

62: Context Switching is Killing Me
Jun 17, 2025
In a candid conversation, the hosts reveal the unique challenges of ADHD entrepreneurship. They tackle context switching, motivation dips, and the highs and lows of product launches. With humor, they discuss community-building experiments and the struggle against perfectionism. Insights on using platforms like Circle for better communication add depth to their journey. Plus, they share tips on email marketing and the emotional hurdles of self-promotion, making it a relatable experience for anyone navigating the entrepreneurial world.
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Jesse's Context Switching Challenge
- Jesse shares the struggle of juggling multiple roles, including admin, marketing, and development, which causes frequent context switching.
- He finds dev work hard to jump into without a warmup and needs solid blocks of time to focus.
Use Focused Days and Set Expectations
- Assign specific days of the week for focused tasks to reduce context switching, like dev on Mondays and content creation on other days.
- Set customer expectations with out-of-office replies indicating timezone differences and response delays of up to 24-48 hours.
Perfectionism as Fear of Criticism
- Perfectionism is rooted in fear of criticism, especially for those with ADHD who often faced excessive early criticism.
- This fear causes delayed releases as founders try to perfect to avoid negative feedback, which is impossible.