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PODCAST

The Advanced Selling Podcast

Bill Caskey and Bryan Neale: B2B Sales Trainers

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

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All Episodes

19:34

Stop Being the Best-Kept Secret: How to Get Found by...

The Advanced Selling Podcast ·

2025/09/22

Tired of perfecting your sales skills but struggling to get in front of the right people? Bill and Bryan tackle the universal challenge every B2B professional faces: visibility. Using a real client case study from the tax law industry, they reveal why traditional cold calling is dead and share actionable strategies to become visible where your prospects are already looking. Discover how to leverage weekly insight videos, LinkedIn article publishing (including the brilliant interview strategy ...

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18:09

The Myth of Creating Buyer Urgency

The Advanced Selling Podcast ·

2025/09/15

In this episode, Bill and Bryan debunk one of the most persistent myths in sales training - that you can create urgency in buyers through clever tactics and techniques. They explore why deals are taking longer to close in 2025, examining both macro factors (economic uncertainty, decision-making complexity) and micro factors (changed buyer behavior, technology overload). The guys discuss how traditional urgency-creating methods like pattern interrupts and pressure tactics are not only ineffect...

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19:29

The Rise of Accidental Salespeople

The Advanced Selling Podcast ·

2025/09/08

Bill and Bryan explore a growing trend that's reshaping the sales landscape: the rise of "accidental salespeople." These are the technical advisors, project managers, engineers, and executives who don't have "salesperson" on their business cards but find themselves increasingly vital to the buyer-seller relationship. The guys discuss why these technically-minded professionals are becoming more important than ever, especially as traditional SDR/BDR approaches burn out prospects with low respon...

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24:55

AI Role-Playing Revolution with Hyperbound.ai

The Advanced Selling Podcast ·

2025/09/02

What happens when two conversational AI engineers realize they can't sell their own startup? They build an AI sparring partner to teach themselves—and accidentally create a game-changing sales training platform. We welcome the founders of Hyperbound.AI, Sai Guduguntla and Atul Raghunathan, who share their remarkable journey from technical founders struggling with sales to building a platform that's helping thousands of sales professionals practice and perfect their craft. In just 20 months, t...

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19:27

Expert Frameworks: The Video Hook That Stops the Scroll

The Advanced Selling Podcast ·

2025/08/29

In this early Labor Day release, Bill and Bryan dive into expert frameworks—essential tools for positioning yourself as a knowledgeable sales professional in today's market. Bill breaks down the critical video framework every salesperson needs. Learn the three-part video structure that actually gets attention: the hook that stops the scroll in the first 5 seconds, the story that keeps them engaged, and the call-to-action that drives results. Discover why social media has shifted from a follow...

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36:03

Winning in the Red Zone with Marcus Chan

The Advanced Selling Podcast ·

2025/08/27

In this episode, Bryan Neale and Marcus Chan dive into the sales “red zone”—the late stage of the sales cycle where too many deals stall or fall apart. They explore how sales teams can avoid costly mistakes by addressing pricing, multi-threaded stakeholder engagement, and risk management early in the process. Marcus introduces his ADVANCE Framework, a practical tool for sales leaders to audit deals and improve forecasting accuracy. The conversation also highlights the importance of monthly b...

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22:14

The Prospect Experience Revolution: Small Actions,...

The Advanced Selling Podcast ·

2025/08/25

In this episode, Bill and Bryan shift the focus from post-sale customer experience to what they call "PX 90" - the prospect experience during the sales process. After Bryan shares a fantastic customer service call with Southwest Airlines, they dive into practical ways salespeople can go above and beyond for prospects before they become customers. The guys share practical, low-cost ways to go above and beyond for prospects that will differentiate you from the competition and elevate your...

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5:57

How 30 Pages Can Separate You from Every Competitor

The Advanced Selling Podcast ·

2025/08/21

In this solo episode, Bill Caskey reveals one of his 12 Insider Secrets for reinventing yourself and your results: creating a mini book to establish yourself as an authority in your field. Bill shares the compelling story of how his own 20-page book "12 Bold Moves" generated a $40-50K client from a $20 purchase, demonstrating the incredible ROI potential of this positioning strategy. Whether you're in sales, consulting, or any service business, this episode shows you how to transform your exp...

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15:32

Heart vs. Process: Why Both Matter in Sales Success

The Advanced Selling Podcast ·

2025/08/18

Bill and Bryan dive into the critical balance between heart-centered selling and process-driven approaches. Sparked by a real coaching session where a top salesperson admitted "I'm not a warm guy," the guys explore why both emotional connection and systematic process are essential for sales success. They also discuss the importance of decisiveness in both sales and business relationships, and remind listeners that sometimes the best thing you can do is walk away when a prospect isn't ready to...

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12:10

Sales Leadership Hats

The Advanced Selling Podcast ·

2025/08/13

In this episode, Bryan dives into the Sales Leadership Hats, the roles great leaders switch between to unlock performance and keep their teams moving forward. You’ll learn how to wear: The Manager Hat – Cutting through noise with data-driven decisions that point the way forward. The Coach Hat – Sharpening skills and strategies so reps get better, not just busier. The Cheerleader Hat – Sparking motivation, restoring confidence, and helping reps break through mental roadblocks. Bryan shows ...

