People, every show

Jay Madheswaran

Founder and CEO, Eve. On 1 show, 1 appearance. The Shows tab opens the full record on each.

founderexecutiveengineerinvestorLinkedIn ↗eve.legal ↗

Jay Madheswaran is the founder and CEO of Eve, an AI platform automating workflows for plaintiff law firms. Previously, he was an engineer at Facebook, head of product engineering at Rubrik, and an investment partner at Lightspeed Venture Partners.

1shows
1appearances
22statements
2resolved
1supported
0contradicted
50%fully supported
1said about them ↓

Everything Jay Madheswaran said on any show that made the record, most notable first. Each card names its show and opens the statement there.

PRODUCT MARKET FIT Assertion Supported
Madheswaran: EvenUp relied on offshore labor before layering in AI
“Versus even for the time was kind of done by offshore human labor on two very specific tasks. And they're now layering in AI.”
Jay Madheswaran Feb 10, 2026 ▶ 32:27 How I grew to $3M ARR in 6 months—& to a $1B valuation in 2 years. | Jay, Founder of Eve Legal · PMF Show
Madheswaran: Plaintiff Lawyers Share Tool Recommendations Outside Their Local Markets
“They are competitors, but they're competitors locally, right? So if you look at it, you know, in, I don't know, Los Angeles, in one neighborhood, there might be two or three personal injury labor and employment attorneys. Representing that area. They'd be comp…”
Jay Madheswaran Feb 10, 2026 ▶ 43:56 How I grew to $3M ARR in 6 months—& to a $1B valuation in 2 years. | Jay, Founder of Eve Legal · PMF Show
Madheswaran: Fundraising requires triggering VC greed then reducing perceived risk
“You know, they want some level of greed to be clicked on. It's like, oh, If they do this, I can see why they would make a lot of money and make me a lot of money. And you have to then, once you do that, reduce risk, right? Basically show a through line between…”
Jay Madheswaran Feb 10, 2026 ▶ 10:02 How I grew to $3M ARR in 6 months—& to a $1B valuation in 2 years. | Jay, Founder of Eve Legal · PMF Show
Madheswaran: Generative AI cannot reach 99.9% document extraction accuracy alone
“That's where it gets harder. You know, when you're chasing from 99% accuracy to 99.9. Gen AI still doesn't fully help with that. So you still have to kind of do more typical machine learning”
Jay Madheswaran Feb 10, 2026 ▶ 12:38 How I grew to $3M ARR in 6 months—& to a $1B valuation in 2 years. | Jay, Founder of Eve Legal · PMF Show
Madheswaran: Eve AI directly talks to, qualifies, and signs legal clients
“And now Eve actually literally talks to the client, which is kind of cool, you know, helps get them signed and qualifies them without violating any laws. Like you can't accidentally do unauthorized practice of law.”
Jay Madheswaran Feb 10, 2026 ▶ 15:45 How I grew to $3M ARR in 6 months—& to a $1B valuation in 2 years. | Jay, Founder of Eve Legal · PMF Show
Madheswaran: LLMs made automating hundreds of bespoke workflows economically feasible
“And you have to take that and convert that into those hundred bespoke workflows. Which was economically unfeasible before LLMs, but with LLMs, we saw that we were actually able to go deep into the workflows, and as a result, provide more value for the firms, a…”
Jay Madheswaran Feb 10, 2026 ▶ 19:54 How I grew to $3M ARR in 6 months—& to a $1B valuation in 2 years. | Jay, Founder of Eve Legal · PMF Show
Madheswaran: Scaling to hundreds of millions in revenue required higher ACV
“The only economically feasible way for us to continue growing to hundreds of millions of dollars in revenue was to go increase for ACV. So our sales productivity go up and be able to continue to hire.”
Jay Madheswaran Feb 10, 2026 ▶ 21:43 How I grew to $3M ARR in 6 months—& to a $1B valuation in 2 years. | Jay, Founder of Eve Legal · PMF Show
