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 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.
Episodes
Mentioned books
Feb 2, 2026 • 25min
Mental Health in Sales: Movement Creates Momentum
They argue movement — physical activity or simply getting out and connecting — breaks the isolation that fuels sales slumps. Stories and coaching wins show how small behavioral actions, like reconnecting with old contacts with no agenda, create momentum. They discuss mindsets, clear processes, and practical ways to turn inertia into opportunity.
5 snips
Jan 30, 2026 • 6min
How Detachment Creates Sales Freedom
A deep dive into why attachment to outcomes sabotages negotiation, positioning, and value communication. Practical talk on defining healthy detachment as staying deliberate in process without clinging to results. Discussion of how detachment reduces fear, procrastination, and shortcuts. Tips for applying detachment to prospecting, content creation, and high-stakes deals.
Jan 28, 2026 • 21min
Scaling Authenticity in Sales with John Wechsler
John Wechsler, CEO and founder of Spokenote, builds scalable, authentic personalized video for sales. He explains why authenticity wins when the moment matters. He tells Spokenote’s origin from a sticker pack to dynamic video snippets. He outlines how modular videos scale with CRM data and urges sellers to embrace imperfection and vulnerability on camera.
Jan 26, 2026 • 29min
Mental Health in Sales: Detachment, Service and Personal Agency
They tackle the achievement dilemma and ask when enough is enough. Six mental-health frameworks are introduced, including detachment from outcomes and measuring goals backwards. The conversation emphasizes obsessing over customer problems instead of personal metrics. They also explore personal agency and resilience for sales professionals.
Jan 20, 2026 • 26min
Mental Health in Sales: Confidence, Purpose and Movement
Discover how genuine confidence in sales goes beyond just numbers. The hosts discuss finding a deeper purpose in your work and the significance of the 'divine assignment.' They highlight the importance of obsessing over customer problems rather than mere outcomes. Tune in for practical remedies to combat anxiety and burnout, emphasizing the positive impact of physical movement on mental health. This enlightening discussion sheds light on the emotional dynamics of sales and offers fresh perspectives on achieving success.
Jan 14, 2026 • 22min
Strategic Gifting with Patricia DuChene
Patricia DuChene, SVP of Growth and Marketing at Sendoso, shares her insights on intentional gifting in B2B sales. She emphasizes the importance of building trust through personalized gifts rather than treating them as mere promotional items. The conversation highlights strategies for using gifts to engage not just decision-makers, but also critical influencers within organizations. Active listening is stressed as a key sales behavior, alongside capturing personal details to enhance relationship-building over time. Gifting as a consistent metric can truly distinguish sales teams in a competitive landscape.
Jan 13, 2026 • 23min
Mental Health in Sales: Breaking the Silence
A vital discussion launches a 5-part series on mental health in sales. Salespeople face unique challenges like quota pressure and comparison traps. Bryan shares a personal panic attack story, while Bill opens up about his sobriety journey. They emphasize recognizing avoidance behaviors as warning signs. The hosts stress the importance of grace and purpose in overcoming mental health obstacles. Real tools and practical steps, like coaching and community support, are highlighted to help listeners navigate their mental well-being.
9 snips
Jan 6, 2026 • 16min
Building a Sales Engine Framework
In this engaging discussion, the focus is on the Complete Sales Engine Framework, highlighting the crucial blocks of Attention and Engagement. Discover why many companies face empty pipelines and learn practical strategies for effective LinkedIn content and compelling emails. Bill shares innovative outreach techniques that invite prospects to webinars instead of desperation-laden meetings. He emphasizes the importance of trust-building methods, such as assessments and engaging lead magnets, to warm up leads before the sales conversation.
16 snips
Dec 15, 2025 • 22min
The 9-Block Business Planning Framework for 2026
Discover a powerful nine-block framework for effective business planning in 2026. Bill Caskey shares strategies for crafting a clear vision and establishing milestones to reach your goals. Learn how to define your targets, create repeatable processes, and leverage existing assets for maximum impact. He emphasizes the importance of adopting a growth mindset while updating limiting beliefs. Finally, the need for accountability partners is highlighted to ensure you stay on track. Get ready to transform your planning into actionable success!
8 snips
Dec 9, 2025 • 13min
The Missing Block in Your Business Plan
Delve into the often overlooked aspect of business planning: personal development. Bill emphasizes the need to transform not just your strategy but also yourself to navigate future challenges. Explore AI literacy, personal branding, and the essentials of digital marketing. Understand the importance of systems thinking as a foundation for sustainable success. Most importantly, reflect on who you need to become by 2026 to achieve your goals without burnout.
