Roamly

What Roamly does

Roamly is a digital specialty insurance technology company operating as the insurance division of Outdoorsy Group, structured as Roamly Insurance Group, LLC (Texas-domiciled). The company underwrites and distributes personal recreational vehicle insurance (RV, motorcycle, boat, ATV/powersports) and commercial insurance products (Carshare, Rideshare, and Roamly FSD for autonomous fleets), addressing coverage gaps that traditional insurers typically exclude — full-time RV living, DIY van conversions, peer-to-peer rental participation on platforms such as Outdoorsy, and commercial autonomous vehicle operations.

Roamly's technology stack centers on proprietary AI and telematics: an AI-Powered Actuarial Rater (recognized with the Celent Innovation Award) drives risk assessment and pricing; the Wheelbase fleet management software integrates directly with Tesla vehicles via API to ingest real-time telemetry (odometer, geolocation, engine alerts, driving behavior) for usage-based insurance; and Agentic AI generates embedded insurance quotes inside marketplace platforms during the vehicle discovery process. Roamly operates as a licensed general agent, distributing through its own website, embedded in Trader Interactive marketplaces (RV Trader, Cycle Trader, Boatmart), across the bolt insurance exchange's 50-state agent network, and via its parent's Outdoorsy peer-to-peer rental platform.

The business model combines recurring annual premiums for personal lines, monthly subscription pricing for commercial Carshare coverage, and real-time per-mile usage-based pricing for Roamly FSD (with a 50% discount when vehicles operate in autopilot mode). Underwriting is supported by Spinnaker Insurance Company as primary partner, supplemented by carrier relationships with Progressive, National General, Foremost, Liberty Mutual, Dairyland, Travelers, Nationwide, Mercury, Mobilitas, and others, with Lloyd's of London Coverholder status (granted Aug 2025) extending access to global specialty reinsurance capacity. Operational centers in Austin, Fort Lauderdale, and London support a stated workforce of 11–50 employees plus contracted licensed agents.

Name

Roamly

Legal name

Roamly Insurance Group, LLC

Website

https://roamly.com

Company type

Private

Founded year

2012

Operating status

Operating

Headcount range

11–50 employees

Short description

Roamly is a digital specialty insurance platform and subsidiary of Outdoorsy Group that underwrites personal recreational vehicle insurance (RV, motorcycle, boat, ATV) and commercial products including usage-based autonomous fleet insurance, distributed via direct-to-consumer, embedded marketplace, and 50-state agent channels.

Ownership category

akta.pro rank

Product category

Specialty Insurance

akta.pro primary industry

Pay-Per-Mile Personal Auto Insurance (FSAJAAAC)

Keywords

• Recreational vehicle insurance
• Specialty insurance technology
• Telematics-based insurance
• Autonomous fleet insurance
• Commercial vehicle insurance

Headquarters

HQ city

Richmond Hill

HQ country

Canada

HQ region

North America

Offices4 records

Markets served

GTM type

B2B and B2C

Offering type

Services

Cost components

Personnel, Technology or R&D, Marketing or Sales

Revenue model

1. Personal Recreational Insurance: Recurring insurance premiums for personal coverage of RVs, motorcycles, boats, and ATVs. Sold directly to consumers through online quotes and partner platforms.
2. Commercial Carshare Insurance: Insurance for fleet operators and commercial vehicle operators. Currently covers 7,000 vehicles with projected premium over $12 million by year-end.
3. FSD (Full Self-Driving) Autonomous Fleet Insurance: Usage-based commercial insurance for autonomous fleets. Priced per-mile in real-time with 50% cost reduction when vehicles operate in autopilot mode.
4. Embedded Insurance Partnerships: Insurance products embedded into marketplace platforms (Trader Interactive) and agent networks (bolt), generating revenue through policy premiums.

Pricing tiers

Go-to-market motion5 records

Distribution channels5 records

Marketing channels5 records

Core offering

Roamly is a digital specialty insurance provider offering personal recreational vehicle insurance (RVs, motorcycles, boats, ATVs) and commercial insurance products (carshare, rideshare, and usage-based autonomous fleet insurance). The platform leverages proprietary AI-powered underwriting, telematics integration via Tesla vehicle APIs, and embedded distribution through marketplace and agent exchange partnerships to deliver coverage tailored for unique use cases such as full-time RV living, van conversions, peer-to-peer rental participation, and autonomous vehicle operation.