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16:56

Sales Call Prep in the AI Era: Why Research is...

The Advanced Selling Podcast ·

2025/08/11

Bill Caskey and Bryan Neale tackle a challenge every sales professional faces: how to properly prepare for sales calls in today's digital landscape. Sparked by recent conversations with VPs of Sales about their teams going into calls "cold," Bill and Bryan break down their proven preparation framework that combines traditional research methods with cutting-edge AI tools. The guys emphasize that your "lane" as a sales professional is widening—it's no longer just about conducting meetings, but ...

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4:57

The Trust Crisis: 4 Levers to Build Credibility

The Advanced Selling Podcast ·

2025/08/08

In this solo episode, Bill Caskey tackles the growing trust crisis facing sales professionals today. Drawing from recent research showing declining trust in businesses and institutions, Bill explores why prospects automatically assume you're going to lie to them—and why they're probably right to feel that way. He shares four practical levers you can use to build trust and stop destroying it: stop selling and start understanding, be willing to walk away when the fit isn't there, prove value be...

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19:54

Building Your Platform of Authority

The Advanced Selling Podcast ·

2025/08/04

In this episode of the Advanced Selling Podcast, Bill and Bryan give listeners an exclusive preview of their upcoming Insider program session on building a "platform of authority." They explain how every sales professional needs a platform where they can share valuable insights and establish themselves as an authority figure in their field. The guys discuss what constitutes a platform (podcasts, LinkedIn, speaking engagements, client dinners, or even informal meetups) and how authority comes ...

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10:47

Build Your Virtual Bench

The Advanced Selling Podcast ·

2025/07/30

In this episode, Bryan dives into the critical strategy of maintaining a “virtual bench” - a curated list of talented individuals you’d love to have on your sales team. Instead of scrambling to post job ads and sift through countless resumes when a rep leaves, Bryan explains how to stay ahead by proactively building and nurturing relationships with top talent. Learn why keeping your virtual bench warm with at least one touchpoint per year can give you a competitive edge and ensure you’re neve...

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21:18

The Resistance Factor: Why Smart People Avoid Smart...

The Advanced Selling Podcast ·

2025/07/28

Bill and Bryan dive deep into one of the most frustrating challenges in sales and business: resistance to change, even when that change could lead to significant growth. They explore why some decision-makers are lightning-fast adopters while others sit in limbo for months, and why even high-performing salespeople resist proven strategies that could boost their results. The guys examine the psychology behind resistance, from the comfort of the status quo to the fear of admitting current method...

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19:35

Why Your Q4 Success Starts Now

The Advanced Selling Podcast ·

2025/07/21

Summer vacation mode might be costing you your year-end goals. In this episode, Bill and Bryan dive into why your current July activities are directly shaping your Q4 results - especially if you have a 60-90 day sales cycle. The guys share strategies for making your year in July instead of scrambling in the fourth quarter, including how to shorten your sales cycles (think restaurant "table turns"), create a documented back-half business plan with three-prong goal setting (basic, primary...

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8:25

Are You Inspecting the Right Activity Metrics?

The Advanced Selling Podcast ·

2025/07/16

In this episode, Bryan dives into a powerful yet often overlooked tool in the sales leader’s toolkit: the calendar inspection. He explains how regularly analyzing your team’s calendars can reveal dangerous pipeline gaps before they become full-blown problems. You’ll hear why having a clear sales playbook, with numeric goals like two connector meetings and two new logo meetings scheduled 2–3 weeks out, is essential for maintaining consistency in your sales process. Bryan breaks down how this ...

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22:42

What If Everything You Know About Sales Growth is Wrong?

The Advanced Selling Podcast ·

2025/07/14

Bill and Bryan dive deep into four powerful quotes that challenge conventional sales thinking and offer fresh perspectives on growth and success. From Buckminster Fuller's wisdom on building new models to Elon Musk's insights on optimization, this episode will make you question everything you thought you knew about scaling your business. The guys also share personal stories, including Bryan's cautionary tale about comfort zones leading to business failure, and discuss practical applications ...

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18:56

Mid-Year Check-Up: How to Finish 2025 Strong

The Advanced Selling Podcast ·

2025/07/08

Bill and Bryan tackle the crucial mid-year evaluation every salesperson should be doing right now. With two quarters behind us and a time-compressed second half ahead (thanks to holiday season), they break down practical strategies for looking backward and forward to maximize your year-end results. Plus, Bryan shares his fascination with meter readers (yes, they still exist!), and the guys discuss why showing up authentically beats trying to be someone you're not when building your personal ...

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12:44

Let Structure Set You Free

The Advanced Selling Podcast ·

2025/07/02

In this episode, Bryan unpacks a counterintuitive truth: the more structure your sales team has, the more freedom they gain. As markets grow more competitive and buyers become increasingly digital-savvy, a well-crafted sales playbook isn’t just helpful. It’s essential. Bryan explores how playbooks streamline the sales process, remove friction, and empower reps to focus on selling, not scrambling. He also discusses how discipline creates efficiency, how to overcome buyer inertia with a step-by-step

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1,096 results

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