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The Advanced Selling Podcast

The Advanced Selling Podcast

By: Bill Caskey and Bryan Neale: B2B Sales Trainers
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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.

© 2025 The Advanced Selling Podcast
Economics Marketing Marketing & Sales
Episodes
  • Mid-Year Check-Up: How to Finish 2025 Strong
    Jul 8 2025

    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 brand.

    Perfect timing for sales professionals ready to make strategic adjustments and finish 2025 on a high note.

    Don't forget to join the LinkedIn group at advancedsellingpodcast.com/linkedin and mark your calendar for the July 11th Insider session on High Value Conversion Systems!

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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. If you have not checked out our small learning group, go to http://advancedsellingpodcast.com/insider to join now.

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    19 mins
  • Let Structure Set You Free
    Jul 2 2025

    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 approach, and how AI can help companies without a playbook get started fast.

    Advanced Selling Podcast Listeners save $200 on Huddle tickets purchased in July 2025 with discount code SANTA: https://wl.seetickets.us/event/Huddle-Sales-Leadership-Summit-Connect-25/628954?afflky=HuddleSalesSummit

    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.

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    13 mins
  • Stop Judging Prospects Before You Meet Them
    Jun 30 2025

    Bill and Bryan tackle a common sales trap that costs deals and relationships: making judgments about prospects before you even sit down with them. Whether you're assuming someone can't afford your services based on company size, or writing off a "boring" CFO who might actually be your biggest champion, these snap judgments can blind you to real opportunities.

    The guys share real stories of misjudging billion-dollar executives and getting burned by outdated company research, plus practical techniques for approaching every sales conversation with genuine curiosity instead of preconceived notions.

    Key Takeaway: Your job isn't to be the smartest person in the room - it's to be genuinely curious about where your prospect is trying to go and what problems they're trying to solve.

    Don't forget to join the LinkedIn group at advancedsellingpodcast.com/linkedin and mark your calendar for the July 11th Insider session on High Value Conversion Systems!

    =================================

    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. If you have not checked out our small learning group, go to http://advancedsellingpodcast.com/insider to join now.

    =================================

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    22 mins

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