"I think that's the single best piece of advice: constantly think about how you could be doing things better and questioning yourself"

A call to relentless self-improvement runs through this line: treat every outcome as a prototype, every habit as editable, every assumption as a draft. Progress comes from a disciplined refusal to be satisfied with the last solution. The emphasis isn’t on perfectionism but on iteration, shortening the distance between doing, learning, and doing again. It’s a growth mindset sharpened by skepticism: if a result is good, ask why; if it’s bad, ask why; and then ask how to make the next version better.

This stance depends on humility. You have to assume you’re missing something and build systems that surface what it is. That means seeking candid feedback, measuring what matters, running small experiments, and performing post‑mortems even when things seem to work. It also means breaking problems down to first principles, stripping away inherited assumptions, costs of tradition, and the inertia of “we’ve always done it this way.” The goal is to replace default thinking with designed thinking.

There’s a boundary between constructive questioning and corrosive self‑doubt. Productive self‑interrogation is tethered to evidence and action: set hypotheses, time‑box evaluations, and ship the next iteration. Unproductive rumination spins without testing. A practical safeguard is to separate identity from ideas, treat your strategies as artifacts to be refined, not reflections of your worth. Curiosity, not self‑flagellation, is the fuel.

Adopted consistently, this mindset compounds. Tiny improvements across processes, tools, and habits create outsized results. It makes teams antifragile by turning failures into data and success into baselines. It applies beyond startups: refining a lesson plan, a workout, a budget, a design, a relationship. The habit is simple and demanding: ask the better question, invite the uncomfortable insight, make the next change. Progress favors those who keep moving the bar, especially when no one else is asking whether the bar is in the right place.