PodcastsBusinessThe Advanced Selling Podcast

The Advanced Selling Podcast

Bill Caskey and Bryan Neale: B2B Sales Trainers
The Advanced Selling Podcast
Latest episode

1103 episodes

  • The Advanced Selling Podcast

    Be the Guide Your Customers Are Craving

    06/2/2026 | 7 mins.
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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
  • The Advanced Selling Podcast

    Mental Health in Sales: Movement Creates Momentum

    02/2/2026 | 24 mins.
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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
  • The Advanced Selling Podcast

    How Detachment Creates Sales Freedom

    30/1/2026 | 5 mins.
    Send us a text
    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
  • The Advanced Selling Podcast

    Scaling Authenticity in Sales with John Wechsler

    28/1/2026 | 20 mins.
    Send us a text
    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 John discuss the difference between messaging and moments, emphasizing that when the moment matters more than the message, authenticity wins. John shares the evolution of Spokenote, from a simple sticker concept to a dynamic video platform, driven by real demand for scalable personalization. They unpack what truly differentiates Spokenote from other video tools: modular, variable video snippets that allow sellers to personalize outreach while staying efficient and fully integrated with existing CRM workflows.
    The conversation also tackles one of the biggest barriers to video adoption in sales: hesitation and self-consciousness. John encourages sales professionals to embrace imperfection, reminding listeners that vulnerability often increases trust and likability.
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    Curious about certification in the Blind Zebra Sales Operating System? Learn more here.
  • The Advanced Selling Podcast

    Mental Health in Sales: Detachment, Service and Personal Agency

    26/1/2026 | 28 mins.
    Send us a text
    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 three in depth: detachment from outcomes, obsessive focus on customer problems, and personal agency. Bill addresses a high performer's legitimate concern about whether detachment actually helps or hurts quota achievement, and Bryan shares insights from John Mellencamp's conversation with Joe Rogan about success and happiness. 
    The episode includes the concept of "measuring backwards" and explains why serving customers beats obsessing over your own numbers.
    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
    If you haven't already, join 14,000+ other sales professionals in our LinkedIn group at advancedsellingpodcast.com/linkedin

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About 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.
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