

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

15 snips
May 12, 2025 • 21min
Building Your Everyday Leads System
Dive into the world of 'Everyday Leads,' a revolutionary approach to consistent B2B lead generation. Discover how to keep your pipeline full without the stress of last-minute prospecting. Explore tips on harnessing automated webinars for warm leads and the power of connector meetings. Learn about breaking mental barriers that hold salespeople back, likening the transition to systematic lead generation to fitness training. It's all about building a disciplined, effective strategy for sustained success!

May 7, 2025 • 13min
Guiding Principles: Part 2
Dive into the game-changing principles of intent and assertiveness to elevate your sales conversations. Discover how locking in clear next steps can eliminate frustrating back-and-forth scheduling. Explore the value of creating a customer-centered experience, even if it means walking away from a deal that's not right. Learn why honesty is key in building successful sales relationships and how it enhances genuine communication. Plus, get insights into a new coaching program designed for sales leaders.

5 snips
May 5, 2025 • 20min
Timeless Sales Skills in a World of Innovation
Explore the timeless principles of sales that remain relevant despite the tech boom. Discover the significance of genuine human connections in a world increasingly reliant on AI. The hosts highlight the art of discovery and the necessity of a solid business plan. Delve into how motivation and structured planning can elevate client relationships. They also reflect on the evolving language of sales and the psychological barriers that may hinder success. The core elements discussed continue to be the backbone of effective selling.

6 snips
Apr 28, 2025 • 21min
Thriving in an Uncertain Market: Leveraging Tools & Building Connections (Part 2)
Send us Fan Mail In part 2 of their special live episode on navigating uncertain markets, Bill Caskey and Bryan Neale continue their discussion on essential skills for sales professionals. The guys emphasize the importance of utilizing free and low-cost tools already at your disposal, from LinkedIn to ChatGPT, rather than waiting until circumstances force your hand. Bill shares a powerful strategy for commanding premium pricing by developing a customer roadmap that builds trust in your process. Meanwhile, Bryan advocates for becoming a connector who actively brings valuable people together without keeping score. Through practical examples and personal experiences, Bill and Bryan demonstrate why taking decisive action now can position you to thrive regardless of economic conditions. ================================= Is it time to make a BOLD move in your business? If so, download our brand new book, "12 Bold Moves - Insider Secrete 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. If you haven't already, make sure you join us in our LinkedIn group: http://advancedsellingpodcast.com/linkedin. =================================

4 snips
Apr 23, 2025 • 15min
Guiding Principles: Part 1
Discover the power of objectivity in sales as Bryan challenges you to evaluate your funnel without bias, envisioning real stakes. Unearth the concept of the 'Expert Persona' by diving into your customer’s world and fostering trust. Learn how tools like Google and ChatGPT can elevate your approach, turning sales into a partnership rather than a pitch. Embrace these guiding principles for greater success in your sales journey, with more tactical insights promised in future discussions!

Apr 21, 2025 • 25min
Thriving When Others Panic: Skills for an Uncertain Market
In a live discussion, the hosts share essential skills for sales professionals during economic uncertainty. They emphasize focusing on what you can control, maintaining pricing discipline, and recognizing abundance in challenging markets. The conversation also covers adapting messaging for anxious clients and understanding AI's growing influence. Humorous anecdotes from their podcasting journey add a light touch, while practical strategies for mastering productivity and overcoming psychological barriers in decision-making ensure listeners stay resilient.

9 snips
Apr 14, 2025 • 21min
Dollars and Sense: Reframing How Salespeople Talk About Money
Dive into the intriguing realm of financial conversations in sales, where storytelling takes center stage over dull spreadsheets. Learn the importance of client lifetime value and how it shapes effective budgeting. Discover the significance of time horizons when discussing ROI and the common pitfalls salespeople face. The hosts highlight why not every deal is beneficial for customers and share tips on maintaining objectivity in financial discussions. This episode is a treasure trove of practical guidance for meaningful economic conversations that drive decisions.

10 snips
Apr 7, 2025 • 26min
Content That Connects: Using Video as a Sales Asset
The hosts dive into the importance of video content, highlighting YouTube's potential to surpass company websites. They tackle common fears about creating video, offering creative ideas like customer spotlights and demos. They argue that embracing video not only enhances customer connection but also offers immense rewards with minimal risks. Personal stories illustrate how video can boost confidence and engagement, especially in less dynamic industries. Plus, there’s a discussion on using AI tools to enhance podcast creation and maintain authenticity.

30 snips
Mar 31, 2025 • 19min
Mastering Your Sales Story: Connection Over Discovery
Discover how crafting compelling narratives can transform your sales approach. The hosts stress the significance of connecting with prospects through meaningful stories rather than mere anecdotes. They tackle the issue of over-discovery, advocating for a focus on conveying value. Learn how to shape your brand's narrative from the customer's perspective to truly resonate with their experiences. The conversation delves into the ever-evolving sales landscape and the importance of balancing understanding client needs with showcasing effective solutions.

12 snips
Mar 28, 2025 • 6min
Stop Selling, Start Guiding: The New Mindset for Modern Sales
Bill challenges the old-school sales mindset by advocating for a shift from selling to guiding. He highlights how traditional tactics often lead to negative karma with prospects. Instead, he offers a fresh approach: become a trusted guide who delivers value before seeking payment. Personal stories illustrate how creating helpful content can naturally attract clients, reducing the need for aggressive sales methods. Embrace this new mindset to foster authentic connections and better meet customer needs.


