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March 28, 2026
Good morning, Crowd.
It's Alberto.
Happy Saturday — here are the 5 deals worth paying attention to this weekend.
AI scams just got smarter than humans. One startup raised $375 million this week to fight back with better AI.
VCs deployed $788 million across these five companies in the last seven days. The pattern? Privacy, productivity, and infrastructure. Everything AI touches, it changes.
Read time: 5 minutes
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PRIVATE MARKETS
Deal #1: Cloaked
Cloaked just raised $375 million at a valuation that puts total funding over $400 million.
What they do: Privacy platform that creates virtual identities (burner emails, phone numbers, passwords) + AI-powered scam detection.
The numbers: 350,000 users. 10 million identities disguised. 1 billion records removed from data brokers. 40 million scam calls blocked.
Series B led by General Catalyst and Liberty City Ventures.
Why it matters right now: AI scammers are beating humans. Deepfake calls, phishing that sounds real, data breaches accelerating. Cloaked's betting privacy becomes mandatory, not optional.
PRIVATE MARKETS
Deal #2: Granola
Granola raised $125 million Series C at a $1.5 billion valuation — 6x higher than 10 months ago.
What they do: AI meeting notetaker that runs on your computer (no bots joining calls). Transcribes meetings, generates notes, makes everything searchable.
The growth: Revenue up 250% last quarter. Customers include Vanta, Gusto, Asana, Mistral AI.
Led by Index Ventures and Kleiner Perkins.
Why it matters right now: They just launched enterprise APIs that turn meeting transcripts into "company memory" for AI agents. Your meetings become data infrastructure.
PRIVATE MARKETS
Deal #3: Dash0
Dash0 closed $110 million Series B led by Balderton Capital.
What they do: Cloud observability platform — monitors infrastructure, catches bugs, tracks performance.
Why it matters right now: Every AI company needs infrastructure monitoring. As models get bigger and more complex, observability becomes critical. Dash0 is the picks-and-shovels play.
Premium members got full access to the investment memo for these deals.
Full thesis, financials, risk analysis, and direct investment link.
$40/month gets you in every week. Plus early access to pre-IPO deals (SpaceX, OpenAI, Plaid) before they hit public markets.
PRIVATE MARKETS
Deal #4: Gimlet Labs
Gimlet Labs raised $80 million Series A from Menlo Ventures.
What they do: AI development tools for machine learning teams.
The steady play: Series A at $80M signals product-market fit. Menlo Ventures (backed Uber, Roku, Hotjar) leading = validation.
Why it works: Not flashy. Not hyped. Just a solid AI infrastructure company growing quietly while everyone chases OpenAI.
PRIVATE MARKETS
Deal #5: Doss
Doss secured $55 million Series B led by Madrona.
What they do: Data operations platform (helps companies manage, clean, and use data better).
Why this is the sleeper pick: Everyone's building AI. Nobody's fixing the messy data underneath. Doss solves the unsexy problem nobody talks about — but everyone needs.
The bet: AI only works if your data works. Doss makes data work.
This one is this week's under-the-radar pick.
Have a great weekend.
See you Sunday with the week's biggest private market stories.
Alberto.
Sources
PitchBook: AI startup valuations and round sizes