OS BENEFiTS

Health Insurance & Wellness Benefits built for hospitality, by hospitality.

healthcarehealth insurancewellness benefitstelehealth

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StagePre-seed

Raised$1.9M

Founded2023

Employees3

LocationNew Orleans, LA

Business modelB2B2C or B2B (hospitality employers offering benefits to employees)

Valuation$2M

About

We believe everyone deserves access to affordable healthcare. Yet today, only 32% of hospitality workers have employer-sponsored healthcare plans, compared to 77% of private industry workers.* That’s why we set out to create a practical way for small businesses to meaningfully support the health and happiness of their teams by bringing the collective bargaining power of a large group to small businesses to secure ACA-compliant health insurance to meet your budget and your team’s needs. OS BENEFiTS is the first affordable health insurance and wellness benefits marketplace made for the hospitality industry, by the hospitality industry. Plans start at $214 per employee per month and are designed to serve your full team. Interested → https://osbenefits.co/lets-connect We're hiring! Check out our open roles → https://www.oystersunday.com/careers or reach out to careers@osbenefits.co

Product

Value proposition: ONE STOP FOR ALL BENEFITS: ACA-compliant health insurance and a world of benefits and perks to strengthen, support and protect your team and bottom line.
Target customers: Hospitality businesses (restaurants, bars, bakeries, cafes, breweries, venues), employers, brokers

Founders

Elizabeth D. Tilton — Founder & CEO

Products

OSB Health InsuranceWellness BenefitsUnlimited TherapyTelehealthCulinary apparel and tools (benefits)Dental & Vision add-onsNational mental health and wellness benefitsChildcare discountspet sittingfitness classeswine membershipscontinuing education

Key features

ACA-compliant health insuranceLow/ no deductibles health plansNationwide coverageTelehealthMental health supportCrisis servicesDental & Vision add-onsWellness benefits programPre-negotiated benefits for hospitality teamsSupport for employers/employees/brokers

Care settings

hospitality workplacesrestaurant/bars/venueson-site workplacevirtual/remote

Investors

Benson Capital PartnersSymphonic CapitalResilienceVC

News

Industry News: Boot64 Ventures Portfolio Company, OS BENEFiTS, has been named “Innovative Company of the Year” – The Community Development Venture Capital Alliance · 2026-06-12T19:26:49.000Z
Congratulations to OS BENEFiTS, winner of the Innovative Company of the Year at the 2026 Spotlight Louisiana Awards. Founded in Louisiana to address healthcare access for hospitality workers, OS… | Louisiana Economic Development · 2026-05-14T19:00:49.000Z
OSBenefits: simplifying access to employee benefits | UPCLOSE · 2025-04-20T08:05:26.000Z
Industry News: Boot64 Ventures Portfolio Company, OS BENEFiTS, has been named “Innovative Company of the Year” (Community Development Venture Capital Alliance) - Worldnews.com · 2026-06-12T00:00:00.000Z
A look inside health tech startup Sounder Benefits · 2024-08-28T20:30:00.000Z
Healthee raises $50M to automate the mess of U.S. health benefits | Ctech · 2025-04-22T13:00:00.000Z

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Profile updated Jul 29, 2026. Sources: osbenefits.co, linkedin.com