The defensibility isn't a product insight.
It's execution and team composition.
Once the engine is running, it's hard to copy. PE floor, VC ceiling. That's the bet.
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Three questions to stress-test your industry:
Can AI automate the core service, not just the back office? Still running on pen and paper? Has PE already rolled it up and pushed valuations high?
Yes, yes, no — you're in rollable territory.
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Selling software in SEA is brutal. Low adoption, low willingness to pay.
But services? People write checks for services.
Buy a fragmented services business, run it with AI, and your margins look more like a tech company than a PE play.
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What if instead of selling to customers, you just bought them? That's the AI roll-up. And it might be the most underrated GTM strategy for founders in Asia right now.
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Iterative retweeted
Selling out 40,000 seats with zero existing followers isn't a content strategy, it's @CloutedHQ's formula for an era of distribution-first marketing.
"The only thing remaining valuable is distribution and
data. The Clouted team has built real infrastructure for a problem that every brand and creator in the world has but nobody has solved at this level." @lessin
Today, Clouted is announcing their $7M round led by us, alongside @GoldHouseCo, @weekendfund, @ZVC_Official, @GondorCapitalIO, @IterativeVC, @AppWorks,@_surgeahead, and @speedrun.
Right now, she still goes line by line in Airtable to check his work. The day she stop doing that is the day our “intern” graduates. Building with AI is a skill. You only get better by doing it.
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Train via comparison, not rules. She’d write her own version of a ticket, ask him to compare, and tell him to apply what he noticed. It was easier than explaining every rule or preference from scratch.
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Write a job description. Outline responsibilities, what success looks like, what the “intern” would monitor. That onboarding doc becomes your dev roadmap.
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Build the system before you build the AI. She initially tried doing both at the same time, but you can't train an agent on a process you haven't figured out yourself. Run it manually for two weeks first. Then hand it off.
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Our portfolio manager built an AI intern to help manage support for our 380+ portfolio founders. She said training him felt a lot like training a human one. Except he doesn't make the same mistake twice. Here's what she learned: 🧵
Iterative retweeted
Life of building @GrovioAI ⚡️
3 pm Taking a session with our community members at @ns onboarding users !
7 Pm travelling to meet other founders and funds in Singapore 🇸🇬
@NUSingapore @IterativeVC
Is the founder journey lonely? Sometimes.
One big reason is pressure to look put together in front of customers, teams, and investors
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🚨 We're less than 5 days away from the end of year deadline. If you'd like for us to invest before the year ends, apply by Monday, 8 December. bit.ly/3KxvMVh
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Many founders think they need to present this polished, flawless version of themselves... but everyone that interviews you at Iterative has been a founder before, so they know what it really takes to build a startup.
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Waffle's founders tried (A), then admitted they didn’t know the answer (B), and asked Hsu Ken if he had any advice on how to tackle the question. That moment of vulnerability didn’t hurt them. In fact, Waffle was later accepted into the S22 batch.
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You're at Iterative's final interview and you don't know the answer. What do you do?
A. Bluff your way through
B. Say you don't know
C. Quit the call and never come back
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🇸🇬 Interview in person, hear back by EOD
Fundraising is a LOT of waiting to hear back. For our upcoming W26 batch, we want to move fast: we're trying a small number of in-person interviews in Singapore, where you'll hear back from us on the day itself.
Link in replies 📌
Agree or disagree: the best way to become a great founder is to expose yourself to other great founders
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