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Thomas Hamilton

Co-founder, Flexpa

Health Tech

Thomas Hamilton is a co-founder of Flexpa, the patient-data API company that launched in 2021 as Automate Medical, where LawNext named him co-founder and COO. Before that he was employee #1 and VP of strategy and operations at ROSS Intelligence, the legal AI startup, and a regulatory and commercial lawyer at Dentons. He studied law at McGill University.

Thomas hasn’t spoken on a TechTO, TechVancouver or TechWaterloo stage. This profile is here because Thomas co-founded Flexpa, which appears in 2 talks in the archive.

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Quick answers

Who is Thomas Hamilton?

A co-founder of Flexpa. LawNext reported on March 19, 2021 that he joined Andrew Arruda (CEO) and Joshua Kelly (CTO) as co-founder and COO of Automate Medical, the company that became Flexpa. Flexpa's own founders page, last edited in July 2023, also lists him as COO.

What did Thomas Hamilton do before Flexpa?

Flexpa's founders page (last edited July 2023) says he was employee #1 and VP of strategy and operations at ROSS Intelligence (YC S15), where he led operations, customer success, sales and marketing, and before that a regulatory and commercial lawyer at Dentons. LawNext interviewed him in that ROSS role in April 2018.

How does he know his Flexpa co-founders?

Pear Healthcare Playbook reported in September 2022 that Andrew Arruda lived with Josh Kelly and Tom Hamilton in college, and that Hamilton was employee #1 at Arruda's previous startup, which Flexpa's founders page identifies as ROSS Intelligence.

Where did Thomas Hamilton study?

Legal Talk Network's guest page, checked in September 2026, says he studied at McGill University's faculty of law and trained at Dentons.

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Maintained by TechTO · facts sourced and dated · last reviewed Sep 16, 2026