PRODUCT MARKET FIT Assertion Not checkable as stated
Eve saw an 80% cold outreach response rate from Am Law 100
“Like I think I messaged all AMLA 100 and funnily enough, back then we had 80% response rate to cold outreach.”
Jay Madheswaran Feb 10, 2026 ▶ 27:33 How I grew to $3M ARR in 6 months—& to a $1B valuation in 2 years. | Jay, Founder of Eve Legal · PMF Show
Madheswaran: Defense law firms adopt AI slower due to higher mistake costs
“On the defense side, you actually do retain customers. So the cost of a mistake is actually much higher. People tend to be a lot more conservative as well.”
Jay Madheswaran Feb 10, 2026 ▶ 30:24 How I grew to $3M ARR in 6 months—& to a $1B valuation in 2 years. | Jay, Founder of Eve Legal · PMF Show
Madheswaran: Big Law offered Eve up to $1M for bespoke AI work
“There were still big law firms willing to spend hundreds of thousands of dollars to a million dollars to us on bespoke kind of almost consulting like engagements, right?”
Jay Madheswaran Feb 10, 2026 ▶ 30:37 How I grew to $3M ARR in 6 months—& to a $1B valuation in 2 years. | Jay, Founder of Eve Legal · PMF Show
PRODUCT MARKET FIT Assertion Not checkable as stated
Eve Legal saw 40% cold outreach conversion to demo requests
“You're talking 40% conversion rates from cold outreach into demo requests from one percent for the other product.”
Jay Madheswaran Feb 10, 2026 ▶ 35:24 How I grew to $3M ARR in 6 months—& to a $1B valuation in 2 years. | Jay, Founder of Eve Legal · PMF Show
PRODUCT MARKET FIT Assertion Not checkable as stated
Eve Legal achieved 90% demo-to-pilot conversion rate
“Demo to pilot was 90% of the time.”
Jay Madheswaran Feb 10, 2026 ▶ 35:35 How I grew to $3M ARR in 6 months—& to a $1B valuation in 2 years. | Jay, Founder of Eve Legal · PMF Show
Madheswaran: Testing PMF by taking a product away reveals true demand
“If they want to find product market fit, get put in hands of people and then take it away and see who complains the most. Not a bad way to go.”
Jay Madheswaran Feb 10, 2026 ▶ 40:49 How I grew to $3M ARR in 6 months—& to a $1B valuation in 2 years. | Jay, Founder of Eve Legal · PMF Show
PRODUCT MARKET FIT Assertion Not checkable as stated
Madheswaran: Every firm using Eve has retained staff rather than doing layoffs
“And, you know, in anecdotal evidence so far, every firm that has us has chosen to do more with their people than let them go.”
Jay Madheswaran Feb 10, 2026 ▶ 47:25 How I grew to $3M ARR in 6 months—& to a $1B valuation in 2 years. | Jay, Founder of Eve Legal · PMF Show
Madheswaran: AI Startups Must Shift Architectures as LLMs Become Agentic
“Like, you know, before, if you imagine like a year or two ago, you had to put a lot of effort into very bespoke ragstacks and routing, but now LLMs are getting more capable of doing more agentic behavior. As a result, you have to change your architecture. Othe…”
Jay Madheswaran Feb 10, 2026 ▶ 48:11 How I grew to $3M ARR in 6 months—& to a $1B valuation in 2 years. | Jay, Founder of Eve Legal · PMF Show
Madheswaran: Outbound conversion speed reveals problem urgency before $1M ARR
“I think early on, so before you make your first million, you have to really focus on the, there's the stage all the way from the top of the funnel, right? So meaning how are you doing your outbound activities? How quickly are they converting? And even that is …”
Jay Madheswaran Feb 10, 2026 ▶ 50:19 How I grew to $3M ARR in 6 months—& to a $1B valuation in 2 years. | Jay, Founder of Eve Legal · PMF Show
PRODUCT MARKET FIT Assertion Partly supported
Madheswaran: BERT cut entity extraction training data requirements to ten documents
“So, right, so you went from needing to train thousands about thousands of documents to 10 documents, maybe, to extract things like dollar amounts from invoice totals simple things like that.”
