Explore every episode of the podcast Medicare Sales Playbook
| Title | Pub. Date | Duration | |
|---|---|---|---|
| How to Sell Medicare: Everything You Need To Know About Long-Term Care | 15 Jan 2026 | 00:34:56 | |
Want to add Long-Term Care to your Medicare conversationsโwithout getting overwhelmed or "starting from scratch"? In this episode of the Medicare Sales Playbook, Dallas Keithley sits down with Jay Curatti (Director of Retirement Planning, Lasting Mark Retirement Group) to break down:
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Don't miss Jay live on the Last Wednesday Webinar: January 28 @ 4:00 PM CST ๐ Learn more about Jay + the Elevate team: lastingmarkretirement.com ๐ฉ Want to get added to Tuesday Tips + the Last Wednesday Webinar invite list? โ
If this episode helped you, subscribe and drop a comment: ย | |||
| Selling Medicare: From Rock Bottom to 3,400 Agents: The "Never Quit" Blueprint | 08 Jan 2026 | 01:00:07 | |
It's officially 2026โฆ and this episode is the definition of "Don't Give Up. Don't Ever Give Up." Dallas sits down with Brian & Patti Askins to unpack the real story behind how Lasting Mark was builtโstarting with a moment in February 2014 that rocked their world. What happens when corporate America turns the lights off overnightโฆ while your family is depending on youโฆ and your spouse is battling chemo? You'll hear the behind-the-scenes leadership lessons most people never talk about:
If you've been "punched in the face" by life or business, this one's for you. โ
Connect with Lasting Mark: lastingmark.com Subscribe for weekly Medicare sales training + real conversations with real builders. #MedicareSales #InsuranceAgent #Leadership #Entrepreneurship #SalesTraining #MedicareSalesPlaybook #LastingMark ย | |||
| How to Sell Medicare: Your Words Shape Your World (A Conversation Every Agent Needs) | 06 Nov 2025 | 00:26:56 | |
In this heartfelt episode of The Medicare Sales Playbook, Dallas Keithley and "Medicare" Matt Smith open up about the power of words โ how what we say to others (and to ourselves) shapes our thoughts, actions, habits, and ultimately, our legacy. They share real conversations about staying positive, breaking free from negativity, and building a legacy that goes beyond production numbers or business success. This one's for anyone who's ever felt stuck, critical, or isolated while trying to make it in sales โ or in life. ๐ง Topics We Cover:
๐ฌ Need someone to talk to? Join us for our Last Wednesday Webinar each month at 4PM CST, and sign up for Tuesday Tips by emailing Dallas directly. ๐ Subscribe for more practical, real-life conversations for agents and entrepreneurs navigating the Medicare world โ and beyond. ย | |||
| How to Sell Medicare: From Frustration to Focus: Taking Ownership of Your Growth | 30 Oct 2025 | 00:30:51 | |
Accountability isn't about beating yourself up โ it's about owning your growth. In this episode of The Medicare Sales Playbook, Dallas Keithley and Matt Smith get real about what it takes to grow โ in business, faith, and life. From personal stories of failure and frustration to lessons learned through reflection and perseverance, this conversation will challenge you to stop blaming circumstances and start building consistency. You'll discover: If you've ever felt stuck, tired, or frustrated during AEP, this episode is for you. It's your reminder that success in the Medicare business doesn't come from luck or leads โ it comes from looking in the mirror and taking ownership. ๐ Watch now, take notes, and subscribe for more real talk from agents who've been there.
