targeted social media marketing and intentional recruiting strategies are helping him attract both “hell yes” customers and top talent.

You’ll Learn:

  • How a 10-minute daily team meeting improves culture and performance
  • Why real-time job costing is essential to protecting profit
  • How to use Zapier to connect software and automate reporting
  • How to define your “hell yes” customer for better marketing results
  • A smarter strategy for recruiting landscape employees

Connect With Today’s Guest:

🌳 Egan Landscape Group: https://eganlandscapegroup.com
👤 Connect with George Egan: https://www.linkedin.com/in/georgeegan
📸 https://www.instagram.com/meetgeorgeegan/
🏢 https://www.instagram.com/eganlandscapegroup 

Get Started With The Landscaper’s Guide:

🎧 Watch the full episode + read the transcript: https://landscapersguide.com/podcast/
🥓 Tell us where to send your beef jerky: https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events


How to Grow Your Landscape Business Without Sacrificing Your Marriage20 Feb 202600:21:07

In this episode of The Landscaper’s Guide Podcast, Jack Jostes interviews Erika and Justin Mathis of Mathis Landscapes in Glenville, North Carolina. From buying the family business to building a high-end design/build company, the Mathis team shares what it really takes to grow sustainably—without burning out your marriage or your team.

They discuss qualifying better clients, talking about budget earlier, investing in marketing for the first time, and why transparency builds trust. You’ll also hear how they’re learning to protect their relationship while working together, plus leadership insights from NALP Elevate that are shaping their next chapter of growth.

You’ll Learn:

  • Why publishing pricing ranges can help you qualify better leads
  • How to talk about budget earlier without scaring prospects away
  • Practical ways to protect your marriage while running a business together
  • The importance of gratitude and leadership culture in scaling
  • Why hiring a coach can accelerate growth and reduce stress

Connect With Today’s Guest:

🌳 Mathis Landscapes: https://www.mathislandscapes.com/
🏢 mathislandscapes

Get Started With The Landscaper’s Guide:

🎧 Watch the full episode + read the transcript: https://landscapersguide.com/podcast/
🥓 Tell us where to send your beef jerky: https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events


Did ChatGPT Eat Google’s Lunch?13 Feb 202600:08:29

Has AI changed how homeowners and commercial property managers find landscape companies?

In this solo episode, Jack Jostes shares a real story from his own home renovation disaster — a leaking dishwasher, asbestos discovery, insurance requirements, and two wildly different proposals. Instead of guessing which contractor to hire, Jack used ChatGPT to compare bids and generate smart follow-up questions. What happened next reveals exactly how customers are researching and buying in 2026.

You’ll hear what the data actually says about Google vs. AI search, what’s changed inside search results pages, and where landscape companies should focus their marketing this year to keep attracting high-value customers.

You’ll Learn:

  • How homeowners are using AI to compare contractor proposals
  • Whether AI is actually replacing Google search
  • What AI Overviews mean for your website traffic
  • Why fewer people are clicking search results — and what to do about it
  • Where landscape companies should focus their marketing in 2026


Connect With Jack Jostes

🌳 Ramblin Jackson: https://ramblinjackson.com
👤 Connect with Jack on LinkedIn: https://www.linkedin.com/in/jackjostes/
📸 Instagram: https://www.instagram.com/jackjostes/


Get Started With The Landscaper’s Guide

🎧 Watch the full episode + read the transcript: https://landscapersguide.com/podcast/
🥓 Tell us where to send your beef jerky: https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events

Schedule a 15-Minute Marketing Brainstorm at https://landscapersguide.com/brainstorm 


How to Get More Google Reviews, Handle Negative Feedback, and Respond to Every Review06 Feb 202600:13:57

In this live Q&A session, Jack Jostes answers real-world questions from landscape business owners, straight from the stage. The conversation focuses on one of the most common challenges contractors face: getting consistent Google reviews, especially from maintenance clients, without feeling awkward or pushy.

You’ll hear practical guidance on handling negative reviews the right way, whether employees should leave reviews, and how to use review feedback to build trust with future customers. If you want a clearer, more confident approach to reviews and reputation, this episode delivers tactical advice you can use immediately.

