J
Jesse Middleton
3
APPEARANCES
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Sep 28, 2026
EP37: TECH EVENT NYC: Conversations with Founders, Investors & Builders @ Madison Sq. Park
S
37:58StevenHOST
mean,
J
38:00Jesse MiddletonGUEST
There's always like riches in the niches they say, right? And so like I would say like you can chase the anthropics, you could chase the open AIs.
J
38:11Jesse MiddletonGUEST
I mean, you know this company, but like small language models turned into open weight, large language models built for the US market.
S
38:34StevenHOST
question though why wouldn't you want to raise more money when you're judged and you earn on aum
LIVE in NYC: 3 Startups, 3 Investors, 15 Minutes to Invest
J
51:01Jesse MiddletonGUEST
I- y- you went through a lot in a short period of time, and so I wanted to just come back to something very basic, which is sort of current traction of the business at this stage, and, and I'd like for you to paint me a picture of a couple of years from now, what do you imagine the business and the business model looks like? You mentioned ninety-nine dollars a month.
J
51:22Jesse MiddletonGUEST
Is it, you know, hundreds, thousands? Are you taking payment processing fee? Just help me understand what you envision this business looking like.
ROOK: The VC Vibe Check
J
17:23Jesse MiddletonGUEST
I, I don't know the healthcare system as well, so if you said, "I'm selling to all 20 million Python devs," I'd get that.
12 MINS LATER
J
29:15Jesse MiddletonGUEST
I, I think you, you heard it in some of my questions around this go to market.
J
29:18Jesse MiddletonGUEST
I, I think it's gonna take you longer than you think to get real penetration in this market, in particular because you're not sort of...
J
29:26Jesse MiddletonGUEST
I know you're this sort of PLG approach, but your customers are bigger buyers, these sort of more regulated, slower moving.