The Advanced Selling Podcast

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Latest Episodes:

Heart vs. Process: Why Both Matter in Sales Success Aug 18, 2025

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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 commit.

Whether you're naturally warm or more process-oriented, this episode will help you find the right balance to build genuine relationships while still driving results.

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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

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

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Sales Leadership Hats Aug 13, 2025

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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 why calling out which hat you’re wearing in every meeting can eliminate guesswork, build trust, and create more productive conversations.

Join Bryan on Wednesday, September 3, 2025 at 12:00 pm ET for Sales Playbooks Don't Work if Nobody Uses Them. Register here.

Curious about certification in the Blind Zebra Sales Operating System? Learn more here.

And if you haven't already, make sure you join the Advanced Selling Podcast LinkedIn group: http://advancedsellingpodcast.com/linkedin.

Sales Call Prep in the AI Era: Why Research is Non-Negotiable Aug 11, 2025

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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 also about mastering digital research tools. As Bryan warns: "AI won't replace people that use it and learn it, but the person who competes against you and knows how to use it will beat you."

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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

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

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The Trust Crisis: 4 Levers to Build Credibility Aug 08, 2025

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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 before pitching, and lead with proof instead of promises. Bill emphasizes that every interaction either builds or destroys trust, and in a world where everyone assumes dishonesty, the person who proves their trustworthiness first and fastest wins.

FREE OFFER! Download the audiobook version of "12 Bold Moves" now. Go to http://12boldmoves.com/audiobook to get your copy.

If you'd like to talk to Bill about your team, go to http://scheduleacallwithcaskey.com

The Insider program is open for enrollment. If you have not checked out our small learning group, go to http://advancedsellingpodcast.com/insider to join now.

Building Your Platform of Authority Aug 04, 2025

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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 from consistently delivering value to your audience. You don't need to be the world's best at something - you just need to stand slightly above the crowd by sharing useful observations from your unique position in the marketplace.

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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

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

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Build Your Virtual Bench Jul 30, 2025

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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 never caught off guard by unexpected resignations or team restructuring.

Join Bryan on Wednesday, September 3, 2025 at 12:00 pm ET for Sales Playbooks Don't Work if Nobody Uses Them. Register here.

Curious about certification in the Blind Zebra Sales Operating System? Learn more here.

And if you haven't already, make sure you join the Advanced Selling Podcast LinkedIn group: http://advancedsellingpodcast.com/linkedin.

The Resistance Factor: Why Smart People Avoid Smart Changes Jul 28, 2025

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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 methods might be flawed. They also share insights on the "10-80-10 rule" of adoption, discuss why selling transformation (or "ether") is uniquely challenging, and reveal how the best performers approach new learning opportunities differently than the rest.

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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

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

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Why Your Q4 Success Starts Now Jul 21, 2025

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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, visionary), and use scarcity positioning to close more deals.

Stop the summer slowdown mindset, fail fast and tweak quickly on your activities, and remember that wealth is on the other side of ignorance - what do you need to learn to do differently to hit those year-end numbers?

Don't forget to check out the Advanced Selling Podcast Insider program at advancedsellingpodcast.com/insider

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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

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

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Are You Inspecting the Right Activity Metrics? Jul 16, 2025

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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 simple framework helps both leaders and reps stay ahead of slumps and avoid being blindsided by an empty pipeline.
If you’ve ever said, “We had a great month, but next month looks light,” this one’s for you.

Advanced Selling Podcast Listeners save $200 on Huddle tickets purchased in July 2025 with discount code SANTA. Click here!

Curious about certification in the Blind Zebra Sales Operating System? Learn more here.

And if you haven't already, make sure you join the Advanced Selling Podcast LinkedIn group: http://advancedsellingpodcast.com/linkedin.

What If Everything You Know About Sales Growth is Wrong? Jul 14, 2025

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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 like starting a TV show instead of making cold calls, questioning whether you really need that slide deck, and the identity shifts required for true transformation.

Perfect for sales professionals ready to break free from conventional thinking and discover breakthrough approaches to growth.

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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

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

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