You’ll Learn

  • How to ask maintenance clients for Google reviews without hurting the relationship
  • Why responding to every review builds trust and improves conversions
  • When negative reviews actually help your marketing instead of hurting it
  • Where employee reviews belong and where they do not

Connect With Jack Jostes

🌳 Ramblin Jackson: https://ramblinjackson.com/
👤 Connect with Jack Jostes: https://www.linkedin.com/in/jackjostes/
📸 https://www.instagram.com/jackjostes/
🏢 https://www.instagram.com/ramblinjackson/

Get Started With The Landscaper’s Guide

🎧 Watch the full episode + read the transcript:
https://landscapersguide.com/podcast/

🥓 Tell us where to send your beef jerky:
https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events

From Radio DJ to Green Industry Problem Solver: How PermaGreen Keeps Crews Productive30 Jan 202600:11:20

Brian Middleton didn’t start his career in the green industry. For more than 20 years, he was a well-known radio DJ in one of the biggest markets in the country. Today, he’s the Head of Technical Support at PermaGreen, helping lawn and landscape companies keep their crews productive, profitable, and moving.

In this episode, Brian and Jack talk about what really happens when equipment goes down in the field, why fast, human support still matters in an AI-driven world, and how smarter equipment choices can reduce burnout, lower employee turnover, and improve quality of life for crews. If your business depends on efficiency, reliability, and keeping your people running strong all season, this conversation hits home.


You’ll Learn

  • Why equipment downtime costs more than just repair dollars
  • How riding equipment can reduce crew burnout and turnover
  • Where AI fits into tech support and where humans still win
  • How PermaGreen designs support systems around real-world field problems


Connect With Today’s Guest

🌳 PermaGreen: https://permagreen.com/
👤 Connect with Brian Middleton: https://www.linkedin.com/in/brian-middleton-48862b344/
📸 PermaGreen Instagram: https://www.instagram.com/permagreenspreadersprayers/
🏢 PermaGreen Facebook: https://www.facebook.com/gopermagreen/


Get Started With The Landscaper’s Guide

🎧 Watch the full episode + read the transcript:
https://landscapersguide.com/podcast/

🥓 Tell us where to send your beef jerky:
https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events

Brand Your Landscape Sales Process Webinar with Jack Jostes & Robert Felton Thursday 1/29/2026!26 Jan 202600:01:51

https://landscapersguide.com/brand-your-sales-process-to-get-the-owner-out-of-sales-with-jack-jostes-and-robert-felton/

Brand Your Sales Process To Get The Owner Out of Sales - with Jack Jostes and Robert Felton
Date: Thursday, January 29, 2026, 10:00 to 11:00 AM MT
Location: Virtual on Zoom
Investment: FREE

In this workshop, Ramblin Jackson CEO Jack Jostes and Director of Client Strategy Robert Felton will share what they've learned working with 300+ landscape companies to help you:
Increase your close rate which will save you massive time
Create a repeatable process that attracts both customers AND employees...
Free up your time to grow the business
Set your business up to grow, scale - and be even more sellable
Ready to grow and scale your business?

When Firing Clients Protects Your Team and Increases Profit23 Jan 202600:26:36

In this episode of The Landscaper’s Guide Podcast, Jack Jostes sits down with Abe Faria, General Manager of CMS Landscape (Chris Mark and Sons) in Massachusetts, a multi-generation landscape company that’s been operating since 1973. Abe shares how CMS has grown to over 50 employees by making hard—but strategic—decisions about who they serve and how they protect their team.

You’ll hear a candid conversation about identifying toxic or misaligned clients, the internal process CMS uses to evaluate them, and how the “Better Served By Others” (BSBO) framework helps preserve employee morale, improve service quality, and increase profitability. This episode is a must-listen for landscape and snow business owners who feel stretched thin, overworked, or trapped serving the wrong customers.

You’ll Learn:

  • What “Better Served By Others” really means—and when to use it
  • How toxic or misaligned clients impact morale and productivity
  • A practical process for evaluating whether a client should stay or go
  • How firing clients can actually improve service and profitability
  • Why focusing on your best clients solves staffing and growth problems


Connect With Today’s Guest:

🌳 CMS Landscape (Chris Mark and Sons): https://cmslandscape.com/
👤 Connect with Abe Faria: https://www.linkedin.com/in/abram-faria-01aab81ba/
📸 Personal Instagram: https://www.instagram.com/cmslandscape/
🏢 Company Instagram: https://www.instagram.com/cmslandscape/
Email: abe@chrismarkandsons.com  


Get Started With The Landscaper’s Guide:

🎧 Watch the full episode + read the transcript:
https://landscapersguide.com/podcast/

🥓 Tell us where to send your beef jerky:
https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events


Three Landscape Leaders On Sales, Pricing, And Protecting Their Teams16 Jan 202600:43:20

What actually separates high-performing landscape companies from everyone else isn’t luck, leads, or even talent — it’s how they handle sales, pricing, and client qualification.

