The Advanced Selling Podcast Podcast By Bill Caskey and Bryan Neale: B2B Sales Trainers cover art

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.

© 2026 The Advanced Selling Podcast
Economics Marketing Marketing & Sales Personal Development Personal Success
Episodes
  • Be the Guide Your Customers Are Craving
    Feb 6 2026

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    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 of selling to people who don't need what you offer, you become the guide that customers are craving.

    If you've ever wondered why buyers don't trust you or why price becomes the sticking point, this episode reveals what's really happening—and how to fix it.

    This is part 2 of a 2-part series on how to be a guide.

    🔗 Want more advanced sales training? Join ASP Insider: https://advancedsellingpodcast.com/insider

    Download your complimentary copy of the 12 Bold Moves audiobook at 12BoldMoves.com/Audiobook

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    7 mins
  • Mental Health in Sales: Movement Creates Momentum
    Feb 2 2026

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    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" philosophy and real client stories, they explore how physical action—whether it's actual exercise or the behavioral action of getting out and connecting with people—breaks the isolation cycle that feeds sales depression.

    Bill shares a coaching win where an engineer went from zero prospecting hours to booking two appointments just by reaching out to reconnect with old contacts. No pitch, no agenda—just human connection.

    Whether you're feeling stuck, isolated, or just going through the motions, this episode delivers the kick you need to stop overthinking and start moving.

    This is Part 4 of our Mental Health in Sales series. Find all episodes at https://vault.advancedsellingpodcast.com/mental-health-in-sales

    Join the conversation: AdvancedSellingPodcast.com/linkedin

    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

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    24 mins
  • How Detachment Creates Sales Freedom
    Jan 30 2026

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    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 core issue: attachment to outcomes.

    Discover why healthy detachment isn't about not caring—it's about being deliberate in your process without getting entangled in results. Bill explains how attachment creates fear, shortcuts, and procrastination, while detachment creates freedom and effectiveness.

    This is part 1 of a 2-part series. Next week: How to be the guide.

    🔗 Want more advanced sales training? Join ASP Insider: https://advancedsellingpodcast.com/insider

    Download your complimentary copy of the 12 Bold Moves audiobook at 12BoldMoves.com/Audiobook

    Show more Show less
    5 mins

Featured Article: The best sales podcasts for all kinds of sellers and savvy buyers


The world of sales can be complicated, but it is vital to just about everything you do or want to achieve. From learning how to sell your own skills to promoting the products or services your employer offers to protecting yourself from people selling scams, knowing how sales works can open up a lot of doors and save you a lot of trouble. These sales podcasts will teach you some of the most important things you need to know about sales.

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