Pre-Seed
US
AI / ML, SaaS, B2B
How in2ition.ai Raised a $1M Pre-Seed in 3 Months From 4 Investors
A conversational AI platform for frontline teams. Two co-founders raised $1M from three angels and one VC fund in three months, approaching only eight investors.
Raise snapshot
Raised
$1M
Duration
3 months
Investors
4
Check size
$125k–500k
Valuation
$5M post SAFE
Revenue at close
$32k MRR
The investor funnel
Raise materials
The company
in2ition.ai — a conversational AI platform for frontline teams
US-incorporated, a Delaware C-corp, with US-based clients
Bootstrapped and out of stealth with paying customers before the raise
Raised — $1M from one VC fund and three angel investors
Timeline — 3 months, roughly 2.5 of them active fundraising
Founders
Team of two co-founders, Joseph and Chris
Both held director and C-level positions at several AT&T retailers
Previously founded a boutique consultancy together
Joseph published “People. Culture. Structure.: The Architecture of Execution”
The book became a #1 Hot New Release on Amazon
Pipeline and channel
Only eight investors were ever approached — the pipeline was researched like an ICP list, not sprayed.
Investors reached — five VC funds and three angel investors
Term sheets — one VC fund (20%) and all three angels (100%)
Angels first — close friends, mentors and industry peers; two calls and one referral
VC side — five funds picked for mutual thesis fit, then targeted outreach
LinkedIn played slowly — follow, read what they post, engage, then send unsolicited updates
One cold inbound fund was turned down over terms
Timeline and runway
Active fundraising — about 2.5 months inside a 3-month window
Feb 2026 — the angel checks closed
Paused from March to mid-April, deliberately, to test whether the money was needed
May 2026 — the VC check closed and the round was done
Runway at start — two years, default alive and bootstrapped
Capital was for acceleration — hiring, controls, capturing bigger accounts
Pitch deck and data room
16 to 20 documents in the data room
Existing contracts, security posture and controls, IP
System architecture, marketing system, roadmap, pitch deck
Deck modelled on decks that won — less is more, not flashy
Everything was ready from launch day, so assembling it was quick
Metrics kept defensible and easy to reach, which builds trust fast
Metrics at close
MRR at the start of the raise — $32K, fully bootstrapped
Valuation — $5M post-money on a SAFE
Round planned as four checks of $250K each
Angels — two checks averaging $250K, one split between a family office and the angel’s company
VC check — $500K, which took the last two spots
Check size range — $125K to $500K
Lessons learned
There is good money and bad money — know what strings come with the check
Do not raise to raise; raise when you see an opportunity to accelerate
Bad money builds a prison — someone else starts dictating your roadmap
Alignment first — a fund that helps rather than sits passive, angels who fill knowledge gaps
Priced the round low on purpose to close fast, and would be more cautious next time
Do not celebrate the raise — closing it is the start, not the win
“There’s good money and there’s bad money. Don’t just raise to raise.”
— Joseph Lepordo, co-founder of in2ition.ai
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