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Flyer: Market Overview: Insurtech
EVENT

Market Overview: Insurtech

One-timeEvent
THU MAY 28
13:00 — 16:00
Toronto, ON
Toronto, Ontario
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About

Dive into the evolving world of Insurtech - what's working, what's not, and where capital is moving. Hear from the founders, operators, and investors building (and betting on) the next generation of insurance: the startups gaining traction, the technology actually moving the needle, and the shifts incumbents can't afford to miss. Built for insurers rethinking their stack, founders raising into the category, and investors sizing up the next wave. Speakers Andrew Ostro is the CEO and co-founder of PolicyMe, as well as an expert in insurance strategy, risk management, and digital transformation. He co-founded PolicyMe in 2018 after seeing major issues in the insurance space, especially around overselling and poor customer experience, launching first as a life insurance brokerage focused on honest, advice-driven service. Andrew brings over 10 years of experience in the insurance industry working as a licensed actuary and management consultant at Towers Watson and Oliver Wyman. He has advised senior executives at the world’s largest insurance companies on strategy, digital transformations, operations, regulatory adherence, and finance/risk. More Speakers to be announced soon! Thank you to our Partner TechTO is Canada’s largest community of tech builders - connecting 60,000+ founders, operators, and investors through year-round meetups, curated dinners, peer tables, and media storytelling. Interested in learning more? techto.org. For sponsorship inquiries, reach out to partnerships@techto.org. Toronto Tech Week is a citywide celebration of the people building what’s next. From May 25–29, 2026, founders, investors, and builders come together for hundreds of community-led events across Toronto, connecting tens of thousands of people around Canadian tech. torontotechweek.com By attending the event, you consent to being photographed and recorded on video, and to receiving communications from us, including our newsletter.

Working spots nearby
Dineen Coffee Co.
Dineen Coffee Co.172 m·open
Financial District☕Café
Cost
Purch. req'd
Vibe
Buzz
Wifi
Solid
!
Outlets
Rare
Seat
Okay
Space
Spacious
Bathroom
Yes
Calls
Yes
  • OutletsLow outlet density — short sessions only.
Berczy Square
Berczy Square275 m·closed
Old Town🏨Lobby
Cost
Free
Vibe
Quiet
Wifi
Solid
Outlets
Some
Pilot Coffee Roasters
Pilot Coffee Roasters287 m·open
Downtown☕Café
Cost
Purch. req'd
Vibe
Buzz
!
Wifi
None
WeWork — 357 Bay
WeWork — 357 Bay289 m·closed
Financial District💻Coworking
!
Cost
Paid
Vibe
Quiet
Wifi
Blazing
RSVP
Sign up on the host's page.
Sign up
Working spots nearby
Dineen Coffee Co.
Dineen Coffee Co.172 m·open
Financial District☕Café
Cost
Purch. req'd
Vibe
Buzz
Wifi
Solid
!
Outlets
Rare
Seat
Okay
Space
Spacious
Bathroom
Yes
Calls
Yes
  • OutletsLow outlet density — short sessions only.
Berczy Square
Berczy Square275 m·closed
Old Town🏨Lobby
Cost
Free
Vibe
Quiet
Wifi
Solid
Outlets
Some
Pilot Coffee Roasters
Pilot Coffee Roasters287 m·open
Downtown☕Café
Cost
Purch. req'd
Vibe
Buzz
!
Wifi
None
WeWork — 357 Bay
WeWork — 357 Bay289 m·closed
Financial District💻Coworking
!
Cost
Paid
Vibe
Quiet
Wifi
Blazing
Sign up ↗
Seat
Great
Space
Spacious
Bathroom
Yes
Calls
No
  • Hidden in plain sight inside an office tower. Quiet by design but no dedicated workspaces — share the lobby with building tenants.
Outlets
Some
Seat
Bench
Space
Cramped
Bathroom
Customers
Calls
—
  • WifiWi-Fi was removed; laptops banned at the main bar.
Outlets
Plenty
Seat
Great
Space
Spacious
Bathroom
Yes
Calls
Yes
  • CostCA$59/day minimum — front desk doesn't take walk-ins without a booking.
Seat
Great
Space
Spacious
Bathroom
Yes
Calls
No
  • Hidden in plain sight inside an office tower. Quiet by design but no dedicated workspaces — share the lobby with building tenants.
Outlets
Some
Seat
Bench
Space
Cramped
Bathroom
Customers
Calls
—
  • WifiWi-Fi was removed; laptops banned at the main bar.
Outlets
Plenty
Seat
Great
Space
Spacious
Bathroom
Yes
Calls
Yes
  • CostCA$59/day minimum — front desk doesn't take walk-ins without a booking.