Tarun Upaday.

Founder, Routespring — building the AI layer for airline crew operations

Field notes from an AI pivot in B2B travel.

Real ARR.·Real customer stakes.·Real decisions, as they happen.

Recent Dispatch

  • Tim Cook's legacy.

    Most CEOs leave too late. Cook's real legacy isn't the products — it's the restraint, and the impeccable timing on the way out.

    Apr 23, 2026 · Thinking in Public

  • 2 things every good startup needs

    Robert Scoble has a great article today on his take on mistakes startups make .

    Nov 21, 2009 · Thinking in Public

  • when good people resign (to join you)

    What should you do after you make an offer to hire an A+ player from a big company for your small startup? Mark Suster - as part of his startup series - talks about how bigger companies roll out the red carpet when a good employee resign to keep him/her from leaving. This is an all too familiar pheno

    Nov 18, 2009 · Thinking in Public

  • Why web designers are over-rated

    Wired did a competition inviting designers to improve craigslist .

    Sep 28, 2009 · Contrarian

Off Duty

3D printing experiments, books finished, long drives, and the occasional robotics-coaching diary. Everything that isn't the cockpit.

See off-duty →