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Ryan Shupak on the TechTO stage

Ryan Shupak

President of Jiffy & VP, Intact, Jiffy

MarketplaceTorontoOn TechTO stages since 2020

Ryan Shupak co-founded Jiffy, the Toronto marketplace that connects homeowners with licensed trades, in 2015 after three years in investment banking and one bad experience hiring pros for his first house. Intact Financial acquired Jiffy in November 2024; he stayed on as its president and a vice president at Intact.

On the TechTO stage ×1

First seen on the TechTO stage in 2020. Every talk is searchable — ask the archive about Ryan

In their words

you want to go fast once you get into these markets but that takes a lot of courage and capital

TechTO Together, Sep 2020 · watch at 08:08

can you make money on a customer can you make money on a market and then can you make money in multiple markets

TechTO Together, Sep 2020 · watch at 05:56
A few quotes can’t cover everything Ryan said on the TechTO stage. 1,600+ talks are searchable.Ask about Ryan

Around the web ×1

Quick answers

What is Ryan Shupak known for?

Co-founding Jiffy in 2015 and running it to a 2024 acquisition by Intact Financial. He is now president of Jiffy and a vice president at Intact.

What was his TechTO talk about?

How Jiffy built a local marketplace without the usual chicken-and-egg problem, which metrics investors actually asked for, and how it chose which city to open next. A July 2020 TechTO Together fireside.

Why did Jiffy not have a supply problem?

Its supply was already licensed and already working — plumbers and electricians did not have to change careers to join, only to accept or decline jobs, as he explained on the TechTO stage in 2020.

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Maintained by TechTO · facts sourced and dated · last reviewed Aug 2, 2026