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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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.

Turnkey from day one

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.

Cost control built in

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.

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Retention that lasts

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.

One platform, no admin stress

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.

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Dental insurance

Underwritten and insured with Chubb, covering cleanings to major care through a national network, managed inside the Smirk Wallet.

Medical insurance (coming soon)

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.

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Backed by innovative CHROs shaping the future.

“The gig economy drives today’s workforce, yet workers’ benefit needs remain unmet. Smirk fills the gap with tailored, AI-guided, transparent solutions—next-gen benefits for the next-gen workforce.”

Susan Podlogar
Susan Podlogar
Former CHRO, Metlife

“Companies with large numbers of part-time and seasonal employees are consistently searching for solutions to attract the best quality candidates and extend their tenure with the company. Winning demands solutions that are simple to use and easy to deploy. Smirk’s unique platform and portable benefits offering provide employees real value while reducing administrative lift for the business. This drives both efficiency and strengthens workforce stability.”

Tim Hourigan
Tim Hourigan
Former CHRO, Home Depot

“Today’s workforce expects flexibility, transparency, and value. Smirk’s AI-powered wallet delivers personalized choices for employees and actionable insights for employers—a modern solution for Total Rewards.”

Kim Lupo
Kim Lupo
Former SVP Total Rewards, GM and Walmart

“After leading HR across 100+ markets, it’s clear that portable, personalized benefits are no longer optional—they’re essential for attracting and retaining today’s workforce. Smirk’s infrastructure gives CHROs the tools to help them win the talent war.”

Lucien Alziari
Lucien Alziari
Former CHRO, Prudential

“As a Board Director, former CHRO, and CPA, I assess solutions through strategic, human capital, and financial lenses. Smirk delivers measurable ROI while solving one of corporate America’s biggest challenges, supporting today’s dynamic workforce.”

Harriet Harty
Harriet Harty
Former CHRO, Allstate

“Across my career, I’ve seen how hourly and part-time employees are too often left with benefits systems that don’t meet their needs, and how providers struggle to deliver quality care inside those same constraints. That’s why I’m excited about an unmatched solution that makes access and understanding simple, helps providers schedule and deliver care with ease, and builds highly cost-effective benefits while raising the quality of care. When we design with people in mind and focus on clarity and value, everyone wins.”

Michael D’Ambrose
Michael D’Ambrose
Former CHRO, Boeing

“Smirk Health’s AI-powered platform delivers portable benefits to gig workers, part-time employees, and the underemployed, helping employers reduce costs while extending coverage to workforce populations essential for growth and retention.”

Suzan Morno-Wade
Suzan Morno-Wade
Former CHRO, Xerox

As a former CHRO with a strength in employee Total Rewards I encountered many underserved team members that were key to our growth and success who were not eligible for company benefits. Smirk provides the solution. Whether the team member is a Contractor, GIG Employee, Part Time or a Retiree Smirk is there to support them in their health and welfare needs that they can take with them!

John Cleveland
John Cleveland
Former CHRO, Seagate Technology

“Getting every American health coverage that is affordable is an undeniable goal. Smirk is achieving this goal for those workers left out of health insurance because of employment and income. Smirk is filling a critical void in our current health care system and has the potential to help millions of uninsured Americans. What a noble and important goal.”

Ezekiel J. Emanuel, MD, PhD
Ezekiel J. Emanuel, MD, PhD
Vice Provost for Global Initiatives and the Diane v.S. & Robert M. Levy University Professor at the University of Pennsylvania.

“My excitement to help Smirk Health resides with helping people struggling with the affordability and quality of health and dental care.”

Dr. Roy Beveridge, MD
Dr. Roy Beveridge, MD
Oncologist, Chief Medical Officer, Humana

“Smirk gives organizations a strategic edge by offering comprehensive benefits for part-time staff, meeting employee demand while easing the admin burden of traditional plans.”

Michael Fraccaro
Michael Fraccaro
Former Chief People Officer, Mastercard

“Today’s diverse, fluid workforce demands benefits that keep pace. Smirk delivers inclusive, portable, forward-looking solutions that align with how people live and work—giving organizations a true competitive edge.”

Tracy Layney
Tracy Layney
Former VP and CHRO, Levi Strauss & Co.

“Today’s organizations with sizable hourly and part-time employees are seeking benefits that are affordable and easy to communicate. Smirk's benefits programs can fill that need while offering portability to the employees. As workforces continue to evolve, offering contemporary and practical new benefits solutions will further differentiate your value proposition.”

Rich Floersch
Rich Floersch
Former VP and CHRO, McDonald's, Inc.

“Health is our most valuable asset, and Smirk makes it accessible, flexible, and portable. For companies focused on retention and long-term value, Smirk aligns worker wellbeing with enterprise performance.”

Daniella Foster
Daniella Foster
SVP & Global Head, Public Affairs, Market Access & Sustainability at Bayer

“While health care and drug costs continue to skyrocket - employee benefits have not evolved. Simultaneously gig work and part-time work has become more the norm than the exception. Smirk is creating a novel platform to create affordable solutions for employers and employees. I am excited to partner with Felix and his team to help lower costs and improve outcomes for workers and their employers.”

John Driscoll
John Driscoll
Former EVP and President Walgreens US Healthcare

“As work shifts toward independent and gig-based models, traditional employer-sponsored benefits are becoming obsolete. Companies are moving to flexible, packaged platforms that match how people work today. Smirk leads this shift with a scalable, AI-driven platform that delivers choice, portability, and affordability—redefining access and value for the modern workforce.”

Brent Williams
Brent Williams
Former Founder and CEO, Dental Select

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.

Plan guidance

Coverage recommendations, personalized by AI, boost employee satisfaction and confidence — driving stronger adoption and smarter spend.

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Appointment booking

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

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Transparent pricing

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

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HR insights and data

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

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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.

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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.

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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.

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Clear costs, visible ROI

Transparent pricing and consolidated delivery keep budgets predictable while showing measurable impact.

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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.

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Coverage designed for all, from freelance to full-time.

Restaurants, bars, and hospitality teams
Full-time employees
Retail and grocery chains
Delivery, rideshare, and gig platforms
Warehousing and logistics crews
Healthcare support and caregivers
Seasonal and part-time heavy staff
Pre-Medicare retiree programs
Restaurants, bars, and hospitality teams
Full-time employees
Retail and grocery chains
Delivery, rideshare, and gig platforms
Warehousing and logistics crews
Healthcare support and caregivers
Seasonal and part-time heavy staff
Pre-Medicare retiree programs

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:

Restaurants and hospitality teams
Technology
Warehousing and Distribution
Healthcare support and caregivers
Retail and grocery chains
OIL AND GAS
Contingent and Staffing
MANUFACTURING

Easy setup, clear proof, smarter spend.

Define your workforce

Identify and activate part-time, gig, seasonal, retiree and gap-period segments with ease. Smirk adapts to how your workforce actually works.

Switch Smirk on

Rolling enrollment with minimal HR lift, maximum flexibility and a smooth employee experience.

Track impact with insights

AI-powered dashboards track participation, churn, and spend in real time — giving you measurable ROI and insights to share with leadership.

Schedule a demo

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.

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A system that works for today's non-traditional workforce.

Smirk helps companies cut spend and keep talent — while giving every worker clear, portable coverage. Join employers rethinking how health benefits are delivered today.