#MedicareSalesPlaybook #InsuranceAgents #Accountability #AEP #MedicareMarketing #Leadership #FaithAndBusiness ย | |||
| Selling Medicare: From New Agent to Momentum: The 100-Client Blueprint | 23 Oct 2025 | 00:39:46 | |
How to Get Your First 100 Medicare Clients (Without Burning Out) What you'll learn
Links & resources
Work with us / Get help
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| How to Sell Medicare: Your 2025 AEP Game Plan | 16 Oct 2025 | 00:32:09 | |
Ready or notโฆ AEP is here. In this episode of Medicare Sales Playbook, Dallas Keithley and "Medicare" Matt Smith break down a practical game plan for agents heading into Annual Enrollment Periodโmindset first, then simple, legal-safe marketing moves you can do today, plus how to use downtime wisely and anchor your work to a deeper "why." What you'll learn
If this helped, subscribe, like, and comment your 'why' belowโwe read every one and might feature yours in a future episode. | |||
| How to Sell Medicare: The Medicare Decision Tree That Sells Itself and Keeps Clients for Years | 09 Oct 2025 | 00:40:08 | |
Medicare Sales Playbook famโy'all have been crushing it with the comments, likes, and shares. ๐ Today, Dallas sits down with Amanda Matthews (Integrity Insurance, Littleton, CO)โa top producer turned agency ownerโwho reveals the exact process her team uses to book more appointments, simplify plan decisions, and retain clients for years. Amanda breaks down:
๐ฏ Download: Medicare Decision Tree (Free) ๐๏ธ Monthly Deep-Dive Webinar (LIVE) ๐ค Connect with Amanda
โจ If this helped, like, subscribe, and share with a Medicare agent who needs a win this week. Key Takeaways
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| Selling Medicare: TikTok, LinkedIn & Phone Sales: The Medicare Process That Actually Scales | 02 Oct 2025 | 00:36:57 | |
Meet Brittany Garrison (Garrison Global Management)โa Medicare agent building her book 97% over the phone. In this episode, Brittany breaks down how she wrote 40 apps with a 9-day-old newborn, drove 600+ inbound leads in 6 months using TikTok + LinkedIn, and keeps clients coming back (87% retention) with simple, human touches. What you'll learn
These are live only (not recorded). Email Dallas to get on the list: dallas.keithley@medicaresalesplaybook.com
Disclaimer: This content is for licensed insurance professionals and educational purposes only. Always follow CMS and carrier compliance guidelines. | |||
| How to Sell Medicare: AEP Survival Starts Here: iOS 26 Call Screening Guide | 25 Sep 2025 | 00:38:25 | |
Agentsโthis one could change your AEP. Dallas sits down with Alex Branning (Agent CRM) to unpack how AI actually helps Medicare agents today and why Apple's new iOS 26 call screening means we must pivot from voice-first to text-first outreachโfast. You'll get practical guardrails, easy wins, and a step-by-step plan to stay compliant, reach more prospects, and protect your book. You'll learn
ย Resources mentioned
Know a "giant" other agents should learn from? Introduce us! We love showcasing proven plays agents can start using on step 15 instead of step 1. If this helped, like, subscribe, and share with an agent who needs it. Keep growing, keep moving forwardโwe'll keep bringing the plays. #MedicareSalesPlaybook #MedicareMarketing #MedicareAEP #AgentCRM #InsuranceSales #AIforAgents #TextFirst #iOS26 #CallScreening ย | |||
| Selling Medicare: How to Crush AEP Without Burning Out | 18 Sep 2025 | 00:32:32 | |
AEP doesn't have to break you. In this episode of Medicare Sales Playbook, Dallas and Matt share a practical, doable plan to stay sharp, healthy, and presentโfor your clients and your familyโthrough all 54 days of AEP. No fluff. No scripts. Just the daily habits and guardrails that actually work in the real world. What you'll learn
Try this this AEP
#MedicareSales #AEP #InsuranceSales #Telesales #Mindset #Productivity ย | |||
| Selling Medicare: The T65 Seminar Blueprint: Simple Medicare, Big Pipelines | 11 Sep 2025 | 00:43:57 | |
Want a Medicare practice that consistently fills the calendar, cross-sells compliantly, and opens the door to retirement planning? Today, Dallas sits down with John & Jennifer Kennedy (Kennedy Wealth Strategies) to unpack their exact seminar system, how they run a thriving spouse-team business, and the abundance mindset that's moving the whole industry forward. What you'll learn
If this helped, drop a comment telling us one action you'll take this week. Your wins fuel the community. Like, subscribe, and share with an agent who needs it! | |||
| How to Sell Medicare: Medicare Marketing Made Easy with Medicare Misty | 04 Sep 2025 | 00:35:19 | |
Agents, this one's loaded. Dallas Keithley sits down with "Medicare Misty" (Misty Bolt) to unpack real-world Medicare marketing that works at every budgetโfrom $0 grassroots to a full $5k/mo plan. We dive into mindset, momentum, and Misty's unconventional tactics (hello, marketing purse, race car, and city buses) that keep her pipeline fullโbecause relationships, activity, and attention win. In this episode you'll learn:
Do this next (don't just nodโACT):
Connect with today's guest: Register for our next Telesales Bootcamp: | |||
| Keep It 100: The New Year Reset Every Medicare Agent Needs | 01 Jan 2026 | 00:40:46 | |
Welcome to a special New Year's Day "Keep It 100" episode of the Medicare Sales Playbook. Dallas Keithley sits down with Cody and Lauren ย Askins for a real conversation about what changes you, what strengthens you, and what actually matters when you're trying to build a business (and a life) you're proud of. In this episode, we talk about:
If 2025 was roughโฆ this is your reminder: the chapter is closed. 2026 is a reset. Get back up and keep going. โ CHECK OUT CODY ASKINS EVENTS: Find your community by attending an 8% Roadshow, or the world renowned 8% Conference! Tickets and information can be found at: ย https://8percentnation.com/ย orย https://codyaskins.com/ย โ
NEXT STEP: Subscribe for weekly Medicare sales training + mindset that helps you win. ย #MedicareSales #MedicareAgents #InsuranceSales #SalesMindset #Leadership #PersonalGrowth ย | |||
| How to Raise the Stakes, Cross-Sell, and Win in Medicare Sales | 28 Aug 2025 | 00:35:27 | |
Tommy Overton's story is one of grit, resilience, and determination. From building a 12,000-agent final expense division to betting on himself and starting over in Medicare salesโonly to face a life-threatening health scareโTommy's journey is nothing short of inspiring. In this episode, Tommy shares: This isn't theoryโTommy is out there writing business, running Medicare seminars, and leading by example. His story will challenge you to raise the stakes in your own business and never stop learning. Reach out to Tommy! ๐ Don't miss this powerful conversation! ย | |||
| Selling Medicare: The #1 AEP Playbook for Medicare Agents | 21 Aug 2025 | 00:32:15 | |
Welcome back to the Medicare Sales Playbook! ๐๏ธ In this episode, Dallas Keithley sits down with Ty James, VP of Medicare at Lasting Mark, to break down how agents can dominate AEP by having a solid plan, protecting their book, and creating referral pipelines.
