HEAD OF DESIGN
withco
Why be with company?
We all know what a great neighborhood feels like. The sad reality is that every day, our neighborhoods are losing their character, authenticity, and sense of community. From Main Streets to Manhattan, our beloved local businesses are being pushed out at unprecedented rates, replaced with corporate brands or empty storefronts. America is losing its small business backbone — its diversity, energy, and competitive edge.
All while there is a generational opportunity in commercial real estate directly ahead of us. We’ve been quietly and deliberately building withco to empower millions of small businesses to seize their opportunity to become their own landlords. And if we’re successful, we’ll have created not only the most financially impactful company of its time, but also neighborhoods that we’re proud to live in. Join our mission to make it exciting to be a small business owner in America.
We've raised $30M+ from the world's best investors, including Founders Fund, Canaan, NFX, BoxGroup, and angels like Ken Chenault, Danny Meyer, Venus Williams, Kevin Durant, and more.
Why we need you:
As our Head of Design, you’ll serve on the executive team as partner to our CEO and CTO.
Small businesses have been exploited and ignored — trust is broken. Your mission? Build a brand and product that arms America’s grittiest entrepreneurs with the tools, knowledge, and capital to take control — to buy back their buildings, rewrite the rules, and win a game that’s been rigged against them.
This isn’t just about visuals. Design here is holistic, strategic, and tangible, Your influence will go beyond screens to define what it means to buy — not a car, not a home — but an asset that fuels community, legacy, and generational wealth..
What you'll do:
Launch big. Lead the launch of our first digital app.
Move fast. Set our pace of innovation by rapidly prototyping designs that hit home for our customers.
Own it all. Shape every detail of new product features — ideas to pixels — and define our roadmap.
What makes you a great fit:
A born designer. Design isn’t just what you do; it’s who you are. People call you the best designer they’ve ever worked with. You take extreme ownership of your work.
Insatiably curious. Your optimism and curiosity drive you to understand people, solve problems, and create experiences that matter. You don’t wait — you call.
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Fearless. You’re not here for titles or red tape. You’re here to swing for the fences and make an impact that lasts.
Our Culture
While small business is for everyone, withco’s culture is not for everyone. In fact, it’s for a very, very, very small group. What makes our culture so special is how much we value accountability and clarity in how we work and curiosity and obsession in how we build. We have a disproportionate number of craftspeople, athletes, ex-founders, PhDs and scientists.
Our Benefits
We’re building withco to create generational wealth not only for small business builders, but also our team of builders. We endeavor to make this the most meaningful career experience of your life. In addition, we offer:
Top decile all-in compensation for our stage
Eligibility for carried interest in our real estate vehicles
100% company-paid medical, dental, and vision insurance
A beautiful office in SoHo
Unlimited PTO and WFH
Paid parental leave
401(k), FSA/HSA, and commuter benefits
Weekly team lunch and regular team events, always at a small business
We’re proud to be an equal opportunity employer. We care about building a uniquely diverse, energetic, inclusive, and service-oriented team — one that understands, cares about, and represents the different small business communities we aim to serve.