Explorez tous les épisodes du podcast The Bill Caskey Podcast: High Impact Sales Training for Sellers and Leaders
| Titre | Date | Durée | |
|---|---|---|---|
| 5 Mistakes Killing Your Sales Career (And You Don't Even Know It) | 09 Sep 2026 | 00:13:23 | |
After 35+ years coaching B2B sales teams, Bill Caskey has seen the same mistakes sabotage good salespeople and sales leaders over and over. In this episode, he breaks down five of them — from mistaking "sales rep" for "guide" to vaulting to the presentation before understanding the buyer — and what to do instead. 12 Bold Moves - Audiobook: Want to break free and soar to new heights? "12 Bold Moves" the Audiobook, is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your FREE copy now at http://12boldmoves.com/audiobook. | |||
| The 3-Part Roadmap Every Sales Leader Needs | 26 Aug 2026 | 00:15:37 | |
Most sales leaders Bill works with have a quota, a target, even a forecast — but no actual map. In this episode, Bill lays out the framework he uses with every coaching client to close that gap: the 2X Roadmap. It breaks into three pillars, each with three elements underneath it. Message covers offer clarity, the customer map, and the customer journey. Marketing covers your lead magnet, your personal brand engine, and tracking the right activities. Method covers your qualification filter, pipeline discipline, and staying detached enough to negotiate from strength. Bill walks through real client examples for each one, including a CEO-level prospect who told a client "nobody else has given me this" after seeing a properly built customer roadmap. Download the 2X Roadmap PDF: https://www.dropbox.com/scl/fi/36i9wq8hiebzsu5mdhgbt/2x-RoadmapW-Foundation.pdf?rlkey=bq4xm1xeta3pzmn802v0wimbo&dl=0 Book a $97 coaching call with Bill: https://resources.billcaskey.com/simple-team-assessment-offer | |||
| The Deal Coaching Checklist: 5 Non-Negotiables Before You Chase Another Prospect | 19 Aug 2026 | 00:16:05 | |
Got a deal that's dragging on too long? In this episode, Bill shares the Deal Coaching Checklist he uses with his 1:1 coaching clients to diagnose a live opportunity before another minute gets wasted on it — five non-negotiables to run every deal through. The five points:
Bill walks through real coaching stories — including a client chasing the biggest sale of his career — to show how attachment, weak positioning, and skipping past the real problem quietly kill deals. Plus: why "convincing" a prospect actually works against you, and the one question to ask yourself before you send another proposal. Download the free Deal Coaching Checklist: https://www.dropbox.com/scl/fi/jm7a5misqejw9v4in3cpz/DealCoachingChecklist.pdf?rlkey=pm9vg4b5p5nsljh55eafqe2hf&dl=0 Interested in 1:1 coaching with Bill? New slots are opening up soon — more details next week. 12 Bold Moves - Audiobook: Want to break free and soar to new heights? "12 Bold Moves" the Audiobook, is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your FREE copy now at http://12boldmoves.com/audiobook. | |||
| Stop Convincing, Start Guiding: A Playbook for Accidental Salespeople | 07 Aug 2026 | 00:07:56 | |
If you're a project manager, an engineer, or anyone else who ends up on customer calls without "sales" in your title, this one's for you. Bill lays out eight principles that separate a savvy, confident communicator of value from someone who accidentally talks their way out of a deal. You'll learn why your job isn't to convince the prospect they need help — it's to create the environment where they convince themselves. You'll hear why the problem a buyer states first is almost never the real problem, why status quo should always be on the table, and why people don't actually buy your solution — they buy the roadmap to it. Whether you're an accidental salesperson yourself, or a sales leader bringing non-sales teammates into strategy calls, these eight principles will get everyone speaking the same language before the next customer conversation. 12 Bold Moves - Audiobook: Want to break free and soar to new heights? "12 Bold Moves" the Audiobook, is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your FREE copy now at http://12boldmoves.com/audiobook. | |||
| Stop Getting Called In on Deals You Can't Win | 24 Jul 2026 | 00:10:52 | |
What if your team had to answer seven questions before they were allowed to pull you into a deal? Bill shares the exact qualification checklist he built for a high-performing rep who kept getting called in to "close the heavy" — so she only shows up on deals actually worth her time. You'll learn the seven things Bill has his client's team confirm before she'll agree to join a sales call: what the real problem is (in the prospect's own words), what it's costing them if it doesn't get solved, who actually owns the decision, what the buying process looks like, why the deal is happening now, whether the prospect is genuinely willing to invest, and what they've already tried that didn't work. This isn't just for people who get "called in" — it's a gut-check list for any frontline seller who wants to stop spending time on deals that were never going to close. 12 Bold Moves - Audiobook: Want to break free and soar to new heights? "12 Bold Moves" the Audiobook, is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your FREE copy now at http://12boldmoves.com/audiobook. | |||
