On the TechTO stage ×1
First seen on a TechTO stage in 2026. Every TechTO talk is searchable — ask the archive about Liza ↗
In their words
Even though 90% of transactions happen on cards in Canada, 90% of dollars actually move on really legacy systems like cheque and EFT — and in 2022 I was still writing cheques to pay my landlord.
If an investor doesn't want to invest in your business, they will find every single excuse not to — the market is maybe too big or too crowded or too small. Really, it comes down to your personal conviction on what you're building.
This is a very hard place to work. It's not for everybody. But this is what I believe is going to build the next massive company here, and this is how I'm going to do it.
Around the web ×5
Quick answers
What does Chexy do?
Chexy lets people and businesses pay typically 'uncardable' expenses on their credit cards. It started with rent and is expanding into property tax, utilities, income taxes, and B2B supplier payments. By mid-2026 it had hundreds of thousands of customers and had just crossed $2 billion in annualized processing volume, with a target of $10 billion annualized.
How did the idea for Chexy come about?
While leading finance and strategy for Square in Canada, she saw that 90% of Canadian transactions happen on cards yet 90% of dollars move on legacy rails like cheque and EFT — in 2022 she was still writing cheques to pay her landlord. Chexy launched with rent, then found demand across other categories.
Who has invested in Chexy?
She has raised three rounds, all led by US investors, most recently a Series A about two months before this June 2026 talk. Khosla Ventures — not even on her original investor list — ended up closing her deal, and she says there isn't a single Canadian VC on the cap table.