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
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 • 15min
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.
15 snips
Dec 1, 2025 • 19min
From Thinking to Doing: Operational Disciplines That Work
This discussion dives into operational disciplines that propel high performers to success. Explore how committing to writing daily can enhance idea capture and clarity. Learn the importance of valuing your time by assigning a dollar-per-hour rate and protecting your calendar. The hosts emphasize aligning daily actions with annual goals to stay on track. Additionally, nurturing your network through consistent outreach is highlighted as a key strategy. Finally, embracing new technology keeps you competitive in an ever-evolving landscape.
19 snips
Nov 24, 2025 • 20min
The Mental Game: Building Discipline That Actually Works
Explore the surprising side of mental discipline that champions freedom instead of constraints. Learn how high performers thrive through quieting their minds and embracing possibility thinking. Discover the importance of accepting failure and viewing it as a stepping stone rather than an obstacle. Experience how small daily choices can free up mental energy and fuel growth. Shift your focus from past regrets to future potential, and see how rethinking discipline can lead to greater success in both life and business.
Nov 19, 2025 • 24min
Sales Compensation with Chris Goff
In this discussion, sales compensation expert Chris Goff, known as 'The Sales Comp Guy', shares insights from his deep background in sales operations and comp plan design. He highlights why trust issues arise around compensation plans, revealing insights into seller psychology. Chris advises on how salespeople can analyze their plans effectively, focusing on metrics like deal size and win rate. He also addresses common pitfalls leaders face when designing comp plans, emphasizing the crucial link between actions and rewards to enhance motivation.
8 snips
Nov 17, 2025 • 18min
Micro Mastery: Small Skills That Create Big Results
The hosts delve into the crucial micro skills that distinguish top sales professionals from amateurs. They emphasize the importance of asking for clarification when confusion arises and using specific calendar dates to improve scheduling clarity. Techniques like setting a five-minute warning for call wrap-ups and summarizing key points before ending conversations are highlighted. The discussion reveals how mastering these subtle yet powerful skills can dramatically enhance sales effectiveness and client interactions.
13 snips
Nov 13, 2025 • 5min
Your Most Powerful Pre-Meeting Asset
Salespeople often squander initial meetings on basics that could easily be addressed beforehand. A powerful tool discussed is the five-minute introductory video, designed to position you as a credible problem-solver right from the start. The key elements include a captivating hook, a succinct personal story, and addressing industry challenges. Listeners learn how to present a clear process for solving problems and dismantle outdated mindsets. This thoughtful approach transforms awkward first meetings into productive conversations.
