Jessica Lackey - Stop Betting On Tactics

Author of Leaving The Casino, Jessica Lackey, joined me on Ditching Hourly to discuss the importance of understanding different business models, pricing strategies, and the concept of the 'zone of enoughness' in building a sustainable business. (00:00) - Introduction and Guest Welcome (00:09) - Jessica Lackey's Background and Career Journey (01:05) - Introduction to Jessica's Book (03:13) - The Casino Metaphor in Business (04:28) - Frameworks and Types of Expertise-Based Businesses (08:55) - Pricing Models and Strategies (19:22) - The Zone of Enoughness (30:46) - Transitioning Business Models (31:21) - Financial Planning and Expectations (32:30) - Balancing Flexibility and Income (34:28) - Optimizing Delivery for Efficiency (40:41) - Marketing Strategies for Delivery Businesses (42:48) - The Importance of Direct Outreach (51:03) - Building Authority Through Writing (54:29) - Conclusion and Final Thoughts Jessica's Bio Jessica Lackey is the founder of Deeper Foundations, a consulting and training firm that helps expertise-based business owners grow and scale sustainable companies rooted in stronger business foundations. She brings a unique blend of corporate expertise and soulful business building, drawing on an MBA from Harvard Business School, a coaching certification from iPEC, and experience at McKinsey & Company and Nike, Inc. Jessica has supported over 200 entrepreneurs through her programs, blending systems thinking, operational rigor, and deep values alignment. She lives in Charlotte, North Carolina, with her husband. Jessica's Links: Website: LinkedIn: Book: Predictable Revenue Roadmap: Instagram: ---- Do you have questions about how to improve your business? Things like: Value pricing your work instead of billing for your time? Positioning yourself as the go-to person in your space? Productizing your services so you never have to have another awkward sales call or spend hours writing another custom proposal? Book a one-on-one coaching call with me and get answers to these questions and others in the time it takes to get ready for work in the morning. Best of all, you're covered by my 100% satisfaction guarantee. If at the end of the call, you don't feel like it was worth it, just say the word, and I'll refund your purchase in full. To book your one-on-one coaching call, go to: I hope to see you there!

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Jessica Lackey - Stop Betting On Tactics is an episode from Ditching Hourly by Jonathan Stark.

This episode is 56:06 long.

This episode was published on Aug 19, 2025.

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