The people
What they build
Open roles via the TechTO Job Board
Working at Flexday
Browse open roles across the community on the TechTO Job Board — Canada’s most connected tech network. Flexday’s roles show up here whenever they post.
Open roles on the TechTO Job Board ↗Or their own careers page: flexday.com/careers ↗Jobs live on jobs.techto.org — the only structured source. We link to it rather than scraping career sites, so the board is always the source of truth.
On the TechTO stage
Every talk is searchable — ask the archive about Flexday ↗
About
Flexday started from a simple mismatch: restaurants that only open for dinner sit empty all day, and people working from coffee shops cannot reliably get a seat or a power outlet. Founder Justin Raymond — who had earlier launched the taxi-hailing app Hailo in Canada — built a service that partners with those restaurants, installs enterprise-grade wi-fi, guarantees a power outlet within reach of every seat and includes unlimited coffee and tea, with members booking a spot through an app. Two team members demoed it at TechTO in July 2018 when the company was less than a year old, pitching it against both the coffee shop and the cost of Toronto commercial real estate. Retail Insider and the Toronto Guardian covered the model as a way to use under-utilized retail space. The company has since moved up-market: it now sells Flexday Suites — full private offices with bookable meeting rooms, priced by the day or by the month — alongside the day-pass workspace it started with.
Backers
No outside investment could be sourced from public reporting.
More from TechTO ×1
Quick answers
What does Flexday do?
It converts underused commercial space into bookable workspace — originally dinner-only restaurants opened as daytime offices with enterprise wi-fi, power at every seat and unlimited coffee — booked through an app.
Who founded Flexday?
Justin Raymond, who had previously launched the taxi-hailing app Hailo in Canada. The company was less than a year old when it demoed at TechTO in July 2018.
What does Flexday offer now?
Alongside day-pass workspace it sells Flexday Suites: private team offices with bookable meeting rooms, priced by the day or the month.
