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, with 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.”