Product Designer
Flex · United States
📄Description
About Flex
Flex was founded to solve a simple but costly problem: making it easy for health and wellness brands to accept HSA and FSA payments online. We’re backed by First Round, Core VC, and Rethink Capital, and power checkout for Equinox, Dermstore, Therabody, and Ultrahuman, to name a few. For years, only giants like Amazon and Walmart could process these payments at checkout, leaving smaller merchants, and their customers, to deal with frustrating reimbursement paperwork.
Our technology verifies product eligibility in real time, handles split payments for eligible and non-eligible items, and can even issue Letters of Medical Necessity during checkout. With $150 billion in annual HSA/FSA spending potential, we’re giving brands the tools to unlock new revenue and making it easier for consumers to use the benefits they’ve earned.
About The Role
We’re looking for a Product Designer to own end-to-end design for our merchant experience and partner closely with our 16-person engineering team to ship intuitive, high-impact product at startup speed. You’ll work hand-in-hand with engineers, our founders, sales, and most importantly our merchants themselves to deeply understand user needs and translate them into thoughtful product decisions.
You’ll start by embedding with the merchant team, owning the experience our brand partners use every day, and grow into a generalist design role across the broader Flex product surface. This is a role for someone who thrives in ambiguity, takes initiative, and is excited about building at an early-stage company.
What You’ll Do
Who You Are
Nice to Have
Why Join Flex
How to Apply
Please submit your resume and a portfolio link with your application. Portfolios are required for inbound applicants. We want to see how you think about users, problems, and product flows, not just final visuals.
Flex is an equal opportunity employer and encourages applicants from all backgrounds and life experiences. We celebrate diversity and do not discriminate based on race, religion, color, national origin, sexual orientation, gender identity, gender expression, age, veteran status, disability status, or any other legally protected characteristic.
Compensation Range: $120K - $190K
- •Own product design end-to-end on the merchant team, from discovery and user research through final UI and shipping with engineers
- •Lead user research: run merchant interviews and surveys, hop on sales and customer calls, and turn what you learn into clear product direction
- •Partner with engineering and the founding team to define the merchant roadmap, scope features, and ship quickly without sacrificing craft
- •Design clear, well-considered user flows in Figma and the visual UI to support them
- •Use AI tools (Claude, Cursor, Cowork, v0, etc.) to prototype, validate, and iterate on ideas faster than traditional design workflows allow
- •Collaborate with our team on evolving and maintaining the Flex design system
- •Pitch in across the company when needed (the occasional marketing asset, website tweak, or one-off) without needing it to be your job description
- •Contribute to a culture of learning, problem-solving, and operational excellence
- •3+ years of experience as a product designer, ideally with time at a high-growth startup or fast-moving product team
- •A traditional, user-first product designer: you start with understanding the user and the problem, then design the experience. Visual polish comes after
- •Strong in the middle ground of product design: comfortable with both user research and visual design, but your real strength is designing the user flow and experience that connects them
- •Expert in Figma. It’s your primary tool
- •Strong cross-functional collaborator: you’ve worked closely with engineers and business stakeholders day-to-day, not just other designers
- •Comfortable being user-facing: you’ll happily jump on a call with one of our biggest merchants to dig into their experience, or sit in on a sales call to understand how prospects think
- •Actively use AI in your design workflow today, for prototyping, exploration, or accelerating your work, and stay current as the design industry evolves around it
- •Low ego, resourceful, curious, and excited to wear multiple hats at an early-stage company
- •Excellent written and verbal communication skills
- •Take ownership and follow through on commitments
- •Experience designing B2B / merchant-facing products, payments, or fintech
- •Experience building or contributing to a design system
- •Comfort using AI tools to ship code or prototypes (e.g., building or maintaining a marketing site in Cursor or similar)
- •Background in healthcare, HSA/FSA, or e-commerce checkout
- •A mission-driven team making healthcare spending effortless
- •Early-stage impact: your work will directly shape our growth and success
- •Collaborative, high-trust, and transparent culture
- •Competitive compensation and equity package
- •Flexible, remote-friendly work environment
Flex
Product Designer
Posted Jun 4, 2026
via linkedin
Land Your Dream
Remote Design Job
Direct from Source
Jobs pulled straight from company career pages, not recycled from other boards.
First to Apply
See jobs before they hit LinkedIn or Indeed. Less competition, more callbacks.
Daily Job Alerts
Get matched jobs delivered to your inbox every morning.
mei lin
product designer @ fintech startup
ok so i was mass applying on linkedin for like 3 weeks with zero responses. found this site, applied to 4 jobs and got 2 interviews?? one of them was a company i literally never heard of before. starting there next month lol
Jan 13, 2026
Marcus J
Senior UI Designer
The early access thing actually works. Applied to a role at 6am, recruiter told me I was one of the first 10 applicants. That never happens on other sites
Jan 10, 2026
em
Brand Designer
finally a job board thats not 90% engineering roles. i dont have to scroll past "senior backend engineer" 50 times to find actual design jobs anymore thank god
Dec 18, 2025
James
Motion/Video
Was super skeptical paying for a job board tbh. But the listings here are different - found 3 motion design roles I didnt see anywhere else. Got an offer from one of them
Jan 12, 2026
Liv Park
Visual Designer
the filters!! they actually work lmao. remote only + senior level + $120k minimum = exactly what i needed. no more wading through irrelevant postings
Dec 30, 2025
D. Martinez
Product Designer
Landed at a series B startup that wasnt even on my radar. They posted here exclusively before going to linkedin. Thats the whole value prop right there
Jan 5, 2026
Aisha
UX Designer
love the daily email. just 5-6 jobs every morning that are actually relevant. not like indeed where you get 100 notifications for roles you'd never apply to
Jan 12, 2026
Chris A.
Design Lead
Been in the industry 12 years. This is the first job board that feels like it was made by someone who actually understands what designers are looking for. Simple as that.
Jan 10, 2026
nina w
IxD
5 applications, 3 interviews. my linkedin ratio is like 50 apps = 2 interviews maybe. the quality here is just different idk how else to explain it
Dec 14, 2025
Tom R.
Design Systems
Somehow every job here feels hand-picked? Like someone actually looked at it before posting. Rare for job boards these days.
Jan 8, 2026
sofia
freelance ui/ux
i use this mainly for contract gigs. way better selection than upwork and the companies are actually legit. found 2 long-term clients here already
Dec 28, 2025
K. Thompson
Senior Product Designer
Left my FAANG job last year. This site helped me find a fully remote role at a smaller company with way better work-life balance. No regrets
Jan 6, 2026
rachel m
UX Researcher
not strictly a designer but the ux research roles here are solid. found my current job through here - fully remote, great team, good pay. 10/10
Jan 11, 2026
Andre
UI Designer
my only complaint is i wish i found this sooner lol. spent months on linkedin applying to jobs that probably had 500+ applicants already
Dec 22, 2025
Jen Liu
Product Designer
The fact that its designer-focused makes such a difference. I actually trust that when I click on a job its gonna be relevant to what I do
Jan 9, 2026
mike
graphic design / illustration
as someone whos not strictly in tech/product design, i appreciate that theres actually graphic design and illustration roles here too. hard to find elsewhere
Jan 4, 2026
Priya S
Design Lead
Used to spend hours filtering through garbage on other sites. Now I just check here once a day. Saves so much time and mental energy honestly
Dec 31, 2025
alex t
product designer
got my job through here. applied on a tuesday, had a call thursday, offer the next week. the whole process was surprisingly fast
Jan 14, 2026