The Advanced Selling Podcast

Bill Caskey and Bryan Neale: B2B Sales Trainers
  • 4.3 (346)
  • Marketing
  • Updated Weekly

Bill Caskey and Bryan Neale deliver practical, no-nonsense sales training through their signature blend of humor, real-world insights, and actionable frameworks. Each episode tackles the challenges you face daily: prospecting, overcoming buyer resistance, pricing strategies, cold calling, deal coaching, and building long-term client relationships. Whether you're a sales professional, manager, or leader, you'll discover how to shift your mindset, leverage your natural talents, and create sustainable sales success. From mastering sales communication and handling RFPs to understanding buyer psychology and effective positioning, Bill and Bryan cover everything that actually works in modern B2B sales.

  1. Say This, Not That: Why Precise Language in Sales Closes More Deals

    1d ago

    Say This, Not That: Why Precise Language in Sales Closes More Deals

    Send us Fan Mail Imprecise language is quietly sabotaging your sales process — and most sellers don't even notice it happening. This week, Bill and Bryan dig into the art of precise communication and why "what they hear" matters more than "what you meant." Bryan shares a real example from his own sales process: his team retired the vague word "calendars" as the last item on a sales agenda in favor of the more direct "get calendars out." They also cover why stating up front how many points you're about to make makes you easier to follow and easier to buy from, and why tired open-ended questions like "what keeps you up at night?" should be replaced with sharper, stack-ranked questions that force a real answer.  Plus: details on ASP's 20th anniversary celebration and how to get your ticket to the live September event. Send us your story (audio, video, or just a note): listener@advancedsellingpodcast.com The Insider program is open for enrollment. To check out our small learning group, go to http://advancedsellingpodcast.com/insider If you haven't already, join 14,000+ other sales professionals in our LinkedIn group at advancedsellingpodcast.com/linkedin Is it time to make a BOLD move in your business? If so, download our brand new book, "12 Bold Moves - Insider Secrets to Reinventing Yourself and Your Business." http://12boldmoves.com

    20 min
  2. Patterns of Limitation: Part 2

    Jun 22

    Patterns of Limitation: Part 2

    Send us Fan Mail Bill and Bryan continue their series on the hidden patterns that quietly cap sales performance. Building on last episode's conversation about "drift," they dig into two more limiting patterns: fear (and why naming it is the first step toward detachment) and the belief that bigger outcomes simply "aren't possible." Along the way, they tackle the either/or trap — the binary thinking that convinces salespeople they have to choose between income and time, ambition and family, more and enough — and make the case for replacing it with "and." Plus, a bizarre drone-rescue story that turns into a surprisingly useful metaphor. This episode also kicks off the celebration of ASP's 20th anniversary — Bill and Bryan want to hear from you. Send in an audio or video sharing what the podcast has meant to you for a chance to attend an exclusive live coaching celebration this September. P.S.: Watch the drone rescue clip that kicks off this conversation: https://www.tiktok.com/@foxweather/video/7650957122145930509 The Insider program is open for enrollment. To check out our small learning group, go to http://advancedsellingpodcast.com/insider If you haven't already, join 14,000+ other sales professionals in our LinkedIn group at advancedsellingpodcast.com/linkedin Is it time to make a BOLD move in your business? If so, download our brand new book, "12 Bold Moves - Insider Secrets to Reinventing Yourself and Your Business." http://12boldmoves.com

    13 min
  3. Patterns That Are Holding You Back

    Jun 15

    Patterns That Are Holding You Back

    Send us Fan Mail Bill and Bryan dig into what they call "patterns of limitation" — the ingrained habits and mindsets that quietly cap your sales growth, often disguised as things that are already working. They explore four key patterns worth examining: the tendency to focus on the big picture while ignoring critical details, the trap of pursuing vague or undefined problems with prospects, the danger of plateauing without recognizing it, and the gradual drift away from your core purpose and identity as a seller. The conversation also includes a fun detour into time zones, a live phone interruption from Bill's wife, and a preview of their upcoming 20th anniversary celebration event in September — where every listener who submits a video is invited to join. This is Part 1 of a two-part series. Part 2 picks up on the concept of drift. The Insider program is open for enrollment. To check out our small learning group, go to http://advancedsellingpodcast.com/insider If you haven't already, join 14,000+ other sales professionals in our LinkedIn group at advancedsellingpodcast.com/linkedin Is it time to make a BOLD move in your business? If so, download our brand new book, "12 Bold Moves - Insider Secrets to Reinventing Yourself and Your Business." http://12boldmoves.com

    20 min
  4. Why Your Spiritual Foundation Is Your Biggest Sales Asset

    Jun 8

    Why Your Spiritual Foundation Is Your Biggest Sales Asset

    Send us Fan Mail Bill goes somewhere different today — and that's intentional. In this solo episode, Bill Caskey shares the first six of twelve core sales principles, each grounded in a biblical reference. From understanding your divine assignment and serving before selling, to detaching from outcomes and deploying your unique gifts, Bill connects the spiritual underpinnings of great selling to the real-world results you're after. This isn't a tactics episode. It's a foundation episode — and for many listeners, it may be the most important one they hear. Part two drops in a few days on another solo episode. The Insider program is open for enrollment. To check out our small learning group, go to http://advancedsellingpodcast.com/insider If you haven't already, join 14,000+ other sales professionals in our LinkedIn group at advancedsellingpodcast.com/linkedin Is it time to make a BOLD move in your business? If so, download our brand new book, "12 Bold Moves - Insider Secrets to Reinventing Yourself and Your Business." http://12boldmoves.com

