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Sam Pajot-Phipps

Co-founder and CEO, Courtyard AI

AI

Sam Pajot-Phipps is chief executive of Courtyard AI, the Toronto company that structures a small business's information so AI assistants can answer questions about it. He co-founded its predecessor, goConfirm, with Kirk Simpson and Peter Carrescia, and Simpson has credited him with the idea for Courtyard. He was earlier at Moves Financial and Deloitte.

Sam hasn’t spoken on a TechTO, TechVancouver or TechWaterloo stage. This profile is here because Sam co-founded Courtyard AI.

Quick answers

What is Sam Pajot-Phipps's role at Courtyard AI?

Chief executive. Kirk Simpson told a TechTO audience in June 2026 that Sam is the CEO of Courtyard and came up with the idea out of goConfirm. Courtyard's own site names no titles, though its blog carries his byline alongside Peter Carrescia's (2026-06-30).

Is he a co-founder?

He co-founded goConfirm, the venture Courtyard grew out of: a goConfirm release on 2025-09-03 quotes him as its chief executive and co-founder. The Logic reported on 2025-11-21 that goConfirm's three co-founders, Simpson, Carrescia and Pajot-Phipps, were building a new AI venture together. No independent page yet uses the words co-founder of Courtyard.

What happened to goConfirm?

BetaKit described goConfirm on 2024-04-24 as a Toronto-based identity-verification platform. Simpson said on the TechTO stage in June 2026 that he could not make the consumer business work, and The Logic reported the app's shutdown on 2025-11-21.

What did he do before goConfirm?

The Logic describes him as a Moves Financial alum. In January 2017 his Bitcoin Magazine author bio gave him as a consultant at Deloitte based in Calgary.

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Maintained by TechTO · facts sourced and dated · last reviewed Oct 13, 2026