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Video, AI, and Beyond: Upgrading Your Sales Team’s Toolkit

Are your sales team’s skills stuck in the past? In this episode, Bill reveals four critical modern sales capabilities that many teams are missing out on. He breaks down why video production, digital writing/social selling, digital assets for the buyer journey, and AI implementation are no longer optional skills – they’re essential for sales success […]

The $15M Growth Blueprint Your Sales Team Needs

In this episode, Bill shares three powerful strategies that helped one of his client companies double their revenue from $15M to $30M. Bill breaks down the importance of map building (both company-wide and individual), message refinement, and conversion rate optimization. He explains why great plans should focus on inputs rather than outputs, how to craft […]

Stop the Jargon: A Conversation with Content Expert Erik Deckers

In this entertaining episode, Bill Caskey speaks with content marketing veteran Erik Deckers about the plague of corporate jargon in today’s business world. Deckers, owner of a content marketing agency and longtime humor columnist, shares his insights on why phrases like “let’s double click on that” and “value prop” are undermining clear communication in business. […]

The Hidden Dimensions of Sales Success

Bill challenges the conventional wisdom that sales training alone is the key to success. He introduces a multi-faceted approach to achieving excellence in sales, covering crucial areas often overlooked by traditional methods. From the importance of strategic planning and mindset mastery to understanding marketing principles and honing communication skills, Bill provides a comprehensive framework for […]

The Three Levels of Connection

In this episode, Bill delves into the often misunderstood world of lead generation. He challenges traditional cold-calling methods and introduces a fresh perspective on building meaningful connections with prospects. Bill breaks down three crucial levels of connection: the Acquaintance Connection, the Contribution Connection, and the Shared Experience Connection. Whether you’re struggling with cold calls or […]

Tendencies Holding Back Your Growth

In this episode, Bill explores the common tendencies that often hinder our personal and professional growth. Drawing from his extensive coaching experience, Bill identifies ten key behaviors that may be secretly sabotaging your success. From the fear of standing out to the habit of avoiding discomfort, he offers valuable insights on how to recognize and […]

5 Skills for the Future Salesperson

In this episode, Bill Caskey shares the five critical skills he believes all business owners, sales leaders, and sales professionals need to master in order to thrive in the future. Bill explains why these skills are essential for success in the evolving business landscape and provides guidance on how to start developing them. He encourages […]

The $15 Million Skill Stack: Mindset Shifts for Sales Growth

In this episode, Bill shares insights from his successful campaign that helped a company grow from $15 million to over $30 million in revenue within two years. He introduces the concept of the “$15 Million Skill Stack,” emphasizing that business growth comes from mastering multiple skills rather than relying on a single strategy. Bill focuses […]

Beyond the Grind: 5 Truths for Smarter Business Growth

In this episode, Bill shares five essential philosophies that can transform your sales approach and business growth strategy. He draws from his experience coaching CEOs and founders to reveal key insights on achievement, detachment from outcomes, and the power of personal branding. Bill discusses the importance of focusing on inputs rather than outputs, moving beyond […]