Product overview

Roamly is a digital specialty insurance technology company offering a portfolio of personal recreational insurance products (RV, Motorcycle, Boat, Toy Insurance) and commercial insurance products (Carshare, Rideshare, Roamly FSD). The core platform is enhanced by proprietary AI-powered technology including an Actuarial Rater for pricing and the Wheelbase fleet management software for autonomous vehicle monitoring. Products support both direct consumer sales and enterprise/marketplace distribution through embedded insurance capabilities. Roamly operates as a licensed general agent representing multiple affiliated and non-affiliated insurance carriers including Spinnaker Insurance, Progressive, Liberty Mutual, Foremost, National General, and Mobilitas.

Differentiator

Problem solved

Functional benefit

Products and services

• RV Insurance Personal recreational vehicle insurance covering RVs, travel trailers, motorhomes, and camper vans including full-timers, weekenders, van conversions, and rental units. Offers liability, comprehensive, collision, personal property, and full-time residential endorsements.
• Motorcycle Insurance Recreational motorcycle insurance providing protection for cruisers, touring bikes, dirt bikes, and street motorcycles with customizable coverage options for individual owners.
• Boat Insurance Recreational marine insurance covering boats, personal watercraft, and yachts for use on lakes, oceans, and marinas, targeted at individual boat owners.
• Toy Insurance (ATV/UTV) Recreational off-road vehicle insurance covering ATVs, UTVs, and other powersports vehicles for individual recreational use.
• Carshare Insurance Commercial insurance product for fleet operators, marketplaces, and mobility providers engaged in shared vehicle rental programs. First commercial vehicle insurance embedded into a fleet management SaaS tool, integrating machine learning, telematics, and generative AI.
• Rideshare Insurance Commercial insurance coverage for rideshare operators and transportation network company drivers, filling gaps in coverage between personal auto policies and rideshare company liability.
• Roamly FSD Real-time usage-based commercial insurance product for autonomous vehicle fleets. Integrates directly with Tesla vehicles via API to read real-time telemetry data for per-mile pricing without additional hardware. Offers 50% cost reduction when vehicles operate in autopilot mode.

Quantifiable outcome

• Customers can save up to 35% on insurance premiums compared to other RV insurance companies
• +3 more outcomes

Named customers6 records

Segments4 records

Ideal customer profiles3 records

Technology focussed Yes

API detail

Has API

Yes

API docs

API detail

Core technology

AI maturity

App detail

Integration3 records

AI capability9 records

Feature5 records

Partnerships

19 partnerships are on record, tiered core and supporting.

• Trader InteractivecoreGTM or Marketing Partner · 3 March 2026Roamly named exclusive insurance partner for Trader Interactive, embedding AI-powered insurance quotes directly into marketplace platforms including RV Trader, Cycle Trader, and Boatmart. Partnership represents one of first large-scale applications of Agentic AI in recreational vehicle and powersports category, eliminating friction from insurance process.
• boltcoreChannel Partner/ Reseller/ Distributor · 3 December 2025Partnership makes Roamly's specialty RV insurance products available to thousands of agents on bolt's platform across all 50 U.S. states. Expands bolt's specialty insurance portfolio while giving Roamly access to bolt's distribution network of agents and policyholders.
• Lloyd's of LondoncoreStrategic or Co-development Partner · 19 August 2025Roamly appointed as Lloyd's of London Coverholder, gaining access to global specialty insurance markets to design and distribute niche insurance products. This appointment enables access to reinsurance capacity and global specialty insurance markets.
• MobilitascoreOthersUnderwriting partner for Roamly FSD product. Supports the world's first real-time usage-based commercial insurance product for autonomous fleets.
• TeslacoreTechnology or IntegrationAPI integration partnership enabling Roamly FSD product to connect directly with Tesla vehicles and read real-time telemetry data for usage-based insurance pricing without requiring additional hardware.
• ProgressivesupportingOthersPartner insurance carrier providing coverage options for customers through Roamly platform. One of multiple trusted carriers including National General, Foremost, Liberty Mutual, Dairyland, Travelers, Nationwide, and Mercury.
• National GeneralsupportingOthersPartner insurance carrier providing coverage options for customers through Roamly platform.
• ForemostsupportingOthersPartner insurance carrier providing coverage options for customers through Roamly platform.
• Spinnaker Insurance CompanysupportingOthersPrimary underwriting partner for policies provided by Roamly Insurance Group, LLC.
• OutdoorsycoreStrategic or Co-development PartnerParent company (Outdoorsy Group) of Roamly insurance division. Roamly products are designed to work alongside Outdoorsy's peer-to-peer rental platform, enabling RV owners to rent vehicles without voiding coverage.
• GooglesupportingTechnology or IntegrationRoamly uses Google Workspace with Gemini Apps as its third-party AI service provider. Roamly's data is only used by Roamly and is not shared with Google for their use or used to train their algorithm.
• Ahoy! InsurancesupportingOthersNational carrier partner for Florida expansion offering digital-first insurance products across recreational vehicle, marine, and motorcycle lines.
• American ModernsupportingOthersNational carrier partner for Florida expansion offering digital-first insurance products.
• Progressive (Florida)supportingOthersNational carrier partner for Florida expansion offering digital-first insurance products.
• SafecosupportingOthersNational carrier partner for Florida expansion offering digital-first insurance products.
• National General (Florida)supportingOthersNational carrier partner for Florida expansion offering digital-first insurance products.
• Mercury (Florida)supportingOthersNational carrier partner for Florida expansion offering digital-first insurance products.
• HagertysupportingOthersNational carrier partner for Florida expansion offering digital-first insurance products.
• Dairyland (Florida)supportingOthersNational carrier partner for Florida expansion offering digital-first insurance products.

