Sam Liebeskind

The great harmony of community isn’t when everyone has equal everything. It’s when responsibility, investment, stake, and trust are aligned. You want the people who are most invested, most trusted, and most accountable to be taking on more responsibility and more decisions. You want people to feel empowered to make decisions without everyone’s... See more

14. If you win every debate, you’re probably accumulating silent resistance.

I’ve learned to be suspicious of my own certainty. When I “win” too easily, something is usually wrong. People stop fighting you not because you’ve convinced them, but because they’ve given up trying - and they’ll express that disagreement in execution, not meetings.

Real... See more

13. The work that makes other work possible is priceless - and invisible.

Glue work - documentation, onboarding, cross-team coordination, process improvement - is vital. But if you do it unconsciously, it can stall your technical trajectory and burn you out. The trap is doing it as “helpfulness” rather than treating it as deliberate, bounded,... See more

The quest for perfection is paralyzing. I’ve watched engineers spend weeks debating the ideal architecture for something they’ve never built. The perfect solution rarely emerges from thought alone - it emerges from contact with reality. AI can in many ways help here.

First do it, then do it right, then do it better. Get the ugly prototype in front... See more