| The Stable Center: 5 Biblical Principles for Sales Success | 15 Jul 2026 | 00:15:40 | |
Most sales training starts with behavior — make more calls, say the right words, hit the number. Bill's found the opposite order works better: start on the inside (identity, mindset) and the outside takes care of itself almost effortlessly. This week he goes further than mindset. Two years ago, Bill started digging into the role faith and biblical principles play in sales achievement — not the church version, but the version that builds a stable center strong enough to hold up regardless of whether this month's number hits. He's built out 14 principles total; this episode covers the first 5, each paired with a verse and a real, practical sales application. In this episode:
Part 2 — the next 5 principles — drops next week. 12 Bold Moves - Audiobook: Want to break free and soar to new heights? "12 Bold Moves" the Audiobook, is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your FREE copy now at http://12boldmoves.com/audiobook. | |||
| The Perfect Sales Call: 9 Elements Every Rep Needs | 18 Jun 2026 | 00:08:40 | |
Most salespeople finish a call and immediately wonder: How did that go? Bill Caskey thinks that question is the wrong one — because if you have to ask, you probably didn't have a framework going in. In this episode, Bill lays out the nine elements of the perfect sales call. Not a perfect pitch. Not a perfect close. A perfect call — the kind that makes the entire process feel like less of a grind, more of a genuine conversation, and ultimately produces better results for you and your customer. 🎟️ FREE EVENT — The 2X Leverage Code Register → https://resources.billcaskey.com/2x-leverage-workshop 12 Bold Moves - Audiobook: Want to break free and soar to new heights? "12 Bold Moves" the Audiobook, is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your FREE copy now at http://12boldmoves.com/audiobook. | |||
| Why Your Prospects Lie (And How to Stop It) | 13 May 2026 | 00:18:22 | |
You've heard "buyers are liars." But what if the problem starts with you? In this episode, Bill Caskey breaks down five specific shifts that stop your prospects from shading the truth and create the kind of honest sales conversation where you can actually help. What You'll Learn: → Why salespeople have trained their prospects to lie 🎟️ FREE EVENT — The Two X Leverage Code Wednesday, May 20th | 7 PM EST. Register → https://resources.billcaskey.com/may-workshop-registration 12 Bold Moves - Audiobook: Want to break free and soar to new heights? "12 Bold Moves" the Audiobook, is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your FREE copy now at http://12boldmoves.com/audiobook. | |||
| Stop Chasing Opportunities — Let Them Find You | 29 Apr 2026 | 00:11:48 | |
What if opportunities came to you instead of the other way around? In this episode, Bill Caskey breaks down the three levels of personal brand building that every sales professional and business developer needs to master. Starting with the foundational elements — your story, your values, how you show up — and moving through consistent content publishing and eventually building a platform, Bill makes the case that the future of B2B sales belongs to those who attract, not chase. Download Bill's AI Content Engine: A practical, no-excuses framework you can start on today. 🔗 Click here to get it now! Join the Insider Program: AdvancedSellingPodcast.com/insider 12 Bold Moves - Audiobook: Want to break free and soar to new heights? "12 Bold Moves" the Audiobook, is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your FREE copy now at http://12boldmoves.com/audiobook. | |||
| The One Slide Most Salespeople Miss (And Why It Changes Everything) | 23 Apr 2026 | 00:13:48 | |
Most salespeople build pitch decks full of features, case studies, and credentials — and then wonder why prospects push back on price. In this episode, Bill Caskey reveals the one slide nearly every deck is missing: the Extrapolation Slide. It's not complicated. It takes known quantities, plugs in real numbers, and shows your prospect exactly what's waiting for them on the other side of a "yes." Bill walks through all three columns — cost reduction, revenue growth, and profitability — and explains why this single slide shifts the conversation from budget to transformation. If you're tired of having your solutions picked apart line by line, this episode is for you. Join the Insider Program: AdvancedSellingPodcast.com/insider 12 Bold Moves - Audiobook: Want to break free and soar to new heights? "12 Bold Moves" the Audiobook, is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your FREE copy now at http://12boldmoves.com/audiobook. | |||
| Closing the Trust Gap: Why Prospects Don't Believe You | 02 Apr 2026 | 00:16:22 | |
