Founding Product Designer | Full-time
Rosie
Product, Design
Posted on May 4, 2026
Founding Product Designer
Seattle or Remote with travel • Full-Time • Salary + Competitive Equity
About Rosie
Rosie is reimagining care, for families & for caregivers.
We created a new category of care: flexible, on-demand childcare and household support, bookable by the hour, backed by a bench of vetted and professionally trained Pros who know your family. Families finally have a way to get the help they actually need with minimal effort.
We're building the infrastructure that powers modern family life: a world where parents book care the way they text a friend, where caregivers build real careers doing work they're proud of, and where having support at home just feels normal. We're expanding to new cities, and we're just getting started.
The Role
As Rosie's first Product Designer, you'll own the end-to-end experience across three very different, but deeply connected, users: the families who trust Rosie with their most important needs, the Pros who are building a professional practice on our platform and the Rosie team who is managing it all. Great design at Rosie is invisible & magical. It's the thing that makes a parent feel confident booking care in 30 seconds, and a Pro feel set up to succeed before they walk through a family's door. You'll understand that a two-sided marketplace demands two distinct design philosophies: the caregiver learning a new skill between shifts has nothing in common with the parent managing their week at 7am. You'll hold both with equal rigor.
You'll work directly with the founders & our Head of Brand Marketing to define Rosie's design language, information architecture, and interaction patterns, and then build them.
Who You Are
Design-invisible thinker: You understand that design's highest form is when it disappears — when the experience just feels right without calling attention to itself. You design for trust, not applause.
Two-sided empathy: You hold the mental models of two very different users at once. A working parent squeezing in a booking between meetings. A Pro absorbing new training in 5-minute windows between shifts. You design for the edges, not the average.
Builder, not just specifier: You prototype in code when it matters. You don't hand off and hope — you stay in the product until it feels right. Figma is where you think; the live product is where you judge.
Data-grounded: You form strong hypotheses and test them. You know which metrics actually reflect user behavior and which ones lie. You don't A/B test your way around having a point of view — you use data to sharpen it.
Scrappy with standards: You know how to ship fast without creating design debt that haunts the team later. You build systems, not one-offs, and you make the call on when to cut corners and when not to.
Conviction-led: You can walk into a room, present a direction, and defend it. You've learned to disagree and commit. You don't design by committee.
Fluent in learning design: You understand how adults in a gig workforce absorb new information — in short bursts, on mobile, often fatigued. You've designed for behavior change, skill acquisition, or training flows and you know what actually works.
What You'll Do
Own the product experience end-to-end: From the first touchpoint a family has with Rosie to the moment a Pro completes a shift, you're responsible for the coherence and quality of the experience.
Define and build Rosie's design system: Create the visual language, component library, and interaction patterns that the engineering team builds on — designed to scale but ruthlessly practical today.
Design for Pro learning and growth: Build the training, onboarding, and professional development flows that help our caregivers rapidly develop skills, gain confidence, and grow within the Rosie platform. Think: mobile-first, low-friction, high-retention.
Design for family trust: Craft the booking, communication, and management experiences that make families feel completely taken care of — even when things go sideways.
Run your own research: Talk to Pros and families regularly. Run usability tests, analyze drop-off, synthesize behavioral patterns. You are Rosie's closest listener.
Prototype fast: Use whatever fidelity the question demands — napkin sketch to live prototype. Know when to go high-fi and when to ship something and watch what happens.
Collaborate with engineering: Work hand-in-hand with our founding engineers so design and implementation are never more than one conversation apart. You close the gap.
Basic Qualifications
5+ years of product design experience shipping consumer-facing digital products — not just concepts, but things real people use.
Demonstrated experience designing for two-sided or marketplace products where user needs differ significantly across sides.
Strong research fundamentals: You've run your own user interviews, synthesized findings, and translated them into product decisions.
Experience with mobile-first design, particularly for users in low-attention or high-context-switching environments.
Ability to prototype in code (HTML/CSS, React, or equivalent) — not necessarily production-grade, but enough to communicate interaction intent and work fluidly with engineers.
Portfolio that shows thinking: we want to see how you navigated ambiguity, made tradeoffs, and measured success.
Ability to work full-time, on-site/hybrid in Seattle, WA. If remote, you're able to travel at least once per month.
Preferred Qualifications
Experience designing onboarding, training, or learning flows — especially for non-traditional workforces, hourly workers, or gig economy platforms.
Prior 0→1 product experience at a startup, or as a founding designer. You know what it feels like to build the design system and the product at the same time.
Comfort with product analytics tools (Mixpanel, Amplitude, PostHog) and ability to independently pull and interpret behavioral data.
Experience at a marketplace, staffing, or care platform — you've thought about how supply and demand experience the same product differently.
Familiarity with AI-assisted design tools and workflows — and a point of view on where AI helps and where it doesn't.
Why Join Now
Impact: You'll define the craft and feel of Rosie at the moment it matters most — when every design decision becomes a precedent.
Timing: Early enough to have outsized influence and to build something that's genuinely yours.
Ownership: Salary + competitive equity, with true founding team responsibility.
Mission: The families and caregivers you design for aren't abstract users. They're people navigating one of the hardest logistical and emotional challenges of their lives. Design here matters.
Compensation
Your success is our success. Competitive salary at the seed stage with meaningful equity (0.5–1.5%).
To apply, email hi@rosiematch.com with: a link to 1–2 case studies (live products preferred), your perspective on what makes a great experience for a gig worker versus a consumer, and a few sentences on why this mission calls to you.