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Enrolling is Quicker than shaking a Ramos Gin Fizz

One platform, two key offerings

We offer our OSB Health Insurance Plans and OSB Wellness Marketplace all in one location. This includes health insurance, teleheath care, and voluntary benefits such as vision and dental insurance. Our health insurance plans include the Wellness Marketplace in the cost and you can purchase separately anytime.


1. PICK YOUR HEALTH INSURANCE PLAN

Final pricing will be provided during registration and based on the effective coverage date.

Affordable health insurance plans with low co-pays, competitive monthly premiums, and nationwide coverage. OSB Wellness Marketplace is bundled into all OSB Health Insurance plans.


Find Your Plan
Monthly Subscription
Essential
$269
Essential+
$341-$469
Core 2500
$489
Core
$577
Prime
$735
Annual Deductible
$0
$0
$2,500
$0
$0
Out-of-Pocket
$1,850
$1,850
$9,100
$9,100
$9,100
Medical Benefits
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Free Virtual Primary Care & Behavioral Health
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Prescription Medication
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Hospitalization Coverage
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Pregnancy Services
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Reimbursement | Hospital Indemnity
✔️
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Voluntary | Comprehensive Dental $49
OPT-IN
OPT-IN
OPT-IN
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Voluntary | Vision $15
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Supplemental | Critical Illness Coverage
✔️
Supplemental | Accidental Coverage
✔️

2. Enroll in OSB Wellness Marketplace

Support your team’s needs all at one affordable price. Access to 25+ benefits ranging from preventative telehealth care, crisis services, family planning, mental & physical wellness and lifestyle resources. Membership is priced $35 / month per employee or is included in the price of any OSB Health Insurance Plan.


Group Pricing
Monthly Subscription
Wellness Marketplace Membership
$35 per employee per month
Onboarding Support
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OS BENEFiTS Wellness Marketplace
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Customer Support
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Nationwide Coverage
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Program Updates
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Individualized Dashboard
Coming Soon


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We all bring something special to the table. Together, we can make sure everyone gets their share.

We believe in the power of independent restaurants and hospitality businesses to transform the communities they serve. And when we band together, we’re capable of so much more.

By becoming part of OS BENEFiTS, you’re becoming part of a movement to build a more sustainable and supportive infrastructure for the entire industry.


Have a few questions?
Let’s get them answered.

Frequently Asked Questions
How are these discounts and rates possible?

By bringing many small, independent businesses together, we’re able to harness the collective bargaining power of a much larger organization, and negotiate more competitive, affordable rates. Many of our partners have also generously lowered the barrier to entry on their services, with free and discounted rates (20% - 80% off).

How do I know if OS BENEFiTS is right for my business?

OS BENEFiTS is specifically designed for US-based independent restaurants and hospitality businesses, as well as for freelance individuals. Our coverage is available to all hospitality workers, no matter their role or employment status: front-of-house, back-of-house, full-time and part-time.

Is this a substitute for small business healthcare plans?

Today, only 32% of independent hospitality workers have access to employer-provided health care benefits from their employers leaving over 7.5 million of our teams underinsured or uninsured.

OS BENEFiTS is not a comprehensive healthcare, but it is designed to bridge the gap with access to affordably priced preventive care, crisis services, and wellness services. Looking for a health insurance broker for your team? We’re happy to help connect you with one.


Think of us as your operational support partner — with benefits.

Brought you to by Oyster Sunday, OS BENEFiTS brings the expertise, resources and negotiating power of a major hospitality group to independent restaurants and hospitality businesses across the country.