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 BioJessica 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: https://www.deeperfoundations.com/LinkedIn: https://www.linkedin.com/in/jessica-lackey/Book: https://www.deeperfoundations.com/casinoPredictable Revenue Roadmap: https://predictablerevenueroadmap.com/Instagram: https://www.instagram.com/jessicalackey_consulting/ ----Do you know you need to niche down, but keep hesitating because you're afraid of picking the wrong niche, cutting off good opportunities, or boxing yourself in?You DON'T need more convincing that vague positioning is a problem.You DO need a way to make positioning feel less risky so you can finally choose a direction, test it in the market, and adjust without blowing up your business.On Tuesday, September 8th, 2026, at noon Eastern Time, I'm running a live workshop called Positioning For Soloists Having A Hard Time Niching Down.That's what we'll tackle in this workshop.It's the second session of my Fall 2026 Soloist Growth Workshop series for expertise-based business owners just like you.Live attendance is limited to 20, so don't wait.Learn more at: https://jonathanstark.com/sgsEnroll in Positioning For Soloists now »Hope to see you live in Zoom on Tuesday.