Creator Alchemy #38 - [COACHING] How to Deal with Uncertainty as an Entrepreneur with Dan Bennett
Nov 16, 2025
In this insightful discussion, Dan Bennett, founder of Hot Sauce Video and a six-figure entrepreneur, dives into the emotional rollercoaster of scaling a business. He shares his struggles with hiring setbacks and the overwhelming feelings of loss they triggered. Together with Corey, they tackle the recurring theme of uncertainty and how it informs decision-making. They explore the complex nature of growth, the importance of resilience versus knowing when to pause, and how embracing uncertainty can actually empower entrepreneurial choice.
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Decide With What You Have
- Accept that learning-and-doing must coexist; plan to learn just enough to act and iterate.
- Make the best decision with available information and own the outcome rather than freeze for certainty.
Hiring 'Unicorn' Who Didn't Work Out
- Dan described hiring a candidate who looked perfect on paper but failed after weeks of training.
- He felt raw grief over the lost effort and the recurring fire drills of hiring and firing.
Champagne Problems Still Matter
- Champagne problems still matter and deserve empathy despite external success.
- Minimizing others' struggles isolates high-achievers and blocks honest connection.