Commercial auto & trucking insurtech
Trucking is where telematics rewrote underwriting. These insurers price fleets on how they actually drive — real-time safety data feeding upfront discounts, monthly premium adjustments, or continuous driver coaching. Independent, source-checked profiles, with ratings and key facts side by side.
Ratings are QuoteSweep’s independent editorial score (out of 5), calibrated within this category. Tap any company for the full profile and methodology.
| Company | Rating | Best for | Backing | Key coverage | Availability |
|---|---|---|---|---|---|
| 4.3 / 5 | Owner-operators and fleets that want telematics-based pricing and fast, modern claims | $100M Series D at a ~$1.5B valuation (2025, led by Valor Equity Partners); prior $80M Series C (2025) | Auto Liability, Auto Physical Damage, General Liability +1 more | US trucking (owner-operators and fleets) | |
| 4.0 / 5 | Single trucks and small-to-mid fleets whose agent wants fast binding plus driver coaching | $27.5M Series A (2024, Morgan Stanley Expansion Capital) + a ~$40M growth round (2025, MSEC) | Commercial Auto (trucking), Motor Truck Cargo, General Liability (trucking) | 46 states, via ~5,000 brokerage agencies | |
| 3.9 / 5 | Mid-size trucking fleets that want telematics-based, monthly-adjusting premiums | ~$70M+ raised across rounds; investors include Munich Re Ventures, Weatherford Capital, 8VC, Autotech Ventures | Commercial Auto (fleet), Motor Truck Cargo, General Liability (fleet) | US trucking fleets |
Cover Whale
Single trucks and small-to-mid fleets whose agent wants fast binding plus driver coaching
HDVI
Mid-size trucking fleets that want telematics-based, monthly-adjusting premiums
Nirvana
Owner-operators and fleets that want telematics-based pricing and fast, modern claims
Looking wider? See the full insurtech landscape or compare every company side by side.