Jay Madheswaran Feb 10, 2026 ▶ 6:02 How I grew to $3M ARR in 6 months—& to a $1B valuation in 2 years. | Jay, Founder of Eve Legal · PMF Show
Madheswaran: Eve Designed Vertical AI Pivot Around $60K–$100K Target ACVs
“What we basically did was try to go have conversations with our top clients in each one of those verticals. And just spend time doing product discovery on what is going deeper look like and basically working backwards without telling it to like, how do we get …”
Jay Madheswaran Feb 10, 2026 ▶ 23:44 How I grew to $3M ARR in 6 months—& to a $1B valuation in 2 years. | Jay, Founder of Eve Legal · PMF Show
PRODUCT MARKET FIT Assertion Not checkable as stated
Madheswaran: Eve landed multiple $100k+ deals early on with organic usage growth
“So we had a few kind of a hundred K plus deals come in pretty early on as soon as we started the firm and something magical happened where once we had like the initial workflows and the additional workflows they wanted working usage on the product went up by i…”
Jay Madheswaran Feb 10, 2026 ▶ 41:07 How I grew to $3M ARR in 6 months—& to a $1B valuation in 2 years. | Jay, Founder of Eve Legal · PMF Show
PRODUCT MARKET FIT Assertion Not checkable as stated
Madheswaran: Law firms exploited a bug to self-onboard whole companies to Eve
“But they found a workaround, which was kind of a bug on the product, and they started inviting their entire company on it when we had planned a three-month rollout. And within a month, They had just kind of onboarded everyone else themselves.”
Jay Madheswaran Feb 10, 2026 ▶ 41:43 How I grew to $3M ARR in 6 months—& to a $1B valuation in 2 years. | Jay, Founder of Eve Legal · PMF Show
PRODUCT MARKET FIT Assertion Not checkable as stated
Madheswaran: Eve logged multiple continuous four-hour-plus user sessions
“So, you know, we track how long is the average session on EVE. And we started seeing multiple, like four hour plus sessions of people. I mean, who knows what they were doing there, but they were doing some deep work continuously for four hours, which was kind …”
Jay Madheswaran Feb 10, 2026 ▶ 42:01 How I grew to $3M ARR in 6 months—& to a $1B valuation in 2 years. | Jay, Founder of Eve Legal · PMF Show
PRODUCT MARKET FIT Assertion Not checkable as stated
Madheswaran: Eve reached $1M ARR in Q1 post-GA and rapidly added millions
“I think from when we GA'd the first quarter, we GA'd probably end of 20, 23, probably early January. The first quarter, I think we had a million in ARR already for that product. And I think the two months after that, we had another million, and a month after t…”
Jay Madheswaran Feb 10, 2026 ▶ 46:06 How I grew to $3M ARR in 6 months—& to a $1B valuation in 2 years. | Jay, Founder of Eve Legal · PMF Show

The other half of the tape: Jay Madheswaran's own voice is left out of every number here. 1 statement on the record names them. every mention, with the transcript →

Statements about Jay Madheswaran, by other people (1)

PRODUCT MARKET FIT Assertion Supported
Eve raised $100M at a $1B valuation months after its Series A
“I mean, you raised a series A not long ago, earlier this year from A-sixteen, you raised a hundred million dollars at a billion dollar valuation a couple of months ago.”
Pablo Srugo Feb 10, 2026 ▶ 1:53 How I grew to $3M ARR in 6 months—& to a $1B valuation in 2 years. | Jay, Founder of Eve Legal · PMF Show

One line per show, most statements first. The link opens Jay's full record on that show: the calibration, argument clarity, speaking style and every statement made there.

ShowRole thereEpsStatementsRecord
PRODUCT MARKET FITLEDGER Founder and CEO, Eve 1 22 50% 1/2 full record on A Product Market Fit Show →
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