My Professional Operating System

My Professional Operating System

How I Thrive and What Drives My Best Work

What I Love

  • Collaborative Teams: Small, aligned teams with camaraderie and shared purpose, connecting on culture (books, shows, games).
  • Creative Exploration: High-concept brainstorming, diving into "what-ifs," and the discovery process of product work.
  • Consistent Shipping: Fast-paced (but not frantic) environments that deliver value to users in predictable iterations.
  • Lean Environments: Just enough people to make meaningful change without the slowdown of bureaucracy or "death by committee."
  • Facilitating Discussion: Running workshops to uncover problems and learn what needs to be done.

What I Dislike

  • Engineering-led Mandates: Prioritizing tech-debt over validated product priorities.
  • Instability & Lack of Focus: Frequent re-orgs, layoffs, and unclear direction from leadership.
  • Toxic Behavior: Inflexible individuals who undermine authority or reputation through back-channels.
  • Meeting Overload: More than 6 meetings a day, leaving no time for deep, meaningful work.
  • Remote Isolation: Working solely remote with no budget or opportunity for in-person collaboration.
  • Invisible Decision Making: Key choices made without transparency or clear rationale.

Must Haves

  • Meaningful impact on revenue and customers.
  • Learning, growth, and mentorship opportunities.
  • Fast, iterative team culture that ships.
  • Cohesive team dynamics with mutual respect.
  • Leadership that respects product as a discipline.
  • Lean, empowered teams without bureaucracy.
  • Quarterly in-person collaboration with a travel budget.

Must Not Haves

  • Toxic back-channeling or undermining behavior.
  • Engineering-only agendas killing product priorities.
  • Chronic instability (re-orgs, unclear direction).
  • Work without impact on OKRs, revenue, or users.
  • Overloaded schedules with endless meetings.
  • Total isolation (fully remote with no collaboration).
  • Purely internal tooling with no customer impact.