Why your first job is protecting your current clientsโand how to do it efficiently. The power of letters, calls, and client events to keep clients engaged. How to build referral partners with dentists, pharmacies, and local providers. Smart strategies for getting referrals from existing clients (without crossing compliance lines). Why educating clientsโnot "selling"โis the key to long-term retention.
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| How to Sell Medicare: The Questions Medicare Agents Are Afraid to Ask | 14 Aug 2025 | 00:40:09 | |
In this episode of the Medicare Sales Playbook, Dallas Keithley and Matt Smith tackle the questions agents often hesitate to ask โ but should. From mastering your products to navigating unpaid business, overcoming "commission breath," knowing when to pivot your strategy, and deciding whether to build a downline, they cover it all with practical advice and real-world experience. You'll discover:
๐ฏ Whether you're a new agent or an industry veteran, this episode gives you the confidence to ask the hard questions and the wisdom to handle the answers.
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| How to Sell Medicare: Overcoming Imposter Syndrome in Medicare Sales | 07 Aug 2025 | 00:33:18 | |
In this episode of the Medicare Sales Playbook, we sit down with Zeb Zinn, a young and ambitious agency owner who went from being a 19-year-old insurance rookie to building ZZ Insurance, a growing Medicare and life insurance agency. Zeb shares his journey from his first $12,000 check to leading a team of agents, overcoming imposter syndrome, and creating a strong, culture-driven agency. He reveals the pivotal moments that shaped his "why," the biggest mistakes new agents make, and his advice for anyone wanting to break into Medicare sales or start their own agency. โ What you'll learn in this episode:
๐ง Want to connect with Zeb? Reach out via email: ZebZinnSecure@gmail.comย
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| Selling Medicare: How to Choose the Right FMO | 31 Jul 2025 | 00:36:26 | |
On this episode of Medicare Sales Playbook, we break down the six essential questions every Medicare agent should ask before partnering with a Field Marketing Organization (FMO). Whether you're new to the industry or ready to scale your sales, this guide is packed with strategic insights to help you make the best decision for your business. ๐ We'll cover:
๐ฌ Get the inside scoop, avoid common pitfalls, and choose the FMO that fits your goals. Subscribe to Medicare Sales Playbook for more episodes that simplify success in Medicare sales! ๐ Grab your FREE Cross-Selling Sheet and learn more about our BootCamp training here: Cross-Selling Sheet: | |||
| How to Sell Medicare: Top Medicare Sales Questions That Convert | 24 Jul 2025 | 00:34:28 | |
Want to sell more Medicare and build real client relationships that last? You'll learn:
๐ Grab your FREE Cross-Selling Sheet and learn more about our BootCamp training here: Cross-Selling Sheet: | |||
| Selling Medicare: How to Fill Medicare Seminars and Cross-Sell Compliantly Live at 8% with Dallas Keithley | 17 Jul 2025 | 00:36:32 | |
Join us LIVE from the 8% Conference in Plano, Texas! In this special episode of the Medicare Sales Playbook, host Dallas Keithley is joined by powerhouse producers Casy Askins, Caroline Trecartin, and Josh Burns to talk real strategies for marketing, seminar selling, and cross-selling Medicare clients the right way. You'll discover:
Plus, grab the "Things We Do" cross-sell sheet, connect with our retirement team, and learn how agents are turning $4,000 in seminar costs into $175,000 in revenue. It's all inside this episode. ๐ LINKS BELOW ๐ ๐ Like | ๐ฌ Comment | ๐ Subscribe | |||
| Selling Medicare: How to Get Ahead of AEP and Protect Your Book | 10 Jul 2025 | 00:28:56 | |
In this episode of the Medicare Sales Playbook, Dallas Keithley and Matt Smith tackle the most important prep work agents should be doing now to dominate AEP. From AHIP certifications and carrier certs to CRM strategies, community relationships, and client retention โ they cover it all. โ
How to breeze through AHIP without the stress ๐ฃ Don't wait until October! The time to prepare is now. Whether you're a rookie or a seasoned agent, this is your playbook for AEP success. ๐ Drop your favorite takeaway in the comments!
