Gavin Warshauer

Founder of Insurafly | Building AI-powered tools for the insurance industry | FSU Student | Sharing the journey

[Gavin Warshauer @WarshauerGavin]

@TroyThompson23 Thank you!

[Gavin Warshauer @WarshauerGavin]

6 months ago I was an insurance intern processing COIs manually.

Yesterday, I demoed software I helped build to automate that exact process to a real insurance agency.

Still pretty surreal.

My cofounder John and I have spent the last few months building InsuraFly, and yesterday was a big step forward.

But the most valuable part wasn't showing off our product.

It was hearing what actually matters to the people who would use it:

• Faster processing times

• Better accuracy

• Fewer clicks for employees

• Integrating with existing systems

One thing I'm learning quickly:

Building something that works and building something people actually want to use are two very different things.

We're now discussing the next steps toward our first pilot.

Nothing signed yet. Still a ton of work ahead.

But a few months ago this was just an idea I had during my internship.

Now we're getting real feedback from potential customers.

Back to building 🚀

#BuildInPublic #SaaS

[Gavin Warshauer @WarshauerGavin]

@iamtolux That’s exactly what we’re trying to figure out! The goal is to integrate directly with the agency’s existing management system so employees don’t have to change their workflow. We’re working through those details as we prepare for the pilot.

[Gavin Warshauer @WarshauerGavin]

One thing I've learned building InsuraFly:

Automating insurance isn't as simple as generating a PDF.

Certificates of Insurance (COIs) might look simple, but anyone in commercial insurance knows there's a lot happening behind the scenes.

• Additional insured requests

• Waiver of subrogation

• Specific wording requirements

• Policy verification

All things that can turn a 2-minute task into a 15-minute headache.

Now multiply that by hundreds of certificates.

That's the problem we're tackling with InsuraFly.

We're building AI-powered COI automation that handles the repetitive work while keeping humans in the loop for complex requests.

The goal isn't to replace account managers.

It's to give them their time back.

If you work in commercial insurance, what's your biggest headache when processing COIs?

Genuinely curious. 👇

#YC #BuildInPublic

[Gavin Warshauer @WarshauerGavin]

@theisaacoluamos I work with a bunch of them at my internship so pretty easy. I talk to them and then connect from there

[Gavin Warshauer @WarshauerGavin]

6 months ago I started an internship in insurance.

Now I'm building a startup to automate the work I was doing manually.

Here's how it happened:

Within my first month at Acentria Insurance, I noticed 5 workflows that I thought could be improved.

One stood out: Certificates of Insurance (COIs).

Agencies issue hundreds or thousands of these documents, yet so much of the process is still manual.

So I started asking questions.

Talked to managers. Interviewed agency owners. Learned how much time was being wasted on repetitive tasks.

Eventually I teamed up with my friend John Jimenez and we decided to build something.

No funding. No massive team. Just firsthand industry experience and a problem worth solving.

That's how InsuraFly started.

Fast forward 6 months:

- Built our first working MVP
- Preparing for our first pilot
- Applied to @ycombinator as a 20-year-old founder

Still early. Still learning. Shipping as fast as we can.

Huge thanks to everyone at Acentria who helped me understand the industry firsthand.

If you work in commercial insurance, how does your agency handle COIs today?

Would love to connect with anyone dealing with this problem.

Building in public from here on out 🚀

#yc #BuildInPublic

[Gavin Warshauer @WarshauerGavin]

@hunter_nft Yes every single one

[Gavin Warshauer @WarshauerGavin]

@asaridarr Yessirrr

[Gavin Warshauer @WarshauerGavin]

@theisaacoluamos Pilot is going great, I’d say the account managers at insurance agencies benefit the most once it’s all said and done because it is so much less work for them to do. Makes it a lot easier

[Gavin Warshauer @WarshauerGavin]

@veeramarni So far they are willing

[Gavin Warshauer @WarshauerGavin]

@ahamam101 Bett

[Gavin Warshauer @WarshauerGavin]

@ChalithaWi Most the time is typing it all out but they won’t have to dig through their emails either. I am doing an internship at Foundation Risk Partners so I used that to branch out!

[Gavin Warshauer @WarshauerGavin]

Just applied to Y Combinator as a first-time founder with InsuraFly.

Over the past 3 weeks, I've spoken with CEOs, agency owners, and account managers at some of Florida's top insurance agencies. Here's what I've learned:

Insurance agencies issue thousands of Certificates of Insurance (COIs), which are documents that prove a business has insurance coverage. However, many agencies still rely on manual processes to create them, with some taking 10 minutes or more per certificate.

InsuraFly is changing that.

Our goal is to reduce the time it takes to issue a COI by up to 95%, allowing insurance teams to process significantly more certificates at a fraction of the time and cost.

This week, we're applying to several startup accelerators to help us take InsuraFly to the next level.

The journey is only beginning, and I'll keep you guys updated!

[Gavin Warshauer @WarshauerGavin]

@Justpropernyc_ @TheMetsX They don’t even make the playoffs without Judge that year this is a horrible take 😭😭

[Gavin Warshauer @WarshauerGavin]

@PeterAppel23

[Gavin Warshauer @WarshauerGavin]

@PeterAppel23 Did you code your own model?

[Gavin Warshauer @WarshauerGavin]

@TalkinBaseball_ 107

[Gavin Warshauer @WarshauerGavin]

@KutterIsKing

[Gavin Warshauer @WarshauerGavin]

@NFL_DovKleiman Lucky Whitehead

[Gavin Warshauer @WarshauerGavin]

@spieltimes I think I got it, it says order placed, and my app says it’s shipping, but I didn’t get a confirmation email yet (I got it ab out 15 min ago). Should I be worried?