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The Advanced Selling Podcast

Bill Caskey and Bryan Neale: B2B Sales Trainers

Bill Caskey and Bryan Neale: B2B sales trainers for the past twenty years share their strategies, frameworks, tips and tricks to help you leverage your talent, grow your skills and create yo...

Episodes

20 of 1,135 episodes

Why the “Decision Maker” Is a Myth

Send us Fan Mail If you’re still hunting for “the decision maker,” you’re chasing a buyer who doesn’t exist anymore, and the data proves it....

20:23Nov 2, 2026

Before You Build Your 2027 Plan, Do This First...

Send us Fan Mail Most sellers spend Q4 grinding toward a number, then rush their business plan into the last two weeks of December. This epi...

16:05Oct 26, 2026

Stop Getting AI Slop: Train It on How You Sell

Send us Fan Mail If AI keeps handing you generic, forgettable output, the tool usually isn’t the problem. You never taught it who you are, w...

20:40Oct 19, 2026

Give Buyers an Experience, Not a Slideshow

Send us Fan Mail Telling a buyer what it's like to work with you is like showing someone your vacation photos. They'll say "oh, that's nice....

19:35Oct 12, 2026

Sales Skill Atrophy, Part 2: The Comeback Plan

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 mov...

25:50Oct 5, 2026

Are Your Sales Skills Atrophying?

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...

13:31Sep 28, 2026

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

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...

26:59Sep 21, 2026

20 Years In: What We'd Do Differently

Send us Fan Mail Twenty years ago, Bill and Bryan started recording a podcast every other Monday. They never missed the behavior — and that...

19:45Sep 15, 2026

How to Sell Something the Market Isn't Ready For

Send us Fan Mail Got something genuinely new to sell — and buyers keep lumping it in with every other "revolutionary" pitch they've heard th...

20:24Aug 31, 2026

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

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...

23:06Aug 24, 2026

Stop Blaming Price: Positioning Is Your Problem

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'...

16:07Aug 10, 2026

Lessons We've Learned From Those We've Lost

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 to...

17:41Aug 3, 2026

The People Who Taught Us Everything We Know About Sales

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,...

16:37Jul 27, 2026

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

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 d...

16:31Jul 6, 2026

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, B...

20:16Jun 29, 2026

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...

13:50Jun 22, 2026

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 s...

19:38Jun 15, 2026

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 twe...

17:48Jun 8, 2026

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 d...

15:58Jun 1, 2026

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 — no...

19:34May 26, 2026