When Success Feels Boring
☕ Grab your favorite caffeinated beverage and join us for today’s episode, where we’re going behind the brew of issue #3: Why You Keep Moving the Goal Post
Three years ago, Alison thought $2,000 a month was the finish line. Then it was $5,000. Then $10,000.
The problem wasn’t greed. It was ambition that drove her to keep changing the goal before she even reached it. In this episode, she talks about what that pattern cost her, how it turned her into the kind of business owner she didn’t want to be, and the mindset shift that helped her stop chasing and start building.
If you’ve ever hit a goal and immediately felt behind, this one’s for you.
About your hosts:
Alison Leigh Simmons (The Caffeinated Entrepreneur) is the founder of Lead Smarter Co. She helps established service-based founders clean up their backend, build smart systems, and use AI in a way that actually reduces the day-to-day chaos.
🤝 https://www.linkedin.com/in/alison-leigh-simmons/
Bernie DeSantis (The Man Behind the Mustache) is a virtual event producer and owner of Insignia Training Partners. He helps businesses plan and run high-quality virtual events that feel smooth, professional, and human, without making it a whole stressful production.
🌐 https://insigniatraining.com/
thecaffeinatedentrepreneur.com 