You deserve benefits built for the life you live.
Wherever you earn a living — gigs, shifts, part-time or retiree — Smirk keeps your health benefits continuous, affordable, and personalized with AI. We make trusted coverage simple — a calmer, clearer way to get care that fits your life.
Underwritten and insured by
Work has changed, your benefits should too.
Whether you’re picking up shifts, running your own business, or starting a new chapter later in life, you deserve coverage that moves with you. Smirk replaces the one-size-fits-none system with benefits built for real people in today’s economy.
Changing how you manage your health benefits.
Smirk unlocks access to a better health benefits experience for you — personalized, portable, and powered by AI. One wallet. One partner. Coverage that actually works for your life.
Design coverage around your needs, not a one-size-fits-all template. Flexible, personalized and built for real life.
Underwritten and insured by Chubb, a high-quality global carrier, with access to 80,000+ dental providers and 160,000 locations nationwide.
More than just coverage — personalized support and smart nudges to help you stay on top of preventive care and even manage chronic conditions, all in your Smirk Wallet™.
The Smirk Wallet™ brings all your health benefits together (starting with dental, medical coming soon) in one place, always personalized for you with AI — so there’s no surprise costs, paperwork, or guesswork.
Smirk's AI concierge helps you book care, track costs and stay ahead on preventive visits, automatically.
A system designed around you, not your employer.
Take charge of your health coverage with Smirk – starting with low-cost dental insurance (medical coming soon). Your Smirk Wallet™ keeps everything in one place, and Ailene™, your AI concierge, makes booking care and seeing costs easy.
Take charge of your health coverage with Smirk — dental is here now, and medical’s on the way. Your Smirk Wallet™ keeps everything in one place, and Ailene™, your AI concierge, makes booking care easy.
Portable, budget-friendly plans that cover everything from preventive care to specialty visits — with Ailene™, your AI concierge, guiding you every step of the way.
One wallet. Total clarity. Complete portability.
The Smirk Wallet™ enables access and true portability for the workers traditional benefits have forgotten — protection that moves with you from job to job, gig to gig, and stage to stage. All your healthcare benefits. One trusted place.
Easily schedule appointments, find a provider near you, and manage care visits all in one place.
Get friendly reminders and updates that help you keep up with your care — so nothing slips through the cracks.
See estimated costs before your visit and get helpful reminders to stay on top of your personalized care.
Your coverage moves with you, across employers, platforms, and life changes.
Pay, track, and manage benefits — zero friction, no confusion.
Concierge-level support, accessible to all.
Smirk gives you personal guidance once reserved for expensive concierge medicine. Let Ailene™ — your AI care concierge — help you understand coverage, compare costs, book care, and stay proactive. All inside your Smirk Wallet. No waiting. No extra fees. No friction.
Let Ailene™ handle the scheduling — no more calling offices or waiting on hold.
Ailene™ helps you choose the right care at the right time — so you can make smarter, more cost-aware decisions.
24/7 support so you’re never alone navigating care or claims.
Preventive tips and wellness nudges designed for real life.
The only system that helps you manage your health — not just your insurance.
Smirk makes getting care simple. One wallet for your health benefits and personalized AI help from Ailene™ whenever you need it. Gig, part-time, microshifts or retiree–– trusted coverage that follows you wherever you work.
Health benefits without boundaries.
Your path to stress-free benefits.
Accept your invite, make your profile, and your employer’s contribution is ready to go.
Build your modular wallet with smart AI guidance.
See costs clearly, book care fast, and keep everything in one place.
Your benefits move with you — wherever you work, through every stage of life.
The hassle-free way to next-gen healthcare benefits.
Lead the new era of workforce benefits.
Traditional benefits weren’t built for today’s workforce. Smirk fuses insurance, AI, and hands-on guidance into one simple system — cutting admin time for employers and giving employees flexible, personalized coverage and clarity.