In this episode of The Landscaper’s Guide Podcast, Jack Jostes sits down in the Ramblin Jackson studio with the three finalists for the 2025 Landscape Leader Of The Year Award. These owners flew in from across the country to participate in a live event, mastermind together, and share what they’re learning as they grow mature, professional landscape companies. The conversation dives into real-world lessons around qualifying leads, saying no to bad-fit clients, pricing transparency, speed to lead, and protecting teams from burnout.

If you’re tired of price shoppers, wasted estimates, stressed crews, and sales that feel unpredictable, this episode offers practical insight from peers who are actively fixing those problems in their own businesses.


You’ll Learn

  • Why saying “no” to the wrong clients protects your team and profitability
  • How pricing guides and websites can pre-qualify better leads
  • What top landscape leaders do differently during sales conversations
  • How faster follow-up dramatically improves close rates
  • Why presenting proposals beats emailing them every time



Connect With Today’s Guests

🌳 Buckhead Landscape & Design: https://buckheadlandscapedesign.com/
👤 Stuart Ward: https://www.linkedin.com/in/stuart-ward-a918522/ 

🌳 Tri Valley Landscape: https://trivalleylandscapellc.com/
👤 Dominick DePadre: https://www.linkedin.com/in/dominick-depadre-a33456337/
👤 Diana DePadre: https://www.linkedin.com/in/diana-depadre-a45459337/ 

🌳 Dutchies Stoneworks: https://www.dutchiesstoneworks.com/
👤 Michael Fisher: https://www.linkedin.com/in/michael-fisher-2321922a0/ 

See the 2025 Landscape Leader of the Year: Stuart Ward’s Proven Sales Process for Scaling Profitably presentation https://landscapersguide.com/landscape-leader-of-the-year-stuart-ward/ 


Get Started With The Landscaper’s Guide

🎧 Watch the full episode + read the transcript:
https://landscapersguide.com/podcast/

🥓 Tell us where to send your beef jerky:
https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events

Elevating Careers In The Green Industry With Pam Berrios09 Jan 202600:13:11

Pam Berrios has spent nearly three decades in the green industry—and she’s on a mission to elevate the people who power it. In this episode of The Landscaper’s Guide Podcast, Jack Jostes sits down with Pam to talk about career pathways, leadership development, and why investing in field-level team members is the single most important move landscape companies can make.

Pam shares her experience as a former landscape company owner, her work training Spanish-speaking crews across the country, and how leadership, language, and genuine care can transform hourly jobs into lifelong careers. They also discuss how AI and translation tools are beginning to bridge communication gaps—without replacing the human relationships that truly drive retention and growth.


You’ll Learn

  • Why many field employees don’t see landscaping as a long-term career—and how to change that
  • How leadership training can prevent new managers from failing after promotion
  • Ways AI and translation tools are helping connect crews and managers
  • Why relationship-building matters more than technology as companies scale
  • How representation and mentorship elevate the entire industry


Connect with Pam Berrios

🌳 Infinity Group: https://elevate123.net/
👤 Connect with Pam Berrios: https://www.linkedin.com/in/pamBerrios
📸 Personal Instagram: https://www.instagram.com/pamberriostraining/



Get Started With Landscapers Guide

🎧 Watch the full episode + read the transcript: https://landscapersguide.com/podcast/
🥓 Tell us where to send your beef jerky: https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events: https://landscapersguide.com/events

How Top Landscape Sales Pros Handle Rejection And Still Close Premium Work02 Jan 202600:22:35

Selling premium landscape services means hearing “no” more often—and waiting longer for the right “yes.” In this episode of The Landscaper’s Guide Podcast, Jack Jostes sits down with Chris James of Perfect Cut Landscaping to talk candidly about rejection, long HOA sales cycles, and how top sales professionals stay confident through it all.

Chris shares real-world lessons from selling residential, commercial, and HOA landscape services in South Florida, including how to follow up without damaging relationships, why professionalism pays off months or years later, and how mindset, systems, and communication separate average sales reps from top performers. They also cover how AI, KPIs, and industry events are helping sales pros buy back time and close higher-quality work.

You’ll Learn:

  • How top landscape sales pros handle rejection without losing confidence
  • Why long HOA sales cycles are an advantage when handled correctly
  • How professional follow-up leads to premium work later
  • Practical ways AI can save time in estimating and communication
  • How sharing KPIs helps align crews and leadership

Connect with Chris James

🌳 Perfect Cut Landscaping: https://561lawn.com/
📸 @perfectcutlandscaping
🏢 @perfectcutlandscaping

Get Started With The Landscaper’s Guide:

🎧 Watch the full episode + read the transcript: https://landscapersguide.com/podcast/

🥓 Tell us where to send your beef jerky: https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events

The Hardest Leadership Lessons of Last Year + What’s Next at Ramblin Jackson in 202626 Dec 202500:25:57

In this solo episode of The Landscaper’s Guide Podcast, host Jack Jostes reflects on the hardest leadership lessons he learned last year—particularly around letting the wrong people stay too long, dealing with toxic behavior, and the personal toll poor people decisions can take on business owners. Jack shares real stories from his own company and from client conversations, offering an honest look at why leadership often gets harder before it gets clearer.

