Current customers include several mid-size tech companies like Intercom and Udemy and Level investor First Round.  Aaron says his startup saves employers money by giving them insights into the benefits that their workforces uses, allowing HR teams to customize plans and ultimately pay only for the services they need. Intercom, a business messaging startup, says it saved 20% from its previous dental provider, while adding more benefits—such as coverage for adult orthodontia—for its approximately 600 workers. First Round claims it saved 47% year-over-year after switching to Level’s dental coverage.

The funding announcement also accompanies the launch of a new insurance product underwritten in-house. Unlike most traditional group insurance arrangements, where companies annually forfeit the cost of benefits not used by workers, Level now allows businesses to pay a fixed amount each month and receive a refund at the end of the year for any unused benefit.

Critically to companies with tight balance sheets, they will never have to pay for costs beyond the monthly fee. The shift allows businesses as small as two people to adopt Level’s self-funded model historically accessible only to large corporations that could absorb the cost of unexpected, expensive procedures like an emergency surgery. (And luckily for Level’s costs, these hefty bills aren’t as common in dental or vision care.)

Insurance is not the sexiest industry, but it is lucrative. In 2019, U.S. healthcare spending reached $3.8 trillion, more than 17% of the gross domestic product that year, according to the Centers for Medicare & Medicaid Services, and census data indicates that about 55% of the population—more than 180 million people—received employer-sponsored insurance. Venture capitalists have taken note, investing more than $7 billion across 377 “insurtech” deals in 2020—a four-fold dollar-amount increase from 2016, per private markets data provider CB Insights.

Level won’t have an easy path, as it takes on giants with footprints to match. Healthcare insurer Cigna CI -0.7% counts more than 17 million global dental customers, Aetna AET 0.0% has 12.7 million dental members and UnitedHealthcare Dental has enrolled more than 13 million Americans in its employer-sponsored, Medicare and Medicaid plans. Its largest rival, though, might be Delta Dental Plans Association. The organization covers more than 80 million participants across the country. [Update: Level claims it is negotiating partnerships with some big insurers.]

At 10,000 employees covered today, Level is barely a blip competitively—but Jana Messerschmidt, a partner at Lightspeed, has given the startup a vote of confidence twice over, having backed Level both personally and professionally. (She first joined the startup’s seed round as an angel investor in 2018 before Lightspeed hired her later that year.)

“This is one of these companies that has the potential to become Stripe-sized in this new fintech meets insurance tech space,” she says. “There are a lot of things that have to go right for the company for that to happen.”