Curtis Stiles

International Market Expansion & GTM | Senior Solutions Engineer @ Watershed

Location n/a
Watershedex-HYPRex-Volvo Cars

I specialize in launching new markets and building GTM playbooks from the ground up. I currently lead Watershed's expansion in the UAE in addition to directly supporting NAMER and EMEA sales and product teams.

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Previously I was the first GTM hire for Watershed's marketplace business, scaling it from inception, hiring the founding team, and transitioning ownership once it was established. Prior to Watershed, I was the first hire at HYPR, a mobility startup applying reinforcement learning AI to self-driving vehicles.

Career TimelineNOW → PAST

GTM Index

  1. WATERSHEDJOB
    1. Senior Solutions Eng
      1Y 6M
    2. Solutions Eng
      1Y 3M
    3. Marketplace Lead, First GT…
      1Y 8M
  2. UBERJOB
    1. Operations Lead, New Verti…
      6M
  3. HYPRJOB
    1. First hire, Head of Operat…
      2Y
  4. VOLVO CARSJOB
    1. R&D Analyst
      1Y

Time in market 8Y 3MOpen 1Closed 5Stints 6

gtmindex.io/p/curtisstiles

  1. Job: HYPR — First hire, Head of Operations · 2019-07 – 2021-07
  2. Job: Watershed — Senior Solutions Engineer · 2025-02 – present
  3. Job: Volvo Cars — R&D Analyst · 2018-05 – 2019-05
  4. Job: Watershed — Marketplace Lead, First GTM Hire · 2022-03 – 2023-11
  5. Job: Uber — Operations Lead, New Verticals · 2021-09 – 2022-03
  6. Job: Watershed — Solutions Engineer · 2023-11 – 2025-02

No playbooks indexed for this profile yet.