Matt Shoss (@MattShoss) header
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23 | GP @dfruitventures investing pre-seed & seed

Toronto, Ontario
Joined September 2025
Photo by Matt Shoss (@MattShoss)Photo by Matt Shoss (@MattShoss)Photo by Matt Shoss (@MattShoss)Photo by Matt Shoss (@MattShoss)Photo by Matt Shoss (@MattShoss)Photo by Matt Shoss (@MattShoss)Photo by Matt Shoss (@MattShoss)Photo by Matt Shoss (@MattShoss)Photo by Matt Shoss (@MattShoss)Photo by Matt Shoss (@MattShoss)
This is absurd.
🚨 BREAKING: Today we killed agentic AI. I just watched my Mac finish a 16-hour workday in 183 seconds. This is absurd.
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vc twitter wants to leave granola and the only thing stopping them is a year of meeting notes nitter.cf/KDHabibi/status/211513…
VC / tech crowd: what alternative to Granola are you using? Very unhappy that Granola keeps my notes hostage, so want to switch something more open.
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Matt Shoss retweeted
the dating app of the future is a blind date your ai already vetted. if you’re building it, we want to chat.
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the dating app of the future is a blind date your ai already vetted. if you’re building it, we want to chat.
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VC doesn't pay extra for being right 5 years too early. @OmarKabir19 on how we think at Draginfruit Ventures nitter.cf/OmarKabir19/status/210…
humans are pretty simple. we want to get places, fall in love, feel safe, have fun. the products we build for that keep getting more complicated. we wrote down how we think about investing in consumer AI. it starts with the simple part 👇
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yc says sell the work, not the tool. we're writing $25k pre-seed checks to founders doing this. drop it below 👇
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most founders pitch me ai for people who already use chatgpt. my mom is never writing a prompt. build for her
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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
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ps. we invest in pre-seed & seed. shoot me a follow and a DM :)
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the @ycombinator w27 apps close nov 2 at 8pm pt. on average 40% of each batch is just an idea. if you've been "polishing the deck" for 3 months, just apply
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the tech keeps changing. but what people want hasn't really moved in 2,000 years. getting places, falling in love, feeling safe, having fun. most consumer ai pitches i see forget the second half.
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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
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first bank of canada hike since 2023. curious if it actually changes anything at pre-seed. my guess is no.
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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.
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Replying to @_andycho
Proud to be a part of this 😎
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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.
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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!
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nobody in corgi cafe knows I’m writing pre-seed checks :(
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