Most salespeople jump straight into questions, pitches, and proposals — without ever addressing the elephant in the room: your prospect doesn't trust you yet. In this episode, Bill Caskey shares a segment from a recent interview where he breaks down the "trust gap" — that invisible wall between seller and buyer that kills deals before they start. Then Bill goes deeper, offering four practical ways to close that gap fast: asking what prospects want from the meeting, laying out the process upfront, staying psychologically safe, and checking in consistently throughout. If you're tired of being treated like just another vendor in a spreadsheet, this episode is your blueprint. Join the Insider Program: AdvancedSellingPodcast.com/insider — $97/month, 🗓️ April 3rd — Live Insider Session 5 Ways to Use AI to Build Business Assets 12 Bold Moves - Audiobook: Want to break free and soar to new heights? "12 Bold Moves" the Audiobook, is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your FREE copy now at http://12boldmoves.com/audiobook. | |||
| The Sales Success Spectrum: Where Are You — and Where Could You Be? | 18 Mar 2026 | 00:12:21 | |
Where are you on the Sales Success Spectrum? In this episode, Bill Caskey introduces a powerful self-assessment framework — four distinct levels of sales mastery, from the Hustler to the Master — and challenges you to honestly plot yourself on it. At 101, you're grinding on effort alone. At 401, the market comes to you, prospects arrive pre-sold, and income reaches $300K–$1M+. Most salespeople are stuck between 201 and 301 — and the path forward isn't more activity. It's systems, positioning, and personal brand. Click here to download the "Spectrum Framework" PDF. Join the Insider Program: AdvancedSellingPodcast.com/insider — $97/month, 🗓️ April 3rd — Live Insider Session 5 Ways to Use AI to Build Business Assets 12 Bold Moves - Audiobook: Want to break free and soar to new heights? "12 Bold Moves" the Audiobook, is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your FREE copy now at http://12boldmoves.com/audiobook. | |||
| Your Sales Problem Is Actually a Content Problem | 12 Mar 2026 | 00:14:39 | |
If your content isn't generating leads, there's a reason — and it probably isn't what you think. In this episode, Bill Caskey breaks down his 5 Laws of Content Conquest: the exact framework sales professionals and business owners need to stop spinning their wheels and start building a content engine that converts. From knowing your prospect's obsession to creating a conversion event that moves suspects to serious buyers, Bill lays out a clear path from beginner to pro. Plus: why Google's "7-hour rule" means your cold calls are losing before they start — and how content fixes that. Join the Insider Program: AdvancedSellingPodcast.com/insider — $97/month, Content Conquest session recording + live follow-up this Friday 12 Bold Moves - Audiobook: Want to break free and soar to new heights? "12 Bold Moves" the Audiobook, is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your FREE copy now at http://12boldmoves.com/audiobook. | |||
| The Future of Sales: From Training to Coaching, Performance to Warmth | 18 Feb 2026 | 00:19:22 | |
What skills will salespeople need six months from now? Five years from now? Tom Batchelder returns to discuss the future of B2B sales, starting with a new concept: "screen trust"—the ability to create warmth and safety through a computer screen. Bill and Tom unpack why concise video communication is the new superpower, how AI slop makes authenticity more valuable, and why most professionals are sitting on a mountain of unused assets. The future isn't about more training—it's about coaching, leverage, and taking 100% responsibility. About Tom Batchelder: Tom is a sales coach based in Sausalito, California, known for his weekly "Tom's Tuesday Tips" videos on LinkedIn, https://linkedin.com/in/tombatchelder. He specializes in working with sales professionals, CEOs, and business owners who want to cut through the noise and get back to what actually works. Learn more at Selling180.com. 12 Bold Moves - Audiobook: Want to break free and soar to new heights? "12 Bold Moves" the Audiobook, is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your FREE copy now at http://12boldmoves.com/audiobook. | |||
| The Anxiety Epidemic in Sales: Why Going Back to Basics Beats Chasing Technology | 11 Feb 2026 | 00:19:25 | |
What's really happening inside sales organizations right now? According to Tom Batchelder—sales coach, painter, and Tuesday video creator—there's an anxiety epidemic running through companies that no amount of AI or automation can solve. In this candid conversation, Bill and Tom dissect the current state of sales coaching and what salespeople are actually dealing with beneath the surface. Tom shares what he's seeing: professionals anxious about getting attention, worried about world events, and frantically searching for the next technology to save them. But the real problem? They haven't mastered the basics. Tom breaks down the difference between clients who can admit they're anxious versus those who hide behind questions about technology and pipeline. He shares his "back to basics" framework that starts with calming down and focusing on what you can control. About Tom Batchelder: Tom is a sales coach based in Sausalito, California, known for his weekly "Tom's Tuesday Tips" videos on LinkedIn, https://linkedin.com/in/tombatchelder. He specializes in working with sales professionals, CEOs, and business owners who want to cut through the noise and get back to what actually works. Learn more at Selling180.com. This is Part 1 of a two-part conversation. Next week: What does the future hold for sales coaching and training? 12 Bold Moves - Audiobook: Want to break free and soar to new heights? "12 Bold Moves" the Audiobook, is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your FREE copy now at http://12boldmoves.com/audiobook. | |||