    18 min
  5. 7 Lies About Sales Success

    Jun 1

    7 Lies About Sales Success

    Send us Fan Mail What if the beliefs driving your sales career are built on a foundation of lies? In this solo episode, Bill Caskey breaks down seven deeply normalized lies about achievement, income, and sales success — the kind that quietly run your life if you let them. From "hustle harder to earn more" to "the best closer wins," these aren't fringe ideas. They're mainstream beliefs that keep good salespeople permanently busy, permanently stuck, and wondering why the results never match the effort. Bill challenges you to audit which of these lies you're living — and gives you a framework for getting out from under them. The 7 Lies: Your performance determines your well-beingThe prospect holds your future in their handsIncome is determined by work ethicMore activity equals more resultsThe best closer winsThere's a scarcity of opportunityIf you're good enough, they'll find youThe Insider program is open for enrollment. To check out our small learning group, go to http://advancedsellingpodcast.com/insider If you haven't already, join 14,000+ other sales professionals in our LinkedIn group at advancedsellingpodcast.com/linkedin Is it time to make a BOLD move in your business? If so, download our brand new book, "12 Bold Moves - Insider Secrets to Reinventing Yourself and Your Business." http://12boldmoves.com

    16 min
  6. How to Become the Obvious Choice (Part 2)

    May 26 ·  Video

    How to Become the Obvious Choice (Part 2)

    Send us Fan Mail Bill Caskey and Bryan Neale continue their series on how to become the Obvious Choice for your prospects and customers — not by closing harder, but by selling smarter throughout the entire process. In Part 2, they cover four powerful moves: Proactively raising problems, concerns, and objections so you're never caught off guardDelivering a Statement of Detachment that comforts prospects and skyrockets close ratesSetting a go/no-go instead of asking for the businessWarming cold audiences with pre-meeting video pagesThe Insider program is open for enrollment. To check out our small learning group, go to http://advancedsellingpodcast.com/insider If you haven't already, join 14,000+ other sales professionals in our LinkedIn group at advancedsellingpodcast.com/linkedin 📌 TIMESTAMPS  0:00 – Intro: 20 years of podcasting & ASP listener meetup in London  2:15 – Life observation: car alarms and bathroom fans (things that don't work)  6:50 – Part 2: How to become the Obvious Choice  7:37 – Tactic 1: Proactively surface problems and objections  10:08 – Tactic 2: The Statement of Detachment (22% → 45%+ close rate)  13:08 – Tactic 3: End precisely — the go/no-go and stating your desire  15:20 – Tactic 4: Warming up cold audiences with a pre-bid video page  18:22 – Insider promo: June 5th — How to build a conversion event #SalesTraining #B2BSales #AdvancedSellingPodcast #SalesProcess #ObviousChoice #Detachment #Prospecting #SalesStrategy #Closing #BillCaskey #BryanNeale

    20 min
  7. Becoming the Obvious Choice (Part 1)

    May 19 ·  Video

    Becoming the Obvious Choice (Part 1)

    Send us Fan Mail How do you become the vendor your customers never even think to replace? In Part 1 of this short series, Bill and Bryan break down what it actually takes to become the obvious choice — not through last-minute discounts or closing tactics, but by building that clarity from the very first interaction. They cover three foundational moves: filtering your pipeline through the right lens (are they an obvious fit for you?), getting pristine on your message including who you're not for, and articulating a clear payoff — not just ROI, but the tangible transformation clients can expect at different stages of the relationship. Plus, they discuss the power of multi-threading — bringing multiple people into the conversation on both sides — and why the obvious choice is often the one that does the most work before the final decision is ever made. If you're tired of scrambling at the close, this episode is your reset. The Insider program is open for enrollment. To check out our small learning group, go to http://advancedsellingpodcast.com/insider If you haven't already, join 14,000+ other sales professionals in our LinkedIn group at advancedsellingpodcast.com/linkedin Is it time to make a BOLD move in your business? If so, download our brand new book, "12 Bold Moves - Insider Secrets to Reinventing Yourself and Your Business." http://12boldmoves.com

    21 min
  8. The Fear Factor in Sales

    May 11

    The Fear Factor in Sales

    Send us Fan Mail Fear shows up at every stage of a sales career — first calls, big promotions, major presentations, and yes, posting on LinkedIn.  In this episode, Bill and Bryan dig into how fear works, why your brain treats a LinkedIn post like a saber-toothed tiger, and how to reframe anxiety into something useful.  Plus: what beekeeping taught Bryan about walking into uncomfortable situations, and why the doom-and-gloom crowd is almost always wrong about new technology. The Insider program is open for enrollment. To check out our small learning group, go to http://advancedsellingpodcast.com/insider If you haven't already, join 14,000+ other sales professionals in our LinkedIn group at advancedsellingpodcast.com/linkedin Is it time to make a BOLD move in your business? If so, download our brand new book, "12 Bold Moves - Insider Secrets to Reinventing Yourself and Your Business." http://12boldmoves.com

    21 min
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4.3
out of 5
346 Ratings

About

Bill Caskey and Bryan Neale deliver practical, no-nonsense sales training through their signature blend of humor, real-world insights, and actionable frameworks. Each episode tackles the challenges you face daily: prospecting, overcoming buyer resistance, pricing strategies, cold calling, deal coaching, and building long-term client relationships. Whether you're a sales professional, manager, or leader, you'll discover how to shift your mindset, leverage your natural talents, and create sustainable sales success. From mastering sales communication and handling RFPs to understanding buyer psychology and effective positioning, Bill and Bryan cover everything that actually works in modern B2B sales.

Information

  • Creator
    Bill Caskey and Bryan Neale: B2B Sales Trainers
  • Years Active
    2006 - 2026
  • Episodes
    1.1K
  • Rating
    Clean
  • Copyright
    © 2026 The Advanced Selling Podcast
  • Show Website
    The Advanced Selling Podcast

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