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| Selling Medicare: Real Talk on Medicare Sales Strategies That Work with Leonora Mansour | 03 Jul 2025 | 00:30:33 | |
This episode of The Medicare Sales Playbook dives into the heart of what separates a good agent from a great one โ empathy, presence, and true connection. Host Dallas Keithley sits down with Medicare specialist Leonora Mansour of Trustworthy Financial to talk about how her background, life experiences, and intentional listening skills have allowed her to build lasting client relationships and create standout success in the industry. Whether you're brand new or a seasoned agent, you'll learn:
๐ฅ If you want to level up your communication, your connection, and your client retention โ this one's a must-watch.
Don't forget to like, subscribe, and share this with another agent who's ready to grow their Medicare business with heart. | |||
| Selling Medicare: How Storytelling Can Explode Your Medicare Sales | 26 Jun 2025 | 00:28:38 | |
Welcome back to the Medicare Sales Playbook! In this powerful episode, Dallas Keithley sits down with Tim Colson, founder of Tri-State Legacy Group, to talk about the power of storytelling in Medicare sales and how real-life experiences can transform your business and build deep client trust. Tim opens up about his personal journey, the loss of his parents, and how those experiences shaped the purpose behind his agency's mission. You'll learn why stories matter, how to craft and share your own, and why relatability builds credibility. Whether you're new to Medicare or a seasoned agent looking to improve retention and connection, this episode is packed with wisdom and real talk you don't want to miss. Tim also shares tactical advice on how to adopt the Hero's Journey framework to structure meaningful stories that engage prospects and increase conversions. He emphasizes that even if you feel like you don't have a personal story, you can borrow one from a teammate or client experience to create emotional impact. From seminar strategies to finding purpose in the hard days, this conversation is a masterclass in turning life lessons into a sales superpower. Get ready to walk away with actionable insights and renewed motivation to serve clients with authenticity and heart.
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| Three Lessons From 2025 Every Medicare Agent Needs for 2026 | 25 Dec 2025 | 00:13:59 | |
Merry Christmas from the Medicare Sales Playbook ๐ In this special holiday episode, we're keeping it short, real, and reflective. No tactics. No selling. Just three lessons from 2025 that every Medicare agent (and business owner) needs to carry into 2026. Inside this episode, we unpack:
This isn't about New Year's resolutions. It's about pausing, reflecting, and moving forward with clarityโprofessionally and personally. Whether 2025 stretched you, surprised you, or flat-out tested you, this episode will help you reset your perspective and refocus on what actually drives long-term success. ๐ Christmas Bonus: ๐ TAKE ACTION: ๐ฉ Questions or thoughts? Reach outโwe'd love to hear from you. ย | |||
| How to Sell Medicare: Courage, Consistency, and Closing: Lessons from Marine to Medicare CEO | 19 Jun 2025 | 00:37:25 | |
What do firefighting, the Marines, and Medicare sales have in common? Mike Hall. In this incredible episode, host Dallas Keithley sits down with the CEO of Trustworthy Financial, Mike Hall, whose journey from public service to financial freedom will challenge your excuses and ignite your passion. From overcoming self-doubt as a C student, to building a thriving Medicare agency, Mike unpacks what it takes to succeed in this businessโand in life. ๐ฅ Learn how to:
๐ฅ Don't miss Mike's take on how to truly lead others by first leading yourself. ๐ฉ Know someone who should be on the podcast? Suggest a guest or submit a topic at MedicareSalesPlaybook.com | |||
| How to Sell Medicare: Why Medicare Agents Fail to Close Deals (And How to Fix It!) | 12 Jun 2025 | 00:32:41 | |
In this episode of the Medicare Sales Playbook, Dallas and Matt unpack the most common reasons agents struggle to convert Medicare appointments into enrollments. From creating objections before clients even speak, to selling with your own wallet or preference, to skipping the crucial step of asking clear closing questions โ this episode dives deep into the habits that are quietly killing your close rate. You'll walk away with practical strategies to turn information into influence, education into enrollment, and hesitation into action. Whether you're brand new or 20 years in, this conversation will sharpen your sales edge and reignite your confidence. ๐ Want to attend a bootcamp? It's free! | |||
| Selling Medicare: The Hidden Truth About Rate Hikes and Carrier Exits | 05 Jun 2025 | 00:35:50 | |
Are Medicare Supplements going away? What's behind the commission cuts and the sudden carrier exits? In this game-changing episode of the Medicare Sales Playbook, Dallas Keithley sits down with one of the sharpest minds in the industryโAndrew Saulโto unpack the truth behind Medigap pricing, carrier shakeups, and the hidden strategies no one is talking about. If you're a Medicare agent who wants to do right by your clients while building a sustainable book of business, you can't afford to miss this. Andrew reveals the "Chart A Rotation Strategy" that's quietly upending Medigap markets and the elephant-in-the-room losses that will drive up your clients' premiums. Learn how to ethically guide seniors through these changes, protect their financial future, and position yourself as a true Medicare professional. ๐ Drop a comment, like & subscribe to stay in the loop. ๐ง Listen & watch on all platforms: YouTube | Spotify | Amazon Music ย | |||
| Selling Medicare: How Top Medicare Agents Keep Clients for Life | 29 May 2025 | 00:32:04 | |
๐ฅ This episode of the Medicare Sales Playbook is packed with real strategies you can implement TODAY to keep your clients, grow your business, and build real residual income! We dive into why retention beats acquisition, how to play the long game in Medicare, and introduce the CARE Method:
๐ฏ You'll learn:
๐ Whether you're a brand new agent or a seasoned pro, this episode is your retention masterclass. Plus, we're hitting cities across the country with our FREE Medicare BootCamps. Join us!