| Stop Teaching, Start Observing: The Content Strategy That Actually Works | 04 Feb 2026 | 00:09:14 | |
Most sales professionals struggle with the same question: "What should I create content about?" The answer isn't another teaching video or step-by-step guide. It's something far simpler and more authentic. In this episode, Bill introduces the concept of "observational content"—a powerful approach that leverages what you're already seeing every day in your marketplace. Instead of positioning yourself as a teacher, you become a trusted observer who shares insights from real conversations, trends, and patterns. The key insight? You're already an observational machine. This episode shows you how to put those observations to work. Next week: Special guest Tom Batchelder joins for a conversation you won't want to miss. 12 Bold Moves - Audiobook: Want to break free and soar to new heights? "12 Bold Moves" the Audiobook, is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your FREE copy now at http://12boldmoves.com/audiobook. | |||
| Have You Published Your Greatest Hits Yet? | 21 Jan 2026 | 00:15:54 | |
Ever wonder what to post that actually means something? In this episode, Bill breaks down the "Greatest Hits" framework - a powerful way to identify the 5-7 core beliefs that define your expertise and turn them into an endless content engine. Inspired by Dan Koe's viral article on changing your life in one day, Bill shares his own five greatest hits including sales leverage over labor, the leverage effect, qualification over closing, positioning as a guide, and achievement as divine assignment. But more importantly, he walks you through the exact 6-part framework for creating YOUR greatest hits. If you've been struggling with what to post or how to stand out, this framework will change everything. 12 Bold Moves - Audiobook: Want to break free and soar to new heights? "12 Bold Moves" the Audiobook, is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your FREE copy now at http://12boldmoves.com/audiobook. | |||
| The Year I Almost Lost My Drive (And How I Got It Back) | 19 Dec 2025 | 00:17:11 | |
Have you ever noticed someone isn't themselves but didn't know how to bring it up? Bill opens up about spending much of 2025 in that exact state - going through the motions, lacking motivation, and struggling with purpose after a health scare. He shares the turning point that pulled him out: reconnecting with his core purpose and realizing achievement is fundamentally spiritual, not mechanical. If you're ending the year feeling hollow despite hitting targets, or if you lead people who might be struggling silently, this episode offers both honesty and a path forward. 12 Bold Moves - Audiobook: Want to break free and soar to new heights? "12 Bold Moves" the Audiobook, is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your FREE copy now at http://12boldmoves.com/audiobook. | |||
| The Real Leadership Problem with Janelle Harder | 10 Dec 2025 | 00:18:28 | |
When a leader comes to executive coach Janelle Harder with a problem employee, she knows the real issue often lies elsewhere. In this conversation, Bill sits down with Janelle, founder of Humannovate Consulting, to explore the gap between the problems leaders present and the real challenges they face. With nearly 15 years working inside Fortune 500 companies like Cummins and major energy corporations, Janelle has seen the same leadership challenges repeat across generations and industries. The presenting problem? "This employee isn't performing." The real problem? Leaders haven't set expectations, provided resources, or even talked to their people regularly. Janelle shares the specific language and frameworks for noticing when something's wrong, asking the right questions, and creating the kind of connection that actually moves the needle. Whether you lead a sales team, manage managers, or wonder if your team thinks you're any good, this conversation will challenge how you think about leadership development and human connection in the workplace. Connect with Janelle: Humannovate Consulting - humannovateconsulting.com 12 Bold Moves - Audiobook: Want to break free and soar to new heights? "12 Bold Moves" the Audiobook, is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your FREE copy now at http://12boldmoves.com/audiobook. | |||
| Stop Pushing, Start Planning | 03 Dec 2025 | 00:13:02 | |
Bill answers three critical questions from listeners: What's the greatest sales lesson learned the hard way? What's the biggest challenge in the last five years? And if he could eliminate one sales practice forever, what would it be? Key Takeaways:
Join Bill's December 5th Personal Business Planning Workshop (12-2pm ET) for just $97. Get the replay, workbook, and accountability session. Save your seat now: https://resources.billcaskey.com/2026-business-planning-workshop | |||
| Stop Forecasting, Start Planning: Your 2026 Success Blueprint | 20 Nov 2025 | 00:15:36 | |