Scale indicators10 records

Recent moves7 records

Expansion highlights6 records

Emerging players

• Root Insurance: Root is a telematics-based auto insurer that uses driving behavior data for usage-based pricing — directly comparable to Roamly FSD's telematics-driven pricing model for autonomous vehicles. Both demonstrate tech-first underwriting against incumbent rate tables.
• Lemonade: Lemonade is a digital-native AI-first insurer using behavioral economics and ML underwriting for a faster consumer experience. Adjacent tech-driven MGA/insurer model with similar digital-first go-to-market versus traditional carriers.
• Tesla Insurance: Tesla Insurance is Tesla's in-house insurance product leveraging real-time vehicle data, which directly overlaps with and competes against Roamly FSD's per-mile, telemetry-based product in Tesla's own ecosystem. Most material emerging competitive threat to Roamly's flagship FSD offering.

Direct peers

• Metromile: Metromile pioneered pay-per-mile personal auto insurance using telematics, closely mirroring Roamly FSD's per-mile, telemetry-driven approach for vehicles. Most direct comparable for Roamly's usage-based autonomous insurance pricing architecture.
• Safeco Insurance: Safeco, a Liberty Mutual subsidiary, focuses on personal lines including recreational vehicles and powersports — directly competing with Roamly. Also listed as a Roamly partner carrier, making this an overlap of partner and competitor relationship.
• Foremost Insurance Group: Foremost (a Zurich subsidiary) is a leading direct competitor in specialty recreational vehicle insurance, offering RV, boat, and powersports coverage through similar agent and direct channels. Most directly comparable to Roamly's core personal lines book of business.
• Hagerty: Hagerty is a specialty insurance and media company focused on collector and enthusiast vehicles, including motorcycles and boats. Comparable to Roamly in niche, lifestyle-driven specialty vehicle insurance targeting enthusiast segments.
• National General Insurance: National General is an Allstate subsidiary specializing in non-standard auto and recreational vehicle insurance, and is also a Roamly partner carrier. Competes directly with Roamly in RV, motorcycle, and ATV product lines through agents and direct channels.
• Good Sam (Good Sam Insurance): Good Sam is a specialty club and insurance provider focused on RV owners and enthusiasts, bundling roadside assistance with RV insurance. Targets the same lifestyle customer as Roamly with overlapping RV-focused product offerings.

Broad incumbents

• Progressive: Progressive is the largest U.S. personal lines insurer with an established RV, boat, and motorcycle product suite, and is also a Roamly partner carrier. Serves the same end customers through broader direct and agent channels with substantially deeper marketing budgets.

Market position

Strengths5 records

Weaknesses5 records

Competitive moat6 records

Key risks7 records

Key highlights7 records

Customer concentration

• Xx.com/roamlymobile
• Facebookfacebook.com/Roamly
• LinkedInlinkedin.com/company/roamlyinsurance

Revenue estimate

Valuation estimate

Number of profiles

Profiles3 records

Funding overview

Funding rounds

Investors

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about Roamly