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The Advanced Selling Podcast

by Bill Caskey and Bryan Neale: B2B Sales Trainers

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Latest episodes

  • Sales Skill Atrophy, Part 2: The Comeback Plan

    October 5, 2026 · 26 min

    Send us Fan Mail Your sales skills didn't disappear. They atrophied. And the fix isn't picking up where you left off, because the market moved while you weren't looking. In Part 2 of their series on sales skill atrophy, Bill Caskey and…

  • Are Your Sales Skills Atrophying?

    September 28, 2026 · 14 min

    Send us Fan Mail What happens to your sales skills when you haven't had to use them? Muscles you don't use get weaker, and sales skills work the same way. In Episode 900, Bill and Bryan start a two-part look at skill atrophy. One team lost…

  • 20 Years of Selling: What's Changed (and What Hasn't)

    September 21, 2026 · 27 min

    Send us Fan Mail Twenty years ago, LinkedIn had 50 employees and cold calling ruled the day. Now AI writes your emails and nobody's picking up the phone — so what actually still works? This week Bill and Bryan mark 20 years of the Advanced…

  • 20 Years In: What We'd Do Differently

    September 15, 2026 · 20 min

    Send us Fan Mail Twenty years ago, Bill and Bryan started recording a podcast every other Monday. They never missed the behavior — and that consistency turned out to matter more than talent, luck, or a growth strategy ever did. To kick off…

  • How to Sell Something the Market Isn't Ready For

    August 31, 2026 · 20 min

    Send us Fan Mail Got something genuinely new to sell — and buyers keep lumping it in with every other "revolutionary" pitch they've heard this month? This one's for you. Bill and Bryan work through a real scenario: a friend building…

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  • It's Not a Skill Problem, It's an Identity Problem

    August 24, 2026 · 23 min

    Send us Fan Mail Why do good sellers freeze up the second a conversation moves from a director-level buyer to the CFO? It's not a skills gap — it's identity. Bill Caskey and Bryan Neale break down why sellers resist doing new things, even…

  • Stop Blaming Price: Positioning Is Your Problem

    August 10, 2026 · 16 min

    Send us Fan Mail You didn't lose that deal on price. You lost it because your positioning wasn't strong enough to make you the obvious, can't-do-without-you choice. Bill and Bryan dig into a claim that gets argued in every sales meeting…

  • Lessons We've Learned From Those We've Lost

    August 3, 2026 · 18 min

    Send us Fan Mail Every person you've worked with has a story you probably never asked about — and sometimes you don't find out until it's too late. In Part 2 of their series on the people of sales, Bill and Bryan honor a handful of people…

  • The People Who Taught Us Everything We Know About Sales

    July 27, 2026 · 17 min

    Send us Fan Mail Twenty years in this business means running into a lot of characters. This week Bill and Bryan riff on the people — bosses, clients, gatekeepers, baristas — who taught them something they never forgot, whether the lesson…

  • Self-Scouting: The Mid-Year Sales Review Most Reps Skip

    July 6, 2026 · 17 min

    Send us Fan Mail You're six months into the year. Do you actually know what's working in your sales process — and what you quietly stopped doing back in February? Bill and Bryan borrow a trick from football coaches: self-scouting. Before…

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

    June 29, 2026 · 20 min

    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…

  • Patterns of Limitation: Part 2

    June 22, 2026 · 13 min

    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…

Full episode archive on Apple Podcasts →

About the show

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.