Hassle-free, next-gen health benefits that put people first.
Smirk makes next-gen benefits simple to launch and effortless to manage — with rolling enrollment, low admin lift, and AI-driven insights that help you attract and retain talent. Cover gig, part-time, retiree, seasonal, and in-between eligibility periods in one place without adding complexity.

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Underwritten and insured by

A smarter way to offer health benefits to an important and growing segment of your workforce.
Unlock access to affordable, personalized coverage for part-time, gig, gap, seasonal, and retiree workers — without ballooning costs or extra HR lift.
Launch benefits in weeks, not months. Rolling enrollment and AI automation keep setup effortless — so you can offer coverage to every growing workforce segment without the hassle.
Set your contribution levels, track spend in real time, and use AI-driven insights to predict trends before they hit your bottom line. Smarter decisions, steadier budgets, no surprises.

Flexible, worker-friendly coverage makes your organization more attractive to part-time, gig, seasonal, retiree, and gap-period workers — helping you retain talent longer and attract new hires faster, with AI-powered personalization driving engagement every step of the way.
A single platform for health benefits—dental now, medical coming soon—easily integrated with your existing HCM system through API. Less chaos. More control.
Lower costs. Happier teams. Stronger retention.
Smirk makes next-gen benefits simple to launch and effortless to manage — with rolling enrollment, low admin lift, and AI-driven insights that help you attract and retain talent. Cover gig, part-time, retiree, seasonal, and in-between eligibility periods in one place without adding complexity.
Underwritten and insured with Chubb, covering cleanings to major care through a national network, managed inside the Smirk Wallet.
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.
Expand health benefits. Strengthen retention.
Smirk gives employers a turnkey way to unlock affordable, portable coverage for non-traditional workers — part-time, 1099, gig, gap periods and seasonal — without friction. AI-powered insights help reduce spend, boost retention and acquisition, and free HR from admin work.
Backed by innovative CHROs shaping the future.
AI that guides your people, data that empowers you.
A single platform for health benefits—dental now, medical coming soon—easily integrated with your existing HCM system through API.
Less chaos. More control.
Coverage recommendations, personalized by AI, boost employee satisfaction and confidence — driving stronger adoption and smarter spend.

AI-powered scheduling that removes friction for employees, keeps care on track, and drives higher engagement and utilization.

Real-time cost clarity and smart insurance that builds trust, prevents surprise bills, and helps employers control overall spend.

AI-powered insights on engagement, utilization, and ROI — giving employers the clarity to optimize benefits strategy in real time.

One wallet.
Complete Portability.
The Smirk Wallet™ moves with employees from job to job, giving them real agency and a single place to manage coverage, payments, and care. Powered by AI, it delivers real-time insights that help employers track spend, measure impact, and optimize strategy — without adding administrative burden. One simple, trusted benefits experience that works for everyone.
Attract and retain talent
In high-turnover markets, benefits can make or break retention. Smirk helps you stand out with next-gen, AI-powered benefits that meet the needs of gig, part-time, seasonal, and gap-period workers — giving your organization a clear edge in competitive labor markets.

Launch and scale easily
Roll out benefits to thousands with rolling enrollment, flexible cohort management, and minimal HR lift — making it easy to grow without adding complexity.

Clear costs, visible ROI
Transparent pricing and consolidated delivery keep budgets predictable while showing measurable impact.

Healthier teams, stronger business
Continuous access to care — including during gap periods — boosts workforce stability, productivity, and retention. When employees stay covered, employers become the place they want to stay.

Industries where Smirk delivers measurable impact.
From hourly teams to retiree groups, no matter what industry, Smirk’s Health Benefits System helps employers control spend and keep talent. Ideal for:
Easy setup, clear proof, smarter spend.
Identify and activate part-time, gig, seasonal, retiree and gap-period segments with ease. Smirk adapts to how your workforce actually works.
Rolling enrollment with minimal HR lift, maximum flexibility and a smooth employee experience.
AI-powered dashboards track participation, churn, and spend in real time — giving you measurable ROI and insights to share with leadership.
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.















