Finally.Health benefits built for today’s workers.
Choose what you need.Build around your budget.Yours wherever work takes you.
Underwritten and insured by Federal Insurance Company and ACE American Insurance Company, both companies.
This policy provides limited benefits on a fixed indemnity basis. It does not constitute comprehensive health insurance coverage and is neither Minimum Essential Coverage under the federal Affordable Care Act (ACA).
Your work. Your life. Your way.
You have more freedom than ever in how you work and live. Now your health benefits can work that way too.
Finally.Benefits that belong to you, not your job.
How Smirk works.

Pick what you want, skip what you don't. Answer a few questions and Smirk builds benefits around your needs and budget. You stay in control to tweak them anytime.
Book any doctor, no networks. Smirk covers care from any doctor you choose, with discounted rates at over 700,000 providers.
- Keep your current doctor or find someone new
- Unlimited online doctor visits, any time at no extra cost
- No waiting period, use your benefits right away
A fixed cash benefit for every type of care. Your benefit lands in your Smirk Wallet™ and pays the clinic directly. You see your benefit and estimated cost before the visit.
- Get cash back if your care costs less
- Only pay the difference if care costs more
- No deductible
Start with you.Build from there.
Tell us about yourself: what matters to you, how you use care, and how much you want to pay each month. Ailene™ turns your answers into benefits built around you.
Your benefits
Example plans built by real people. What yours covers and costs is up to you, and changes with the benefits you pick and where you live.
Finally.Health benefits you can actually use.
Meet Ailene™, your AI Personal Care Concierge. She doesn’t just design your benefits. She helps you use them.
So you always know what to do next.
Real human support sits behind Ailene™, and your data stays with you.
Different lives. Different needs. Different benefits.
Meet Marisol, Michael and Gina. They each chose the benefits that mattered to them and a budget that worked for their life.

Marisol’s benefits
“I want to know I’m covered, even when work isn’t.”
dental, vision, mental health.

Michael’s benefits
“I want benefits for the things I actually use.”
mental health, AD&D.

Gina’s benefits
“I take care of my health now, so I want benefits that help me stay ahead.”
dental, vision, AD&D.
Example plans built by real people. What yours covers and costs is up to you, and changes with the benefits you pick and where you live.
Tell Ailene™ what matters to you, what you’ll actually use and what you want to spend, and she builds your plan around it.
Ask Ailene™ anything.
Health benefits can come with a lot of questions. Ailene™ is here to give you clear answers about Smirk, your benefits and how they work. Ask her the question you actually have, in your own words.
Or start with the questions we hear most.
About Smirk
Is Smirk insurance?
Smirk benefits are insurance, fully underwritten and issued by Chubb (Federal Insurance Company and ACE American Insurance Company). Not a discount card or a membership. It works differently from traditional major medical. Rather than an open-ended share of every bill, each benefit pays a set amount toward a kind of care, so you know your number up front. It is built for people without employer insurance coverage, and it can also sit alongside your medical insurance plan. Because of that, it is a different category of coverage: supplemental fixed indemnity insurance, not comprehensive major medical coverage.
Who provides the benefits?
Chubb underwrites them. Smirk designs how you build them and how you use them.
Where can I use my benefits?
At any provider you choose. Smirk itself is rolling out state by state, so check your ZIP at signup and Ailene™ will tell you instantly whether you can enroll where you live.
Why does Smirk cost less than a marketplace plan?
You only pay for the benefits you keep, each one pays a fixed amount with no markup baked into the premium, and an AI-run service costs less to operate. For context, marketplace out-of-pocket premiums rose 58% once the tax credits expired, with a further 14% median increase proposed for 2027. The saving here is structural, not a promotion. Source: Kaiser Family Foundation analysis of ACA Marketplace rate filings.
Do I need to answer health questions or pass a medical exam to enroll?
No. Smirk is guaranteed issue, so you can enroll regardless of your health status. There is no medical exam and no health questionnaire, and nothing about your health changes your price. Benefits are paid subject to the terms of the policy, and some carry a short waiting period. Ailene™ tells you which ones apply to you before you buy.
Can I deduct my premiums if I’m self-employed?
That is one for your accountant. Tax treatment depends on how you work and how you file, and we do not give tax advice. Bring your Smirk details to the conversation.
About Ailene™
What can Ailene™ help me with?
Building your benefits, explaining what they pay, finding care, booking it, reading a bill, and getting more out of what you already chose. Real human support sits behind her.
How does Ailene™ know what’s right for me?
She asks. A few plain questions about how you use healthcare and what you want to spend, then she builds around your answers and shows the price as it moves.
What information does Ailene™ use?
What you tell her, and the benefits you have chosen. Nothing about your health is required to enroll in the first place.
Is my information private and secure?
Yes. Your data stays with you and never changes your price. Smirk is guaranteed issue, so there is no medical exam and no health questionnaire to hand over.
Your benefits
What can I choose?
Medical and telehealth come with Smirk. On top of that you choose from dental, vision, prescriptions, accident, critical illness, mental health, therapy and preventive screening. Take one, take all of them, and set the level of each.
Can I change my benefits?
Any time. Add, drop or turn a benefit up or down whenever your work changes. Ailene™ shows you what changes with it, and the new price, before anything is committed.
When do my benefits start?
Join any day of the year, even if you missed open enrollment. Most benefits are usable right away, and Ailene™ tells you which ones carry a waiting period before you buy.
Do my benefits stay with me if my work changes?
Yes. They are yours, not your employer’s. No COBRA cliff when a job ends, no gap between contracts, and no coverage year to wait out. Change jobs, go freelance, move states: nothing lapses.
Do Smirk benefits have deductibles?
No. There is nothing to clear first. Your benefits pay a set amount from dollar one for each kind of care, at any provider.
Can I cover my spouse or kids?
Everyone in your household who wants benefits gets their own set, sized to what they actually need.
Using your benefits
How do I find care?
Ask Ailene™. She looks at who is rated well near you, checks what they charge against what your benefits pay, and books it. You see both numbers before she confirms anything.
Can I keep my doctor?
Yes. There is no network and no referral, so any provider you choose works, and there is nobody to check with first.
How do I know what I’ll pay before I go?
Your benefits pay a set amount for each kind of care. Ailene™ shows you that number next to what the provider charges, before you book, never after.
How do prescriptions work?
The prescriptions benefit pays a set amount per refill, generic or brand depending on the level you chose. Fill it at any counter, and Ailene™ shows you the price before you collect.
What if I need more care than my benefits cover?
You always know the numbers before care. Each benefit pays a fixed amount, and Ailene™ shows you exactly what a visit pays and what is left to you before you book. It is often a small, known figure: a $180 visit might leave you $30. Compare that with a traditional plan carrying, say, a $9,000 deductible, where you pay full price for care until you have spent that $9,000 first. Smirk pays from your very first visit. For a big event, your plan can include hospital cover and guaranteed-issue critical illness coverage up to $100,000, paid directly to you. Anything above a benefit's amount is yours, and you will have seen that number in advance.
Your life. Your budget. Your benefits.
Built around what matters to you, with Ailene™ there to help you make the most of them.
Build mine