Planning season is here, but most salespeople confuse forecasting with actual planning. In this episode, Bill shares three critical building blocks from his upcoming Personal Business Planning Workshop that will help you create a comprehensive plan for 2026—not just revenue targets, but a real roadmap for growth. Bill walks you through practical examples, including how to create lead magnets that attract qualified prospects and position you as the expert. Whether you join his December 5th workshop or start implementing these three blocks today, you'll be ahead of the game in 2026. Join Bill's Personal Business Planning Workshop: December 5th, 12-2 PM ET Get all nine building blocks, a 12-page workbook, and a one-page planning overview for just $97. Get your ticket now! | |||
| The Expertise Trap: Why Being the Expert Isn't Enough | 14 Nov 2025 | 00:14:02 | |
Bill opens up his coaching playbook to share three real goals from new clients—and what he's going to do about them. From comfort zones to expertise, from undervaluing yourself to finding confidence, these objectives represent what 90% of B2B sales teams struggle with. Listen as Bill breaks down the first goal: how to move from being the expert to being the transformational partner your clients actually need. 12 Bold Moves - Audiobook: Want to break free and soar to new heights? "12 Bold Moves" the Audiobook, is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your FREE copy now at http://12boldmoves.com/audiobook. | |||
| 5 Lessons from Front-Line B2B Professionals (And How You Can Apply It Today) | 05 Nov 2025 | 00:13:00 | |
What happens when experienced B2B sales professionals—many with engineering backgrounds—spend six months mastering consultative selling techniques? In this episode, I share the five most impactful lessons from a recent training program with high-end hydraulic and timing solutions salespeople. You'll discover why being mindful of the "okay vs. not okay" dynamic transforms customer interactions, how upfront agreements and detachment create better outcomes, and the critical importance of operating on two levels simultaneously—being in the conversation while also observing it. Whether you're selling complex solutions or leading a sales team, these field-tested insights will help you connect more authentically with prospects and close more deals. 12 Bold Moves - Audiobook: Want to break free and soar to new heights? "12 Bold Moves" the Audiobook, is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your FREE copy now at http://12boldmoves.com/audiobook. | |||
| Finding Yourself in Business with Jason Leister | 03 Oct 2025 | 00:24:17 | |
In this episode, Bill Caskey sits down with marketing expert and recovering musician Jason Leister to explore a topic that sits beneath the surface of most business conversations: the power of being yourself. Jason shares his journey from being a "straight-A sheep" who followed all the rules to discovering that the only person he hadn't tried being in business was actually himself. The conversation digs into why we're taught to focus on what we want to do rather than who we want to be, and how that misdirection costs us years of detours, therapy, and unfulfilled projects. If you've ever felt like you're operating at a fraction of your potential, or you're tired of being everyone except yourself, this conversation offers a refreshing perspective on building a business—and a life—that actually fits who you are. Subscribe to Jason's daily newsletter at JasonLeister.co for continued insights on becoming more fully yourself in business. Have a question for Bill or a topic you'd like him to discuss in a future episode? Email him at listener@caskeytraining.com. | |||
| Remembering Charlie Kirk: Lessons in Being Fearless & Empowered | 17 Sep 2025 | 00:07:10 | |
In this heartfelt tribute episode, we pause to reflect on the life and legacy of Charlie Kirk, the founder of Turning Point USA who was tragically taken from us far too soon. While this isn't a political analysis, it's a personal reflection on what we can learn from Charlie's approach to life and leadership. This episode explores the leadership lessons we can all take from Charlie's life: his courage to engage in difficult spaces, his ability to stay on message, his mastery of media platforms, and most importantly, his dedication to serving as a voice of hope for young people who felt forgotten by society. Whether you agreed with his politics or not, there's no denying Charlie Kirk's massive impact on American youth and his role as a devoted father and husband. Join us as we honor his memory and reflect on how we can better support the young people in our own lives during these challenging times. This is a one-time tribute episode from someone who admired Charlie's communication skills and dedication to youth empowerment, regardless of political affiliation. | |||
| How to Get in the Right Position to Close More Deals | 28 Aug 2025 | 00:13:39 | |
