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Smirk Health

Head of Brand and Marketing

northern, KY

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Job description

Marketing Austin, NYC, or San Francisco Full-time

Seed-stage. Own the brand. Build the marketing engine that puts Mobile Health Benefits on the map for the 90 million American workers left behind by traditional, employer-based group health coverage. We're looking for a senior, hands-on leader to run Brand and Consumer Marketing for Smirk and drive marketing-led growth for the business.

The role

Reports to the Chief Growth Officer. Seed-stage: post-product, post-traction, accelerating.

You will establish Smirk as the category-defining brand for Mobile Health Benefits—the one finally built for the modern worker.

This is not a role for someone who wants a playbook handed to them. The playbook does not exist yet. You will help write it.

You will own everything from brand positioning to ROAS, from Smirkhealth.com to earned media, from the creator strategy to the first breakthrough campaign.

You will lead a small team, build new capabilities from the ground up, and set the standard for creative excellence and commercial impact.

You will roll up your sleeves and get into the details, inspire the team to play to win, and implement creative ideas that fuel rapid growth and drive low-cost, viral customer acquisition.

Seed-stage means: small team, real ambiguity, no roster of agencies waiting. Outcomes over optics. If that energizes you, keep reading.

What you'll own

Brand stewardship

Own positioning, brand strategy, brand management, and the brand playbooks that scale as we grow.

Establish Smirk as the category creator of Mobile Health Benefits—a genuine alternative to traditional health insurance, not another competitor within it.

Get people talking about Smirk organically on social as the brand that finally built health benefits for the modern worker.

Marketing-led growth

Drive marketing-led growth across paid, partner, social, owned, and earned channels.

Own brand awareness, engagement, acquisition, retention, and advocacy end to end.

Own ROI and ROAS, and optimize mix across channels and funnel stage. Set ambitious targets and hit them.

Integrated marketing programs

Develop and execute end-to-end integrated marketing programs across upper, middle, and lower funnel.

Lead the strategy and execution for Smirkhealth.com as a positioning surface, an engagement surface, an activation surface, and a growth surface.

Ship on a cyclical, iterative basis with clear hypotheses, disciplined testing, and a clear path to scale.

Creative strategy and production

Build the strategy, development, and evolution of a durable, compelling, and differentiated creative platform for the Smirk brand.

Manage internal and external resources to drive high-quality creative production at scale across B2C and partner marketing assets.

Team and capability building

Lead a small team of expert marketers today; build new marketing capabilities as the business scales.

Set high standards of excellence in execution and elevate everyone around you.

Bring a clear roadmap for building agency partnerships and internal capability over time.

Drive consumer insights that unlock growth for the total business.

Bring an outside-in perspective to the leadership table. Always lead with the customer.

Who we're looking for

We're looking for a senior marketing leader who has built the brand and the engine at the same time.

15+ years in marketing with a track record of driving growth for a B2C brand.

Proven commercial track record. You have led marketing-driven growth and can point to the number, the tactics, and the insights that changed the growth trajectory of a brand and business.

This is a builder's seat. We want someone with the résumé and, more importantly, the operator instincts to build the campaigns and the business result—ideally within insurance or other subscription-based services.

Strong brand credentials. Brand strategy, brand positioning, and brand management are core disciplines you have practiced at depth.

Deep experience in social and earned. You have developed breakthrough ideas that moved culture and metrics, not just impressions.

Demonstrated success building and executing integrated marketing campaigns that moved the needle on full-funnel consumer metrics.

Commercial fluency. You connect marketing plans to business strategy and financial outcomes.

Full-funnel channel depth across paid, partner, owned, and earned, from media to creative; deep experience in paid social and search a plus.

Growth mindset. Hypothesis-driven, disciplined about test, learn, and scale.

Customer-first. You build plans starting with the customer and refine them based on customer signals.

Creative instincts. You are an engine room of ideas and you know what great creative looks like.

A leader who inspires. You motivate, manage, and elevate the people around you.

Key attributes

Lead from the front. Small team, real ambiguity, capabilities to be built from the ground up. You will be in the work.

Play to win. Set ambitious goals. Create belief. Inspire the team to be better every cycle.

Creative to the core. You think creatively, you push for creative excellence, and you are the engine room of ideas for the business.

Builder's mindset. Seed-stage means no roster of agencies handed to you and no playbook waiting on the shelf. You are strategic and scrappy in equal measure, with a clear roadmap to build as the business scales.

Why this role, why now

The American healthcare benefits system was built for a workforce that no longer exists—one job, one employer, full-time, forever. Ninety million workers today are independent 1099 professionals, gig, part-time, multi-income, or micro-shifting. The system wasn't built for them.

Smirk is building the infrastructure that fixes this. We have the carriers, the payment rail, the employer pipeline, and a C-suite advisory council of former CHROs from some of the largest workforces in the country. What we don't have yet is a brand that Americans recognize as the answer. That is what you will build.

This is a seed-stage seat with the upside, the ambiguity, and the responsibility that comes with one. If you have spent 15+ years getting sharp on brand and growth and you are ready to point those skills at something that actually matters, this is the role.

Compensation and benefits

Competitive base, calibrated to seed-stage and your experience.

Meaningful early-stage equity with standard vesting.

Health coverage (Smirk) and flexible PTO.

Austin, NYC, or San Francisco. Hybrid.

About Smirk

Smirk is building the AI health benefits infrastructure for the modern workforce: mobile, personalized coverage delivered with radical clarity. One in three adults today earns income from multiple sources, and traditional employer-tied benefits have failed the 90M+ workers who are independent 1099, flexible, gig-based, part-time, or between jobs.

Our platform—the Smirk Wallet™ and Ailene™ AI care concierge—unifies coverage, payments, and care navigation into one intelligent system. We are carrier-backed (Chubb), Mastercard-partnered, live with Freelancers Union, and in active pilot design with Fortune 500 employers.

We are seed-stage, post-product, post-traction, and accelerating. The brand and marketing engine is being built right now. Not tuned, not scaled. Built. We want a builder in the room while we do it.

Smirk Health is an equal opportunity employer. We are committed to building a team that reflects the diversity of the workforce we serve.

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