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Jaimie Grossman

Chairman & Co-Founder, Jiffy

Home services marketplaceToronto

Jaimie Grossman is chairman and co-founder of Jiffy, a Toronto company that books pre-vetted trades — plumbers, electricians, appliance technicians — for same-day home jobs at a price set up front. Grossman co-founded Jiffy in 2015 with Paul Arlin and Ryan Shupak. Intact Financial acquired Jiffy in November 2024; it still operates under its own brand.

Jaimie hasn’t spoken on a TechTO, TechVancouver or TechWaterloo stage. This profile is here because Jaimie co-founded Jiffy, which appears in 3 talks in the archive.

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Quick answers

Who founded Jiffy?

BetaKit reported on 2016-08-04 that Jaimie Grossman is a co-founder of Toronto-based Jiffy, quoting him on the company's early, lean operations. Jiffy's own team page, checked 2026-09-25, lists him as Chairman and Co-Founder alongside Paul Arlin (Chief Marketplace Officer) and Ryan Shupak (CEO).

What is Grossman's role at Jiffy today?

Jiffy's own team page, checked 2026-09-25, lists Jaimie Grossman as "Chairman Co-Founder."

What happened to Jiffy?

Insurance Business reported on 2024-11-15 that Intact Financial had acquired the home-maintenance app Jiffy. Jiffy's own site, checked 2026-09-25, is still live under the Jiffy brand and still lists its original founding team.

How did Jiffy get started?

Jiffy's own site, checked 2026-09-25, says its founders were new homeowners who could not get a trade to call them back for a small job, which pushed them to build a dispatching app connecting homeowners directly with vetted trades.

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Maintained by TechTO · facts sourced and dated · last reviewed Sep 25, 2026