The Advanced Selling Podcast
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.
Episodes
1106 episodes
Stop Watching the Scoreboard — Start Watching the Inputs
We're at the end of Q1 — and Bill and Bryan use a trip to the Pacers game as a launching pad for a conversation about what actually matters when you check the scoreboard.Inspired by Bill Walsh's coaching philosophy and John Wooden's lege...
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Episode 878
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17:09
Find the Real Pain Behind Every Sales Conversation
Every prospect tells you a version of their problem — and they're almost always wrong. Not lying. Just wrong.In this solo episode, Bill Caskey breaks down why the surface problem your prospect presents is rarely the real problem, and why...
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4:39
The Best Sales Gifts Nobody Buys You
It's Bill's birthday — and that means one thing: it's time to talk about gifts. But not the usual Amazon cards and polka dot sweaters. Bill and Bryan dig into the sales gifts worth actually giving yourself: the mindset shifts, investments, habi...
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Episode 877
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20:37
AI as a Sales Tool, Not a Salesperson with Kayla Kurtz
In this episode of The Advanced Selling Podcast, Bryan Neale welcomes Kayla Kurtz, VP of Sales and VP of Business Development at Forthea, for a focused conversation on how AI is reshaping modern sales.Kayla shares how aligning sa...
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31:02
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From Content to Conquest
Bill and Bryan are giving you a preview of the March 6th ASP Insider session — and it's one you don't want to miss.The topic is From Content to Conquest, but this isn't a social media training. It's about what you know, what you...
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Episode 876
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19:34
Why Collaboration Beats Closing Tactics Every Time
What if your entire sales process—from networking to contract signing—was built on collaboration instead of persuasion? In this episode, Bill and Bryan break down what real collaboration looks like at every stage: pre-sale networkin...
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Episode 875
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20:11
Saving Sales Time with Smarter Routes ft. Steve Benson
In this episode of The Advanced Selling Podcast, Bryan Neale welcomes Steve Benson, founder of Badger Maps, for a conversation on why outside sales teams are often overlooked by modern sales technology — and what happe...
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26:52
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Is Your Through Line Costing You Business?
What can Charlie Puth's collaboration with Kenny G for the Super Bowl national anthem teach us about sales? More than you'd think.Bill and Bryan break down the story of how Charlie Puth persistently pursued Kenny G—not through aggressive...
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Episode 874
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18:32
Be the Guide Your Customers Are Craving
Bill Caskey explores the most important question in sales: What is your role in the buyer-seller dance?In this solo episode, Bill breaks down the Guide Model—a three-part framework that transforms how you show up with customers. Instead ...
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7:01
Mental Health in Sales: Movement Creates Momentum
In the final episode of our mental health in sales series, Bill and Bryan tackle a truth most sellers ignore: you can't think your way out of a slump—you have to move your way out.Drawing from Scott Galloway's "get out of the house" phil...
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Episode 873
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24:26
How Detachment Creates Sales Freedom
In this solo episode, Bill breaks down why detachment might be the most important skill you're not practicing. When a client asked for help with negotiation, positioning, and value communication, Bill realized all these challenges stem from one...
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5:00
Scaling Authenticity in Sales with John Wechsler
In this episode of The Advanced Selling Podcast, Bryan Neale is joined by John Wechsler, CEO of Spokenote, for a conversation on why authentic, personalized video is becoming a critical advantage for modern sales teams.Bryan and J...
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20:38
Mental Health in Sales: Detachment, Service and Personal Agency
In part 3 of the mental health series, Bill and Bryan tackle the achievement trap that plagues high performers: when is enough enough? They introduce six practical frameworks for managing mental health in sales, covering the first t...
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Episode 872
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28:50
Mental Health in Sales: Confidence, Purpose and Movement
In part 2 of our mental health series, Bill and Bryan explore what creates genuine confidence in sales and why it starts with something bigger than yourself. They discuss the "divine assignment" concept, finding meaning in your work...
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Episode 871
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26:06
Strategic Gifting with Patricia DuChene
In this episode of The Advanced Selling Podcast, Bryan Neale is joined by the VP of Growth and Marketing at Sendoso, Patricia DuChene, to discuss how intentional gifting can be used as a strategic tool in modern sales. Rather than treating gift...
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22:25
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Mental Health in Sales: Breaking the Silence
Bill and Bryan launch a vital series on mental health in sales—a topic that's rarely discussed but critically important. After Bill's month-long absence dealing with family tragedies, they dive into why salespeople face unique mental health cha...
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Episode 870
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23:10
Building a Sales Engine Framework
In this solo episode, Bill introduces the Complete Sales Engine Framework, focusing on the first two essential blocks: Attention and Engagement. He breaks down why most companies struggle with empty pipelines despite focusing heavily on convers...
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Episode 869
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15:14
The 9-Block Business Planning Framework for 2026
Bill Caskey breaks down the exact business planning framework from the recent ASP Insider workshop. If you haven't done your 2026 planning yet, this episode walks you through nine critical building blocks that will set you up for sustainable sa...
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Episode 868
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21:39
The Missing Block in Your Business Plan
Most business planning workshops start with vision statements and call quotas. But Bill argues there's a critical block missing from that equation: personal development. In this solo episode, he breaks down Block 8 from his 2026 Business Planni...
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Episode 867
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13:14
From Thinking to Doing: Operational Disciplines That Work
Last week, Bill and Bryan covered mental discipline—getting your head right. This week, they shift to operational discipline: the actual behaviors and systems that high performers use to win.This isn't about overhauling your entire life....
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Episode 866
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18:47
The Mental Game: Building Discipline That Actually Works
Bill and Bryan tackle mental discipline—but not the way you'd expect. Instead of rigid rules and forced habits, they reframe discipline as the inputs that create freedom, not constraints.In this first part of a two-part series, they expl...
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Episode 865
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20:01
Sales Compensation with Chris Goff
In this episode of The Advanced Selling Podcast, Bryan Neale sits down with sales compensation expert Chris Goff, better known across the industry as “The Sales Comp Guy.” With deep experience in sales operations, territory opti...
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24:15
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Micro Mastery: Small Skills That Create Big Results
Part two of our macro vs. micro skills series—and this one gets tactical.Bill and Bryan dive into the small, incremental skills that most salespeople overlook but that separate pros from amateurs. These aren't the big-picture capabilitie...
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Episode 864
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17:38
Your Most Powerful Pre-Meeting Asset
Most salespeople waste their first meeting covering basics that could've been handled beforehand. Bill introduces a game-changing digital asset: the introductory video—a 5-minute pre-meeting video that positions you as a credible problem-solver...
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5:27
Macro vs. Micro: Sales Skills That Actually Matter
Bill and Bryan break down the difference between macro and micro sales skills—and why both matter more than you think. Inspired by a prospect who called out his own team for not asking clarifying questions, this episode explores the big-picture...
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Episode 863
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17:54