One of the biggest problems B2B sales professionals face? They're out of position from the moment they walk into a meeting. In this episode, Bill shares a tennis lesson that completely changed how he thinks about sales positioning, and reveals the three essential elements every salesperson needs to transform from a desperate "seller" into a trusted guide. You'll discover why most salespeople are closing only 15-20% of their deals (hint: prospects don't know what happens after they say "yes"), the simple roadmap strategy that doubled one company's close rate in 120 days, and how to position yourself as the obvious choice before you even have your first conversation. If you're tired of feeling like you're chasing prospects and want to start having them chase you, this episode will show you exactly how to make that shift. 12 Bold Moves - Audiobook: Want to break free and soar to new heights? "12 Bold Moves" the Audiobook, is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your FREE copy now at http://12boldmoves.com/audiobook. | |||
| Why Prospects Lie to You (And How to Stop It) | 07 Aug 2025 | 00:10:46 | |
Ever wonder why prospects aren't being completely honest with you? In this episode, Bill reveals the uncomfortable truth: buyers think it's okay to lie to salespeople. Drawing from 30 years in the business and insights from sales expert Terry Slattery, Bill explains why prospects withhold critical information and shares four proven strategies to inspire trustworthiness from the very first interaction. When you master these techniques, prospects stop looking for reasons NOT to work with you and start looking for reasons TO work with you. 12 Bold Moves: Want to break free and soar to new heights? "12 Bold Moves" is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your copy now at http://12boldmoves.com. | |||
| Stop Cold Calling Forever: How AI Can 3X Your Sales | 25 Jun 2025 | 00:25:44 | |
Ready to transform your sales game? In this episode, Bill Caskey sits down with Jonathan Mast, founder of White Beard Strategies, to reveal how AI can revolutionize your sales process—without replacing you. If you're tired of endless cold calls, struggling to keep up with CRM updates, or feeling overwhelmed by your daily tasks, this conversation is a game-changer. Jonathan shares his journey from skeptical observer to AI advocate, explaining how he built a seven-figure business in under two years using AI as his secret weapon. Jonathan proves that AI isn't about working harder—it's about amplifying your existing skills to work smarter. Whether you want to work fewer hours for the same money or work the same hours to make 3-4x more, AI makes both possible. No tech background required—just a willingness to get in the game. This is part 1 of a special AI transformation series on the Bill Caskey Podcast. Stop going it alone—join our 2X Introductory Session and discover if you're one of the 10 people we'll accept this month: https://resources.billcaskey.com/2x-workshop 12 Bold Moves: Want to break free and soar to new heights? "12 Bold Moves" is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your copy now at http://12boldmoves.com. | |||
| 5 Unpopular Sales Takes That Get Me Banned | 20 Jun 2025 | 00:17:41 | |
Why doesn't Bill get invited to traditional sales conferences anymore? In this no-holds-barred episode, he shares five controversial takes that challenge everything the sales industry has been teaching for decades. From why persuasion is overrated to why cold calling is a symptom of failed strategy, Bill dismantles conventional sales wisdom with brutal honesty. Warning: If you're deeply invested in traditional sales methods, this episode might make you uncomfortable. But if you're ready to challenge the status quo and build a modern revenue engine that actually works, this is your wake-up call. 2X Strategies Download: If you want to download all ten "2X Strategies", go here to get them now: https://billcaskey.com/2xstrategies 12 Bold Moves: Want to break free and soar to new heights? "12 Bold Moves" is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your copy now at http://12boldmoves.com. | |||
| Turning Cold Calls Into Consulting Contracts: 5 Essential Steps | 22 May 2025 | 00:11:59 | |
In this episode, Bill shares a live coaching session with one of his clients - a leadership consultant who landed his first cold outreach call after just one week of working a LinkedIn strategy. Bill breaks down the exact 5-step framework he uses to help consultants and service providers turn initial prospect calls into profitable engagements. 2X Strategies Download: If you want to download all ten "2X Strategies", go here to get them now: https://billcaskey.com/2xstrategies 12 Bold Moves: Want to break free and soar to new heights? "12 Bold Moves" is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your copy now at http://12boldmoves.com. | |||
| Staying Relevant After 50: Sales Success in a Changing World | 14 May 2025 | 00:19:47 | |
Bill Caskey tackles a topic close to home - how sales professionals over 50 can maintain and even increase their relevance in a rapidly evolving marketplace. Drawing from personal experience and client success stories, Bill shares five critical strategies that seasoned professionals must adopt to thrive. 2X Strategies Download: If you want to download all ten "2X Strategies", go here to get them now: https://billcaskey.com/2xstrategies 12 Bold Moves: Want to break free and soar to new heights? "12 Bold Moves" is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your copy now at http://12boldmoves.com. | |||
| Buyer Behavior Revolution: Why Exceptional Talent Gets Average Results | 07 May 2025 | 00:16:42 | |