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| What It Takes to Run a Successful Independent Medicare Agency in 2025 | 22 May 2025 | 00:26:22 | |
Welcome back to Medicare Sales Playbook! In this episode, Matt Smith sits down with Josh Burnsโagency owner of Capstone Insurance & Financial Group in Brandon, MSโfor a powerful conversation on building culture, recruiting the right agents, and thriving as an independent agency. Josh shares his journey from martial arts school operator to captive agent, and ultimately, to a successful independent Medicare-focused agency owner. From starting over multiple times to managing 1,000+ clients and growing a team of hand-selected agents, Josh's experience is rich with insights every Medicare and life insurance agent should hear. ๐ฅ Topics Covered:
If you're building an agency or looking to grow in the Medicare space, this episode will give you the tools and motivation to take your next step.
๐ฌ Like, subscribe, and comment if you enjoyed the episode or want to recommend a future guest! ย | |||
| Selling Medicare: David Price Reveals How to Scale Your Insurance Business, Build Teams and Earn Millions | 15 May 2025 | 00:42:07 | |
In this powerful episode of the Medicare Sales Playbook, Dallas sits down with business builder and elite recruiter David Price to discuss how he went from growing up in poverty to earning over $1 million in just 36 months as a licensed insurance agent. David shares how he scaled his business, built high-performing teams, and why Medicare is his next big move. โ
Learn how to go from producer to business owner ๐จ Don't miss this chance to learn from someone who's actually done itโand now wants to show you how. ๐ Visit our NEW website: medicaresalesplaybook.com
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| How to Sell Medicare: What We Wish We Knew Day One | 08 May 2025 | 00:39:15 | |
Get ready to laugh, cringe, and learn as Dallas Keithley and "Medicare" Matt Smith get real about how they stumbled into the Medicare world and what their first year in the insurance business really looked like. From getting fired to awkward seminars, avoidance behavior to game-changing breakthroughs โ this episode covers it all. If you're a new agent wondering if you're doing it wrong... you're not alone. โ
Hear their biggest first-year mistakes ๐ฏ Takeaway: This business is hard... until it's not. Get uncomfortable, get in front of people, and keep moving forward. ๐จ Want to level up your Medicare sales? | |||
| Selling Medicare: Invest in Yourself and Dominate Medicare Sales in 2025 | 01 May 2025 | 00:33:50 | |
In this episode of the Medicare Sales Playbook, Dallas Keithley and Matt Smith dive deep into what it really means to invest in yourself as a Medicare agent. From the importance of reading and ongoing self-education, to mentorship and time ownership, this episode is your blueprint for leveling up your business and personal growth. You'll also hear details about our upcoming FREE half-day Medicare Bootcamps in St. Louis (May 13) and Kansas City (May 14), designed to give you practical tools you can immediately apply in your business. ๐ Topics Covered:
๐ Secure your seat at our free BootCamp and take your Medicare sales to the next level: ๐ Like, Subscribe & Comment โ let us know what you're reading, how you're investing in yourself, and what topics you'd love to hear on the next show! ย | |||
| Selling Medicare: Medicare Seminars that Convert: The Playbook for 2025 | 24 Apr 2025 | 00:28:31 | |
๐๏ธ In this episode of the Medicare Sales Playbook, Dallas Keithley and Medicare Matt Smith break down everything you need to know about hosting successful Medicare seminars. From securing the perfect venue to nailing your follow-up game, this episode is a step-by-step masterclass on generating consistent leads outside of AEP. Whether you're a new agent trying to get in front of more clients or a seasoned pro refining your outreach system, this episode is packed with humor, hard-earned lessons, and real marketing strategies that work. ๐ Topics Covered:
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BootCamp Dates Mentioned: ๐ฌ Want help launching seminars in your market? | |||
| Selling Medicare: How to Handle ANY Medicare Objection with This 3-Step Formula | 17 Apr 2025 | 00:35:03 | |
ย In this episode of the Medicare Sales Playbook, hosts Dallas Keithley and Matt Smith dive deep into the real reasons Medicare prospects say "no"โand how you can turn those temporary objections into sales success. Learn the 3 A's of Objection Handling: Whether you're getting "I need to think about it," "I don't have time," or "I don't need this," you'll walk away with actual word tracks and strategy to close more sales without sounding pushy. ๐ฅ Plus: Bootcamp Tour Announcement! ๐ Drop your toughest objections in the comments and we might tackle them in an upcoming episode. ย | |||
