Who I am…

I've spent a decade as a senior operations leader inside one of the most deliberately designed company cultures in the world, with a vantage point most operators never get: legal, tax, finance, product, engineering and content, across the entire business.

What I learned there, and what I practice personally, is the same discipline: write down how you decide, remove what doesn't serve the work, and protect the conditions under which people do their best thinking. You can find my personal Principles here, and I look forward to working on yours, together.

— KO

Otterstein Advisory is that discipline, offered to companies at consequential moments.

Who I help…

  • Smart, capable teams that are over-specialized and stuck solving problems too narrowly.

  • Leaders facing novel or ambiguous challenges where established playbooks no longer apply.

  • Organizations where growth has outpaced their ability to coordinate, prioritize, and execute calmly.

  • Socio-technical problems that are being treated as purely technical or purely people issues.

  • Change efforts that stall because insight exists, but integration across perspectives does not.

Who I choose not to help…

  • Organizations looking for a quick fix, a scapegoat, or external validation.

  • Leaders who default to replacing people instead of helping them succeed.

  • High-control environments where inflexibility or blame substitutes for leadership.

  • Companies that prioritize optics, speed, or certainty over learning and long-term health.

Contact us

Interested in working together? Fill out some info and we will be in touch shortly. We can’t wait to hear from you!