LEEO logoCarrier / MGA

Last updated

Best for: Brokers placing commercial auto for medical transport, light business auto, and last-mile fleets

What stands out

  • Telematics-based underwriting aimed at better rates
  • Renewal credits for demonstrated safer driving
  • Focused appetite in specific commercial-auto segments
  • A-rated carrier capacity

What to consider

  • Appetite is limited to specified commercial-auto risks rather than general trucking and fleets
  • Available through appointed brokers rather than directly to fleets

At a glance

Type
Carrier / MGA
Founded
2020 (as Fairmatic)
Headquarters
San Francisco, CA
Backing
As Fairmatic: $46M Series B led by Battery Ventures (2023); ~$88M total reported
Coverage lines
Commercial Auto (medical transport, light business auto, last-mile)
Availability
US, via appointed brokers
How to buy
Get appointed as a broker, or schedule a demo (sales@leeoinsurance.com)

LEEO Review 2026: Telematics Commercial Auto (formerly Fairmatic)

LEEO is a telematics-powered commercial auto insurer built to help brokers place risk and win renewals. If the name is new to you, the platform isn't: LEEO operates on what was Fairmatic — the fairmatic.com domain now redirects to leeoinsurance.com, and the broker login still points to app.fairmatic.com. This is an independent profile from QuoteSweep, which maps the modern commercial insurance landscape. QuoteSweep does not compete with LEEO.

TL;DR: LEEO (leeoinsurance.com) is a telematics-powered commercial auto insurer focused on helping brokers win business, in segments like non-emergency medical transport, light business auto, and last-mile delivery. It uses AI and telematics underwriting and rewards safer driving with renewal credits. It runs on the platform formerly known as Fairmatic (login: app.fairmatic.com); as Fairmatic it raised a $46M Series B led by Battery Ventures in 2023. Coverage is backed by A-rated carriers.

What LEEO is

LEEO describes itself as "telematics-powered commercial auto insurance that helps brokers win more business," with an "accelerated quote, rate & bind experience." Its AI and telematics-powered underwriting aims to deliver better rates and help brokers compete, surfacing "real-time risk trends" that "incentivize safer driving behaviors, with the opportunity to earn a renewal credit." Coverage is "backed by AM Best A-rated carriers."

The Fairmatic connection

LEEO appears to be the rebranded identity of Fairmatic, the AI/telematics fleet insurer founded by ex-Zendrive CEO Jonathan Matus. The evidence: fairmatic.com redirects to leeoinsurance.com, and LEEO's own broker login is app.fairmatic.com. LEEO's site does not explain the change, so we note it transparently rather than assert a formal rebrand. As Fairmatic, the company raised a $46M Series B led by Battery Ventures in 2023 (~$88M total reported).

Who LEEO is for

LEEO is aimed primarily at brokers expanding their commercial-auto book, plus commercial fleets, in specific segments:

It notes its "appetite continues to evolve as we grow," so the segment list may change.

Coverage lines

How LEEO compares

Frequently Asked Questions

Is LEEO the same as Fairmatic?

LEEO appears to be Fairmatic's rebranded identity: fairmatic.com redirects to leeoinsurance.com and LEEO's broker login is app.fairmatic.com. The company hasn't publicly explained the change, so confirm details directly.

What does LEEO insure?

Commercial auto in specific segments — non-emergency medical transport, light business auto, and last-mile delivery — with a broker-focused model.

How do you work with LEEO?

Brokers get appointed or schedule a demo (sales@leeoinsurance.com); coverage is backed by AM Best A-rated carriers.

What does LEEO cost?

Premium is based on telematics data, with renewal credits available for safer driving.

Explore coverage with LEEO

If you're a broker placing commercial auto for medical transport, light business auto, or last-mile fleets, LEEO is worth comparing.

Get a quote from LEEO

For related explainers, see commercial auto insurance, or compare the field on the commercial-auto insurtech hub.

Sources: leeoinsurance.com (current product, segments, underwriting, distribution, capacity); the fairmatic.com→leeoinsurance.com redirect and app.fairmatic.com login (Fairmatic lineage); TechCrunch and PR Newswire (Fairmatic funding, founding). Company-reported figures are not independently audited.

About this profile

This is an informational company profile, not a rated review. QuoteSweep publishes a rating only after the profile clears the evidence standard and is scored against a calibrated entity-class rubric. A rating is never a customer-review score, a financial-strength or solvency rating, or a prediction of how a claim would be handled. The rubric, the evidence standard, and the reasons a profile can go unrated are all set out in our ratings methodology.

No company can pay for a listing, a score, or a change to one. QuoteSweep receives no payment if you follow the company link on this profile. The link includes measurement tags, which do not affect the editorial assessment.

Sources and evidence status

Only exact links shown below count as verified evidence. A publisher named in the research note is not yet part of the structured evidence record unless its page is linked and mapped to a claim.

Research note: LEEO's current product (telematics-powered commercial auto for brokers; segments of non-emergency medical transport, light business auto, and last-mile delivery; AI/telematics underwriting; renewal credits; A-rated carrier capacity; broker-appointment model) is from leeoinsurance.com. The Fairmatic lineage is inferred from LEEO's own login link (app.fairmatic.com) and the domain fairmatic.com redirecting to leeoinsurance.com; the site does not explicitly explain the rebrand. Funding (a $46M Series B led by Battery Ventures in 2023, ~$88M total) and Fairmatic's founding are from third-party reporting (TechCrunch, PR Newswire) and attributed to the Fairmatic entity. Company-reported figures are not independently audited.

Linked sources currently on file

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