The Challenge: An Enterprise-Required Policy, Fast
Imagine AI automates content marketing for mid- and upper-market companies — focused heavily on LinkedIn and content engineering for content market fit. When an enterprise customer asked for proof of business insurance, Sky had to produce a policy quickly or risk stalling the deal.
The traditional path didn’t help. Sky spent time on Google, asking around, and researching providers — but getting a quote from most brokers takes forever, and finding a good one is harder than it should be.
The Solution: Form → Quote → Paid → Insured
Sky spotted Corgi through the YC network. One short form, an instant quote, payment, and the certificate — all in about two minutes. While he was at it, Sky added Directors & Officers coverage too, because running a company should come with a safety net.
“I bought the D&O insurance because, frankly, I like being Michael Scott. It’s really good to have a plan for that.” — Sky, CEO of Imagine AI
The Results
1. Enterprise Requirement Cleared in Minutes
The customer’s insurance ask didn’t turn into a week-long broker project — it turned into a two-minute form.
2. D&O Coverage Added the Same Day
Because Corgi makes adding a policy as easy as the first one, Sky rolled D&O coverage into the same checkout instead of saving it for “someday.”
3. No Broker Runaround
Instead of chasing quotes across providers, Sky went from filled-out form to paid policy in a single session.
Why Imagine AI Chose Corgi
Fast
Two minutes from form to certificate — not two weeks of broker emails.
Simple
Clear plans, clear pricing — no back-and-forth to figure out what coverage actually fits.
Founder-Friendly
Found through the YC network, built for startups that don’t have a week to spend on insurance.
“I did a lot of Google research, asking around — it takes forever to get a quote, and it’s really hard to find a good provider. When I heard about Corgi through YC, I decided to go for it — super simple, super easy to set up.”