| How to Sell Medicare: The Medicare Filtering Framework Every Agent Needs | 18 Dec 2025 | 00:26:28 | |
Too many Medicare agents are wasting time โ long calls, overcomplicated cases, endless back-and-forth โ and still not getting clarity or closing confidently. In this episode of the Medicare Sales Playbook, Dallas Keithley and Medicare Matt Smith break down how top agents filter conversations, simplify Medicare cases, and control the appointment without rushing the client or overpromising results. You'll learn:
If you've ever:
๐ This episode will change how you approach every Medicare appointment. ๐ฉ Need a Medicare fact finder? ๐ Like, subscribe, and share this episode with an agent who needs to simplify their process and reclaim their time. ย | |||
| Selling Medicare: How to Be a Complete Coverage Agent and Keep Clients for Life | 10 Apr 2025 | 00:30:04 | |
๐๏ธ Dallas Keithley sits down with Amy Bock, Regional Sales Manager at GTL, to talk about how to become a complete coverage agent. In this power-packed conversation, Amy breaks down how to confidently educate clients on ancillary products, fill coverage gaps, and retain clients for the long haul. โ
Learn how to sell with confidence If you're ready to stop selling just Medicare Advantage and start building lasting protection for your clients, this episode is a must-watch.
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| Selling Medicare: How Caroline Trecartin Built a 6-Figure Insurance Career | 03 Apr 2025 | 00:42:58 | |
In this inspiring episode of the Medicare Sales Playbook, host Dallas Keithley sits down with rising star Caroline Trecartin, who shares her incredible journey from pre-med student to top-producing life insurance agentโand her bold leap into the world of Medicare sales. ๐ฅ Caroline opens up about the tough conversations with her dad, what it was like to leave behind a "secure" career path, and how she built a six-figure life insurance businessโonly to pivot into Medicare with purpose and passion. ๐ She breaks down the importance of mentorship, how to master Medicare seminars, and why your surroundings determine your ceiling. Whether you're brand new to insurance or thinking of switching lanes, this is an episode you don't want to miss. ๐ Don't forget to like, comment, and subscribe for more sales strategy, personal growth, and behind-the-scenes stories from the field. ย | |||
| Top Medicare Sales Strategy for 2025: How to Read Clients and Increase Medicare Sales | 27 Mar 2025 | 00:34:11 | |
In this high-impact episode, we sit down with Brian Thompson of Peritia Advisorsโa Medicare pro who's built a powerhouse agency from scratch and isn't slowing down. Brian shares how cross-selling has transformed his business, his four-product rule for every appointment, and how understanding personality types can make or break a sale. We'll talk about:ย โ๏ธ Why cross-selling is a must (and how to do it ethically) Whether you're new to the game or a seasoned pro, this episode will give you actionable insights to grow your Medicare business one play at a time. ๐ Interested in joining Brian's team or connecting with him? ๐ก Like, comment, and share to help us grow this channel and reach more Medicare agents like you. Got a guest recommendation? Drop it in the comments! ๐ง Subscribe to never miss an episode of the Medicare Sales Playbook. ย | |||
| How to Succeed in Medicare Sales with NO Leads & NO Budget | 20 Mar 2025 | 00:39:53 | |
๐ฅ Welcome back to the Medicare Sales Playbook! In this powerful episode, host Dallas Keithley sits down with Christina Perez, founder of Perez Financial Group, to unpack her 17-year journey in Medicare sales and how she's built a thriving agency from scratch. Christina shares actionable insights for new agents and growing agencies, including: โ๏ธ How to go from ZERO clients to a thriving Medicare book of business Christina also reveals her grassroots marketing strategies, the mindset shift from employee to business owner, and how to build lasting client relationships by becoming a trusted resource in your community. If you're ready to level up your Medicare sales game, this is your playbook! ๐ LIKE, COMMENT, & SUBSCRIBE for more practical sales strategies and inspiring stories to help you WIN in the Medicare market! ๐ Connect with Christina Perez: | |||
| How to Sell Medicare: This Medigap Plan Will Change Your Sales Strategy FOREVER! | 13 Mar 2025 | 00:43:04 | |
