23 | GP @ @dfruitventures
Toronto, Ontario
Joined September 2025
- Tweets112
- Following144
- Followers53
- Likes119
Matt Shoss retweeted
a canadian fintech is worth $13.8b, it's profitable, and it's not in a hurry to ipo.
i'm keeping this screenshot for the next person who tells me i have to move to sf
first bank of canada hike since 2023. curious if it actually changes anything at pre-seed. my guess is no.
ai agents for the most boring jobs in the building raised $157m in the last 24h:
casap $56m for card disputes
@HyphenateAI $45m for month end close
@fragmentdata $56m for procurement exceptions
you don't need to be flashy to get paid.
a canadian fintech is worth $13.8b, it's profitable, and it's not in a hurry to ipo.
i'm keeping this screenshot for the next person who tells me i have to move to sf
Matt Shoss retweeted
AI made everything faster. Love is the one thing it shouldn't rush.
Introducing Inyo: your personal matchmaker that lives in iMessage.
No feed to scroll. Nothing to swipe. You just text.
Inyo gets to know you the way a close friend does, including the patterns you can't see yourself. Then, every few days, it introduces you to someone who fits.
Two separate lives. One introduction.
We're live in NYC, SF, LA, and Toronto. Comment "Inyo" and I'll send you an invite.
Matt Shoss retweeted
Today we're launching Papermark Agents 🚀
An MCP server, API and CLI that let agents run your data room.
▪️Create a deal room from scratch
▪️Who viewed my pitch deck this week?
▪️Set up a buy-side M&A room in 30 seconds
We're setting the data room standard!
Building startups in public? ✅
Building a VC in public…?
episode one of building @dfruitventures is out on YouTube.
Matt Shoss retweeted
Most tech panels are boring. So we're putting the audience on stage instead.
On September 10, I'm co-hosting a debate night with @dfruitventures. This will be a live, Jubilee-style debate show where the audience is the cast.
We're running 5 ten-minute rounds around spicy takes like "AI is bad for humanity," where you step up, defend your side on camera, and let the room vote on who made the stronger case.
If you're a founder, builder, or investor with a real opinion on AI, careers, and whether being in SF still matters, this is your time to shine.
Before the event, I'll give you a call to learn what you're working on and who you want to meet so I can line up the right introductions before you even walk in.
Register using the link in the comments below.
(Spots are limited and approval-based)
we’re writing $25k checks into pre-seed founders building in:
- consumer tech
- b2b2c
- marketplace
drop a one liner with what you’re building below 👇