Bill explores why talented sales professionals often achieve merely average results—and it has nothing to do with work ethic, integrity, or lack of skills. Bill delves into how dramatically buyer behavior has changed and what sales organizations must do to adapt. He reveals the first five crucial shifts in buyer behavior that are transforming the sales landscape. Join our upcoming workshop, "Exceptional Talent - Average Results." Go to https://resources.billcaskey.com/2x-workshop to save your spot now. 2X Strategies Download: If you want to download all ten "2X Strategies", go here to get them now: https://billcaskey.com/2xstrategies 12 Bold Moves: Want to break free and soar to new heights? "12 Bold Moves" is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your copy now at http://12boldmoves.com. | |||
| Everyday Leads: How to Generate New Opportunities Without Burning Out | 23 Apr 2025 | 00:16:24 | |
Bill introduces his concept of "Everyday Leads" - a framework for consistently generating new business opportunities through leverage rather than labor. He explains why traditional cold calling burns people out and introduces five key elements you need to implement an effective lead generation system: proper market positioning, clear external problem statements, understanding internal customer motivations, defining your transformation promise, and creating a repeatable workshop or masterclass. 2X Strategies Download: If you want to download all ten "2X Strategies", go here to get them now: https://billcaskey.com/2xstrategies 12 Bold Moves: Want to break free and soar to new heights? "12 Bold Moves" is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your copy now at http://12boldmoves.com. | |||
| The 2X Roadmap: 10 Habits of High-Performers (Part 2) | 17 Apr 2025 | 00:15:34 | |
In this follow-up episode, Bill completes his breakdown of the 10 strategies that can double your business growth. Building on last week's fundamentals, Bill reveals five additional habits that separate top performers from the rest. These insights come directly from Bill's observations of million-dollar performers. Whether you're a sales professional, consultant, or business leader, these strategies provide a clear roadmap to elevate your performance and accelerate your business growth. 2X Strategies Download: If you want to download all ten "2X Strategies", go here to get them now: https://billcaskey.com/2xstrategies Leadership Discussion: Join our Leadership Discussion: "How To Inspire Your Sales Team." Go to https://www.billcaskey.com/masterclass to save your spot now! 12 Bold Moves: Want to break free and soar to new heights? "12 Bold Moves" is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your copy now at http://12boldmoves.com. | |||
| The 2X Roadmap: 10 Habits of High-Performers (Part 1) | 10 Apr 2025 | 00:12:33 | |
In this episode, Bill shares the first five habits that separate top sales performers from the rest. Recorded from a live client session, Bill reveals key strategies that can help you double your business growth. These actionable strategies come directly from Bill's observations of high achievers in the field. Tune in next week for Part 2, where Bill will complete his breakdown of all 10 habits that can transform your sales approach and accelerate your business growth. 2X Strategies Download: If you want to download all ten "2X Strategies", go here to get them now: https://billcaskey.com/2xstrategies Leadership Discussion: Join our Leadership Discussion: "How To Inspire Your Sales Team." Go to https://www.billcaskey.com/masterclass to save your spot now! 12 Bold Moves: Want to break free and soar to new heights? "12 Bold Moves" is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your copy now at http://12boldmoves.com. | |||
| The O-O-O-E Storytelling Framework | 02 Apr 2025 | 00:07:31 | |
Tired of complicated storytelling advice with no practical framework? In this episode, Bill shares his straightforward O-O-O-E method for business storytelling that anyone can use right away. Learn how to craft compelling stories using three key observations followed by one powerful epiphany that resonates with potential clients. Bill illustrates this approach through a real coaching example with a financial professional, showing you exactly how to implement this framework in your own client conversations. If you've been struggling to tell your story effectively in business settings, this episode delivers the simple, actionable framework you've been waiting for. Join our Leadership Discussion: "How To Inspire Your Sales Team." Go to https://www.billcaskey.com/masterclass to save your spot now! Want to break free and soar to new heights? "12 Bold Moves" is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your copy now at http://12boldmoves.com. | |||
| Questions To Transform Your Sales Process | 26 Mar 2025 | 00:12:59 | |
In this episode, Bill shares his proven method for starting new client engagements - a strategic 20-question assessment that identifies sales performance gaps and growth opportunities. Want to break free and soar to new heights? "12 Bold Moves" is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your copy now at http://12boldmoves.com. | |||
| 10 Strategies to 2X Your Revenue | 19 Mar 2025 | 00:13:59 | |
