Tl;dr

Chestnut is hiring a part-time designer to help Americans save billions of dollars per year.

This is a 20hr/wk+ role if done part-time. We are also hiring full-time (see our other job posting).

Chestnut

Chestnut is the first AI mortgage lender. Our AI agents automate the mortgage process and save consumers 0.5%+ in interest.

Founder Spencer Brown’s last startup built software used by a top-10 mortgage lender to power $85B+ of loan volume and all aspects of loan processing. During that time he learned how AI could be used to automate the mortgage process and save consumers billions of dollars per year. Realizing that traditional lenders weren’t poised to adapt to AI, he founded Chestnut to challenge the $128B mortgage market head-on. So far, Chestnut is closing mortgages in Texas and Colorado where we offer several different types of home loans.

We’re backed by Y Combinator, Olive Tree Capital (Uber, Postmates, Ramp), and other world-class investors, angels, and founders. The company was founded in January 2025 and recently completed YC X25.

What to Expect

To start, you’ll help shape our brand, product design, and overall design process. Later, you could lead our design team and/or become a product owner.

Some of your first initiatives will include:

• ⭐️ Elevating our brand design.

• 🛜 Redesigning our marketing site.

• 👑 Designing the best consumer mortgage product on the planet.

Skills and Background

Required:

• ⚡️ Hunger for high-focus, high-growth work.

• ↕️ Experience with brand and product design.

• 🗣️ Excellent communication skills.

Great:

• 🤓 History of building side projects.

• 🍎 Interest in people management/mentoring.

• 🦄 Desire to found your own company some day. We will do everything we can to help!

Logistics

We work in-person but this role can also be remote (on Pacific Time hours). Our office in Dogpatch (SF) has 16’ ceilings, giant windows, and tons of sunlight. We’re less than 5 mins away from Dogpatch Boulders and multiple coffee shops, bakeries, and breweries.