Chris Griffith
President
Twenty years in insurance, Florida property since 2018. Software engineer turned operator; AI at scale.
Skyway Underwriters
An AI-native MGA for catastrophe-exposed commercial property.
Apartment and assisted living today, broader commercial classes in 2026, underwritten building by building. AI assists on every submission. An underwriter owns every decision.
- Paper
- AmCoastal
- Demotech · AmCoastal
- A Exceptional
- KBRA · AmCoastal
- A− Positive
- Member
- Target Markets
Why Skyway
An AI-first platform, built on disciplined underwriting.
Every submission to Skyway is analyzed at the building level before a human opens the file. Structural characteristics, catastrophe vulnerability, exposure profile. A Skyway underwriter takes it from there.
The underwriter owns the decision on every file.
What that means in practice.
- AI-native from day one
Built AI-native, not retrofitted.
We score every submission before a human opens it. The quote comes back with the underwriter's reasoning attached.
- Focused on catastrophe-exposed property
Wind-exposed commercial property.
We measure wind, surge, secondary perils, and building-level variability on every risk.
- Capacity that holds
Backed by rated carriers.
We're a managing general agent. Every risk is placed with a rated carrier, so the capacity behind a quote is real.
- Claims, the same discipline
Faster claims, adjusters in charge.
Claims triaged with AI support from first notice of loss. A licensed adjuster owns the file through resolution.
Two programs today, more on the way.
- Florida apartments
Garden-style and mid-rise apartment communities.
Florida coastal territories. Scored on arrival, reasoning on every quote.
See the program - Florida assisted living
Purpose-built assisted living facilities.
Building-level analysis applied to a class where the building matters even more.
See the program
Skyway Specialty E&S brings new states and classes in 2026. See where we're going.
Appointed, getting appointed, or reporting a claim.
I'm already appointed.
Send a submission, check on a quote, or reach your underwriter.
Send us a submissionI write catastrophe-exposed property.
Wholesale and retail brokers looking to write business with Skyway start here.
Get appointedI need to report a claim.
Start a claim, whether you're an insured, a property manager, or a broker reporting on behalf of a client.
Report a claim
Leadership
The team behind Skyway.
Troy Crawford
Chief Underwriting Officer
More than thirty years of commercial underwriting and product leadership: Nationwide, The Hartford, Westfield, now American Coastal.
Robert Maschmeyer
SVP Underwriting
Underwriting since 1992. Twenty-eight years at Nationwide; Florida commercial property at American Coastal since 2020.
Tony Gonzalez
SVP Sales & Agency Relations
Agency distribution since 1990, from Safeco to UPC to American Coastal. Every appointment runs through Tony's desk.
Jeremy Brown
VP Claims
Property claims since 2002, CAT to large loss. The phone number on the Claims page rings to Jeremy's team.