In this episode, Bill Cakey shares 10 proven strategies that have helped his high-achieving clients (those earning $150K-$500K annually) double their revenue and increase their market impact. | |||
| The Modern Seller's Mindset: 5 Mental Shifts for Success | 13 Mar 2025 | 00:12:04 | |
In this episode, Bill shares five powerful mindset shifts that can transform your sales performance in today’s rapidly changing marketplace. Drawing from his exclusive monthly Insider group sessions, Be sure to go to http://billcaskey.com/masterclass to find out our next webinar topic and get the list. Want to break free and soar to new heights? "12 Bold Moves" is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your copy now at http://12boldmoves.com. | |||
| Building Your Sales Engine | 26 Feb 2025 | 00:13:35 | |
In this episode, Bill challenges the traditional labor-dependent approach to sales growth and introduces his framework for building a sustainable sales engine. He explains why relying solely on personnel leads to inconsistent results, forecasting difficulties, and vulnerability to staffing changes. Instead, he presents a paradigm shift: “You don’t hire people to build business—you hire people to build systems that build business.” Want to break free and soar to new heights? "12 Bold Moves" is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your copy now at http://12boldmoves.com. | |||
| Crafting Your Signature Story: A Framework for Authentic Connection | 18 Feb 2025 | 00:19:31 | |
In this episode, Bill shares a comprehensive framework for developing your signature story that resonates with prospects and customers. Through his own personal journey from struggling salesperson to successful sales coach, Bill breaks down the essential elements of compelling storytelling: situation, challenge, desire, decision, breakthrough, and importance. He demonstrates how vulnerability and authenticity can transform your sales approach while providing actionable steps to craft your own story that connects with audiences. Want to break free and soar to new heights? "12 Bold Moves" is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your copy now at http://12boldmoves.com. | |||
| The Joy of Selling: 5 Ways to Remove the Struggle from Sales | 31 Jan 2025 | 00:17:22 | |
In this episode, Bill challenges the notion that selling has to be a struggle. Inspired by Stuart Wild’s philosophy, Bill shares five transformative principles that can make selling not just easier, but more fulfilling. From detaching from outcomes to mastering curiosity, he reveals how modern sales professionals can shift from the outdated “convince and persuade” model to a more authentic, service-oriented approach. Whether you’re new to sales or a seasoned professional feeling stuck, this episode provides actionable strategies to rediscover the joy in selling and achieve better results without the pressure. Learn how to transform your sales approach from a struggle into a fulfilling professional journey that serves both you and your clients. Want to break free and soar to new heights? "12 Bold Moves" is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your copy now at http://12boldmoves.com. | |||
| Revenue Mastery (Part 3 of 3) | 22 Jan 2025 | 00:07:19 | |
In this conclusion to the Million Dollar Seller Roadmap series, Bill Caskey reveals the final three steps to truly maximize your revenue potential. | |||
| The Key Interactions (Part 2 of 3) | 15 Jan 2025 | 00:07:15 | |
In Part 2 of this powerful revenue-scaling series, Bill Caskey reveals the crucial interaction stage of the Million Dollar Selling Method. | |||
| Building the Foundation (Part 1 of 3) | 08 Jan 2025 | 00:08:03 | |
Want to dramatically scale your revenue in 2025? In this first episode of our three-part series, Bill Caskey breaks down the crucial foundation stage of the Million Dollar Selling Method. | |||
| Your First 3 Moves in 2025 | 18 Dec 2024 | 00:07:58 | |
In this forward-looking episode, Bill Caskey shares three essential strategies to enhance your business outcomes in 2025. | |||
| Stop Leaving Money on the Table: 3 Profit Amplifiers for Sales Teams | 21 Nov 2024 | 00:15:44 | |
In this episode, Bill Caskey reveals three powerful strategies to increase sales profitability without increasing workload. These profit amplifiers help sales professionals and business leaders leverage their existing assets more effectively.
Actionable Tips:
Want to break free and soar to new heights? "12 Bold Moves" is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your copy now at http://12boldmoves.com. | |||
| Video, AI, and Beyond: Upgrading Your Sales Team's Toolkit | 06 Nov 2024 | 00:10:22 | |
Are your sales team's skills stuck in the past? In this episode, Bill reveals four critical modern sales capabilities that many teams are missing out on. | |||
| The $15M Growth Blueprint Your Sales Team Needs | 31 Oct 2024 | 00:13:25 | |
In this episode, Bill shares three powerful strategies that helped one of his client companies double their revenue from $15M to $30M. | |||
| From Playing Small to Living Large | 23 Oct 2024 | 00:18:17 | |
In this episode, Bill shares his personal insights on why many of us "play small" despite having massive potential. Bill opens up about his own struggles with imposter syndrome and reveals five practical strategies to break free from self-imposed limitations. | |||