In the second half of the episode, Jack shifts gears and looks ahead to 2026. He previews what’s coming next at Ramblin Jackson, including new products, services, and systems designed to help landscape and snow companies grow with better sales processes, smarter automation, and less stress. This episode blends leadership insight with practical business direction for owners who want to build stronger teams and more scalable companies.

You’ll Learn

  • Why waiting too long to let people go creates long-term stress and culture issues
  • How to identify toxic behavior—even when performance looks “good on paper”
  • What Jack learned about leadership fear, clarity, and accountability
  • What new tools and services are coming to Ramblin Jackson in 2026
  • Where Jack sees the biggest opportunities for landscape and snow companies next year

Connect With Jack Jostes

🌳 Ramblin Jackson: https://ramblinjackson.com/
👤 Connect with Jack Jostes on LinkedIn: https://www.linkedin.com/in/jackjostes/
📸 https://www.instagram.com/jackjostes/
🏢 https://www.instagram.com/ramblinjackson/


🎧 Watch the full episode + read the transcript:
https://landscapersguide.com/podcast/

🥓 Tell us where to send your beef jerky:
https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
https://landscapersguide.com/events

Book a 15-Minute Marketing Brainstorm:

https://landscapersguide.com/brainstorm/

Year-End Sales, Pricing, and Profitability Tips from Aspire Software19 Dec 202500:17:02

As the year winds down, landscape and snow business owners face important decisions around renewals, pricing adjustments, and profitability. In this episode of The Landscaper’s Guide Podcast, Jack Jostes is joined by Maggie Wymore from ServiceTitan to discuss what service businesses should be reviewing at year-end to finish strong and plan confidently for the year ahead.

Maggie shares practical insights on reviewing financial inputs, evaluating profitability by service line, improving renewal conversations, and using tools like site audits and client budget worksheets to increase retention and enhancement sales. If you want clearer numbers and better conversations heading into next season, this episode will help you get there.

You’ll Learn

  • What to review before closing the year and renewing contracts
  • How to evaluate profitability by service line
  • Why clean financial inputs matter more than reports
  • How year-end planning improves retention and enhancement sales


Connect with Maggie Wymore from ServiceTitan

🌳 Aspire Software: youraspire.com
👤 Connect with Maggie Wymore: https://www.linkedin.com/in/maggie-wymore-6811b247/
🏢 Aspire on Instagram: https://www.instagram.com/aspiresoftware


Connect with Jack Jostes and The Landscaper’s Guide

🎧 Watch the full episode + read the transcript:
 https://landscapersguide.com/podcast/

🥓 Tell us where to send your beef jerky:
 https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events:
 https://landscapersguide.com/events

From Brazil to Baton Rouge: How Hard Work and Kindness Fueled Vania Mickos’ Landscape Career12 Dec 202500:13:36

In this episode, Jack Jostes sits down with Vania Mickos of Mullin Landscape to explore her remarkable journey from growing vegetables on her family’s farm in Brazil to becoming an account manager in Baton Rouge. Vania shares how grit, agronomy expertise, and a deep commitment to kindness shaped her leadership style and career path.

We discuss her early start in agriculture at age 11, her transition into agronomy, her move to Europe, and eventually her growth into the U.S. landscape industry. Her powerful message about communication and kindness as core leadership skills makes this episode a must-listen for landscape and snow pros.


You'll Learn:

  • How agronomy shaped Vania’s career in landscaping
  • Why kindness and communication are essential leadership skills
  • The role of multilingual skills in managing teams
  • How early entrepreneurship impacts long-term career success


Connect With Today’s Guest

🌳 Mullin: https://www.mullinlandscape.com/

👤 Connect with Vania Mickos: https://www.linkedin.com/in/vaniamickos/

📸 @vania.mickos

🏢 @mullinlandscape


Get Started With The Landscaper’s Guide

🎧 Watch the full episode + read the transcript: https://landscapersguide.com/podcast/

🥓 Tell us where to send your beef jerky: https://landscapersguide.com/toolbox

📅 See upcoming live and virtual events: https://landscapersguide.com/events

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