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Justin Bailie on the TechTO stage

Justin Bailie

Co-founder & President, Rose Rocket

LogisticsTorontoOn TechTO stages since 2015

Justin Bailie is a co-founder and President of Rose Rocket, the Toronto company building transportation management software for trucking carriers and 3PLs. It went through Y Combinator in 2016 and has raised US$69M. He told his founder story on the TechTO Founder Journey stage in April 2024.

On the TechTO stage ×1

First seen on the TechTO stage in 2015. Every talk is searchable — ask the archive about Justin

In their words

the ones who make it are the ones who last. And you just kind of keep going.

TechTO Founder Journey, Apr 2024 · watch at 02:42

none of us really know what we're doing, but we don't even know what we're signing up for when we start.

TechTO Founder Journey, Apr 2024 · watch at 03:23

I think being naive at the beginning is pretty good.

TechTO Founder Journey, Apr 2024 · watch at 03:40
A few quotes can’t cover everything Justin said on the TechTO stage. 1,600+ talks are searchable.Ask about Justin

More from TechTO ×2

Around the web ×1

Quick answers

What is Justin Bailie known for?

Co-founding Rose Rocket, a Toronto transportation management software company for trucking fleets and 3PLs, where he is President.

What did Justin Bailie speak about at TechTO?

He was the guest on The Founders Journey (LIVE) in April 2024 — a long-form conversation about building Rose Rocket.

How much has Rose Rocket raised?

US$69M in total, including a US$38M Series B led by Scale Venture Partners in June 2023.

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