THE 416Toronto Startups

Wednesday, September 23, 2026 · Vol. 416 · Toronto

Watch

Unicorn watch

6 companies the city treats as billion-dollar gravity — still headquartered, or heavily staffed, here: Wealthsimple, Cohere, 1Password, ApplyBoard, Tenstorrent, Shopify Toronto.

Financial District
WE

Wealthsimple

Investing, taxes, and cash for the rest of us.

FintechFinancial DistrictUnicornHiring

King West
CO

Cohere

Frontier language models, shipped from Toronto.

AIKing WestUnicornHiring

Waterfront
1P

1Password

The password manager that became infrastructure.

SecurityWaterfrontUnicornHiring

Waterloo
AP

ApplyBoard

Education without the border.

EdtechWaterlooUnicornHiring

North York
TE

Tenstorrent

AI chips from the city that used to make phones.

HardwareNorth YorkUnicornHiring

King West
SH

Shopify Toronto

The Ottawa giant’s second city.

CommerceKing WestUnicornHiring