Every public
exploration.
Public explorations, newest first — questions worth sitting with. Private explorations never appear here.
- “I get an offer for my business every year and always say no. This year I'm tempted. Is that burnout or wisdom?”
- “I love the work and can't stand my manager. Do I transfer, endure it, or leave a job I otherwise want?”
- “We want to move somewhere cheaper with actual neighbours, but both our careers are here. Are we romanticising it?”
- “Two offers: one safe and dull at a big company, one risky and exciting at a small one. I keep flip-flopping.”
- “I've interviewed forty people for one role and hired nobody. Is my bar wrong, or is it really the market?”
- “My supplier costs jumped 20% this year. Do I raise prices and risk losing regulars, or absorb it and bleed?”
- “AI now does about 70% of what I was hired to do. Do I retrain, specialise, or get out of this field entirely?”
- “We're being acquired and I don't trust the buyer's promises about the team. Do I sign, push for guarantees, or walk?”
- “A startup offered me 0.4% equity and a 30% pay cut. How do I think about this without lying to myself?”
- “My business partner is drinking heavily and it's starting to show at work. I don't know how to raise it.”
- “I'm burnt out enough to quit, but I can't tell any more whether it's this job or whether it's me.”
- “A much bigger competitor has copied our product almost feature for feature. Do we fight, differentiate, or sell?”