Welcome back to the Medicare Sales Playbook! ๐ In this special episode, we celebrate one year of delivering top-tier Medicare sales insights! ๐ Thank you for sticking with us for 52 episodesโwe truly appreciate your support! ๐ This week, Dallas Keithley is joined by Andrew Saul, Sales Director at Physicians Mutual, for an eye-opening discussion on Medicare Supplements vs. Medicare Advantage. They dive into:ย โ
Why educating your clients is more important than selling ๐น Are you selling with your wallet? Learn why you should never assume what your clients can or can't afford! ๐ฉ Interested in learning more about Physicians Mutual and their innovative plans? ๐ฅ Subscribe for weekly episodes packed with insights on Medicare sales! #MedicareSales #MedicareSupplements #MedicareAdvantage #InsuranceSales #Medigap #SalesTraining #PhysiciansMutual #MedicareAgent ย | |||
| Selling Medicare: How to Retain Clients and Maximize Residual Income! | 06 Mar 2025 | 00:26:40 | |
Retention is the key to long-term success in Medicare sales! In this episode of the Medicare Sales Playbook, hosts Dallas Keithley and "Medicare" ย Matt Smith break down the best strategies to keep your clients for the long haul. ๐ก Topics Covered in This Episode: ๐ Don't forget to LIKE, COMMENT, and SUBSCRIBE for more actionable Medicare sales tips! ๐ข Follow Us for More Medicare Sales Strategies: #MedicareSales #ClientRetention #InsuranceSales #MedicareAgents #ResidualIncome #MedicareMarketing ย | |||
| How to Sell More Medicare Plans Using Simple Math Strategies | 27 Feb 2025 | 00:42:16 | |
Are you effectively using Medicare math to help your clients make informed decisions? In this episode of the Medicare Sales Playbook, host Dallas Keithley and guest Matt Smith break down how to explain Medicare Supplement plans and compare them to Medicare Advantage options. ๐ข Topics Covered:
๐ก Key Takeaways: โ๏ธ Learn how to break down Medicare costs so clients can clearly see their options ๐ฏ Whether you're a new agent or a seasoned pro, this episode will help you improve your client presentations and increase your Medicare salesโone play at a time. ๐ฉ Got questions? Drop them in the comments! | |||
| How to Sell Medicare the Right Way: Avoid These Costly Mistakes! | 20 Feb 2025 | 00:34:09 | |
Welcome back to the Medicare Sales Playbook! In this episode, Dallas Keithley and Matt Smith break down key strategies for boosting your Medicare sales, improving client conversations, and maximizing cross-selling opportunities. ๐น Topics Covered in This Episode: โ
How to use the IRMAA Chart to navigate premium discussions ๐ก Whether you're a new agent or a seasoned pro, these insights will help you refine your approach and close more deals with confidence. ๐ข If you found this episode helpful, don't forget to: ๐ Like this video ๐ Let us know what topics you want to see next! Who should we bring on the show? What's your biggest challenge in Medicare sales? Comment below! ๐ #MedicareSales #InsuranceAgent #MedicareTraining #InsuranceSales #SalesTips #MedicareAdvantage #InsuranceMarketing ย | |||
| How to Sell Medicare: The Secret to Growing a Thriving Medicare Business | 13 Feb 2025 | 00:29:20 | |
Welcome back to the Medicare Sales Playbook! ๐๏ธ Your host, Dallas Keithley, is here with another powerhouse episode featuring the inspiring Letisha Jackson of Jackson Insurance Group! ๐ In this episode, we dive deep into: Letisha shares her journey from struggling to keep the lights on to building a thriving agency, all while mentoring agents and changing lives. If you're ready to take your Medicare business to the next level, this episode is for you! ๐ก๐ฅ ๐ LIKE, COMMENT, & SUBSCRIBE! ๐ฌ Drop your questions in the comments! We'll be answering them in future episodes! ๐ Connect with Letisha Jackson: ๐ Looking for mentorship and guidance in Medicare sales? Letisha is searching for 5-7 committed agents to build something incredible together in 2025. If that's you, reach out! | |||
| How to Get More Medicare Clients NOW | 06 Feb 2025 | 00:40:49 | |
Welcome back to the Medicare Sales Playbook! In this episode, Dallas Keithley and Matt Smith dive into the two key types of marketing every Medicare agent needs to understand: long-term vs. immediate marketing strategies. โ
Are you relying too much on long-term marketing? We're breaking it all down in this episode to help you build a sustainable business while ensuring you're making sales TODAY. ๐ BIG ANNOUNCEMENT: We're coming to Chicago on February 19th for a Medicare Seminar Boot Camp! We'll cover:
๐ก If you're in the Chicago area (or can drive there), don't miss out! Stay tuned for details and registration links. ๐ Follow us on social media for updates and resources! #MedicareSales #InsuranceMarketing #MedicareSeminars #InsuranceAgentSuccess #SalesPlaybook ย | |||
