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Mikhail Parakhin

Executive Chairman of the Board (investor) · Toloka

Former Yandex CTO and ex-CEO of Microsoft's Advertising and Web Services (Bing), who became Shopify CTO in 2024 and joined Toloka as executive chairman when he co-invested in the May 2025 Bezos-led round. Gives Toloka senior big-tech credibility with lab and enterprise buyers.

medium confidenceAt Toloka since 2025Updated 2026-09-19

Background

Physicist by training (MEPhI). Yandex CTO 2015-2019, overlapping with Toloka's growth inside Yandex; Microsoft 2019-2024 leading Bing and advertising/web services; Shopify CTO from Aug 2024.

What they run now

Board-level strategy and investor; Shopify ties show up in Toloka's work (e.g., 2026 Shopify Tangle case study).

Career

  1. 2025 – presentExecutive Chairman, Toloka
  2. 2024CTO, Shopify2026 status not verified
  3. 2022 – 2024CEO, Advertising and Web Services, Microsoft
  4. 2015 – 2019CTO, Yandex
  5. 1994-2000National Research Nuclear University MEPhI, Master's, Physics of High Energy Particle Beams

On the record

Expert data demand · 2025-05

Said demand for world-class AI data expertise is more urgent than ever and Toloka is well placed to meet it. source

Connections

Investments and boards

  • Toloka (chairman)
  • Fennel AI (per Crunchbase)

Who they amplify

Accounts whose posts Mikhail has reposted recently: Olga Megorskaya, Toloka, Bobby Morrison, Anna Veronika Dorogush.

Why it matters here

Little direct relevance to a small specialist; relevant as the link between Toloka and Shopify (a commerce/design-heavy buyer) and as a signal of Toloka's governance.

How to reach

Not a realistic cold contact; reachable only through Toloka leadership.

What we could not establish
  • Whether he is still Shopify CTO in 2026
  • X handle not verified

Sources

  1. Crunchbase – Mikhail Parakhin
  2. Toloka fuels next stage of growth with investment led by Bezos Expeditions (May 2025)
  3. Silicon Canals: Toloka raises €64M led by Jeff Bezos
  4. ODSC: Jeff Bezos leads $72M investment in Toloka
  5. Toloka x Shopify Tangle CV parser case (Jul 15, 2026)