Entries by Bill Caskey

Overcoming Doubt: The Enemy From Within

In this episode, Bill Caskey dives deep into the insidious nature of doubt and how it can hold us back from pursuing our goals and initiatives. He draws parallels between doubt and the biblical story of the serpent tempting Eve, illustrating how doubt can creep in subtly and derail our best intentions. Bill shares personal […]

Escaping the Baggage of Selling

In this episode, Bill explores the common misconceptions surrounding the sales profession. He argues that selling should not be about convincing or persuading, but rather a process of identifying the right prospects and providing them with valuable experiences. Bill emphasizes the importance of strategic thinking over just “doing” in sales, and shares practical tips for […]

Breaking It Down: Live Coaching with a Client

In this special episode, Bill does live coaching with Karine M., a business development manager who is trying to build a lead generation “machine” for her company. She shares her struggles with crafting an effective cold-calling script and approach. Bill provides valuable insights on principles like “meeting them where they are” and breaking things down […]

The Science of Selling with Stories with David Garfinkel

We’ve all heard the advice to “tell more stories” in sales and marketing. But how do you craft narratives that genuinely persuade? Bill’s guest is David Garfinkel, author of “The Persuasion Story Code,” who shares his systematic approach to constructing highly compelling micro-stories. David explains his simple 4-part framework for micro-stories that clarify your value […]

Stories That Sell: How to Use Video to Build Trust with Mariana Henninger

In this episode, Bill sits down with Mariana Henninger, a documentary filmmaker turned branding expert. They discuss the importance of creating a personal brand video to build trust and connection with your audience. Mariana explains the different types of brand stories you can tell, like the “passion story” or “overcome story.” She provides tactical tips […]

3 Analog Moves to Improve Your Sales Meetings

In this episode, Bill Caskey shares three analog techniques to improve the effectiveness of your in-person sales meetings. He explains the importance of acknowledging the other person, having a mutual understanding of the meeting agenda, and crafting a clear “next step offer.” Bill provides examples of implementing each technique and explains why they are critical […]

When Our Work Ethic Gets in The Way of Growth

In this episode, Bill discusses how our egos, resistance to being told what to do, and strong work ethics can actually prevent us from implementing leveraged growth strategies in business. Bill makes the argument that we often reject efficient tactics because they seem “too easy” or threaten our self-image as hard workers. He encourages you […]

The Power of Leverage: Maximizing Your Assets

In this episode, Bill talks about how to use leverage to maximize your assets and scale your business. He explains that simply getting better at sales skills is not enough – you need leverage to truly grow. If you feel your business is stagnating and want to scale your income without just working more hours, […]

Crafting a Strategic Narrative for Growth with Andy Raskin

In this episode, Bill interviews Andy Raskin, an expert on strategic narratives. They discuss how to craft a compelling story that frames your product or service within a broader movement that your customers want to be a part of. Andy shares his methodology for identifying the old mindset versus the new, defining a “buyer mission […]