| How to Sell Medicare: Stop Wasting Your AEP Money: Medicare Marketing Plan for 2026 | 11 Dec 2025 | 00:34:18 | |
AEP is over. The big checks are coming. Now what? ๐ Here's your behind-the-scenes playbook on how real Medicare pros use those JanuaryโMarch commissions to build momentum for the entire year instead of blowing it like a limited-time McRib. In this episode of Medicare Sales Playbook, Dallas Keithley and the "ever-effervescent" Medicare Matt Smith break down how to:
If you're a Medicare agent who just finished AEP and is staring at that deposit thinking, "Okayโฆ now what?", this episode will give you a step-by-step way to: ๐ Spend smarter, market bigger, and build a business that pays you all yearโnot just during AEP. ย ๐ Next Steps for Agents
ย ๐ Like, Subscribe & Share If this episode helped you think differently about your Medicare business:
๐ Want reminders for webinars, Tuesday Tips, and new episodes? | |||
| How to Win in Medicare Sales: Secrets We Wish We Knew Day One! | 30 Jan 2025 | 00:37:39 | |
Welcome back to the Medicare Sales Playbook! In this episode, Dallas Keithley and Matthew Smith break down the biggest lessons they've learned in their Medicare careersโthe things they wish they had known when they first started. From understanding the real opportunity in Medicare, knowing when to cross-sell, to how to market with no money, this episode is packed with valuable insights that can help you skip the learning curve and grow your Medicare business faster. ๐ก Topics Covered: ๐ข Drop a comment below and let us know: What's one thing YOU wish you knew when you started in the Medicare business? Your insight could help another agent! ๐ฅ Subscribe now for more Medicare sales strategies, training, and real-world tips from industry experts! ๐ Don't forget to like, comment, and turn on notifications so you never miss an episode! | |||
| How to Sell Medicare: Top Tips for Scaling Your Business in 2025 | 23 Jan 2025 | 00:41:05 | |
Discover how to build, scale, and potentially exit your Medicare agency with insights from Mike Mathweg on the Medicare Sales Playbook! Join host Dallas Keithley as they dive deep into proven strategies, actionable steps, and systems that can help you transform your Medicare business. From hiring the right team and creating efficient SOPs to determining the best time to buy or sell an agency, this episode is packed with expert advice tailored for agents at every stage of their journey. Whether you're just starting out or you're a seasoned agency owner looking to scale, Mike shares his personal story of growing from scratch to a successful exit within five years, all while providing practical advice you can apply immediately. Learn how to overcome common challenges, implement the right tools, and focus on income-generating activities to drive long-term success. Key Topics Covered: Don't miss out on these valuable insights from one of the industry's top minds! Make sure to like, comment, and share this episode to help other agents achieve their goals. ๐ Connect with Mike Mathweg: ๐ : https://mikemathweg.com/ ๐บ Subscribe for more actionable tips to grow your Medicare business! | |||
| Selling Medicare: Strategies for Building a Thriving Medicare Business | 16 Jan 2025 | 00:31:56 | |
Welcome back to the Medicare Sales Playbook! ๐๏ธ Hosted by Dallas Keithley and joined by the knowledgeable and insightful Matt Smith, this episode dives deep into strategies for building a successful Medicare business through Centers of Influence (COI). ๐ก What's Covered in This Episode?
๐ Whether you're a new agent or a seasoned pro, this episode is packed with actionable insights to level up your Medicare business. ๐ What's Your Experience? ๐ Don't forget to:
Stay connected for more content to help you grow and thrive in the Medicare space! ย | |||
| How to Sell Medicare: Using TikTok to Generate Free Leads | 09 Jan 2025 | 00:28:44 | |
Are you ready to take your Medicare sales strategy to the next level? In this episode of the Medicare Sales Playbook, host Dallas Keithley sits down with returning guest Tim Smith (aka "Tim the Medicare Man") to discuss the incredible power of TikTok and social media for generating leads. Tim shares his proven system that generated 2,800 leads in just one monthโwithout running a single ad! Discover:
From perfecting your setup to creating content that resonates, this episode is packed with actionable tips for insurance agents looking to grow their business through social media. Don't miss Tim's advice on creating engaging content and his surprising insight into why simplifying your message can lead to massive success. ๐ฅ Follow Tim Smith on TikTok: @TimTheMedicareMan | |||