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Chestnut
The first AI mortgage lender
Last verified August 17, 2026 · Updated daily
Open roles at Chestnut
Nothing live right now. We re-check Chestnut daily and this page updates the moment they post.
Want their roles the day they go up, before the job boards index them?
Get started →Know when Chestnut is hiring before anyone else
A role stays uncontested for about four days. Here's the window — and where we put you in it.
From $9/month, cancel any time.
Watching Chestnut
0 applicantsRole spotted & verified
1You get the alert
1You've applied
~8Hits the job boards
250+Working at Chestnut
Since , Chestnut has built The first AI mortgage lender. The team is now <50 people. Working at a Fintech, Credit and Lending company at this stage means broad remit, direct access to founders, and equity that still means something if the company works out.
Most openings are based out of San Francisco, CA, USA.
How to actually get hired at Chestnut
Why applying the normal way doesn't work
Chestnut is <50 people. No recruiter, no HR. Your application goes to a founder juggling everything. Cold outreach is how you actually get seen.
Who to contact at Chestnut
No verified contact route for Chestnut yet. Based on size (<50) and sector (Fintech, Credit and Lending), a founder or department head is likely the decision-maker, but treat this as a model.
What Chestnut screens for
relevant experience and ability to operate autonomously
Customize your CV for the Chestnut role. Matching the job description language helps clear ATS filters.
Mistakes that kill Chestnut applications
A recycled CV gets rejected fast at Chestnut (<50 people). They notice.
Don't open with what you want. Open with what Chestnut is dealing with right now — is growing, and what you'd do about it.
Applying and waiting = silence. Follow up at day five — it roughly doubles your odds of a reply.
Applying to Chestnut? Get the contact, not the form.
The Chestnut interview process
3 stages · 7 days typical · take-home: no · modelled from similar companies
We don't yet have verified candidate reports for Chestnut. What follows is the typical process for a <50-person Fintech, Credit and Lending company — treat it as a model, not confirmed detail.
Interview stages
Intro Call
Video call · 30 min
Culture fit and role expectations
Founder or hiring manager
Technical Deep Dive
Video call or in-person · 60 min
Past projects and problem-solving approach
Technical founder or lead
Final Round
In-person or video · 45 min
Team fit and offer discussion
Founding team
Chestnut interview timeline
Expect days total. Compared to similar Fintech, Credit and Lending companies (10 days median), Chestnut is faster.
Interviewed at Chestnut?
Tell us how it went — stages, questions, timeline. Takes 90 seconds and it's how this page stays accurate for the next person.
Submit your Chestnut interview experience →Chestnut jobs, frequently asked questions
Is Chestnut hiring right now?
We aren't tracking any live Chestnut vacancies today. We re-check daily and this page updates as soon as a role appears.
How do I apply for a job at Chestnut?
Use the apply links above, or check our guide to getting hired at Chestnut.
Does Chestnut respond to cold emails?
Not enough data yet on Chestnut's cold email response rates.
Who is the hiring manager at Chestnut?
At this size, hiring is usually run by a founder or department head.
What ATS does Chestnut use?
Chestnut uses Ashby.
How competitive is it to get hired at Chestnut?
Typical applicant count for Fintech, Credit and Lending roles (<50 people): 50-100 in two weeks. Apply fast.
How many rounds is the Chestnut interview?
3 stages: Intro Call, Technical Deep Dive, Final Round.
Is the Chestnut interview hard?
Focus on relevant experience and culture fit, not puzzles. Final Round is reportedly the most challenging round.
Does Chestnut give a take-home task?
No, Chestnut does not include a take-home stage.
How long does Chestnut take to get back to you?
Around 7 days across the full process.
What should I prepare for the Chestnut interview?
Focus on relevant experience and culture fit. At <50 people, they're testing whether you can operate without process, not whether you memorised algorithms.
Where is Chestnut based?
Chestnut is headquartered in San Francisco, CA, USA.
Get Chestnut roles before they're posted
A role stays uncontested for about four days. Here's the window — and where we put you in it.
From $9/month, cancel any time.
Watching Chestnut
0 applicantsRole spotted & verified
1You get the alert
1You've applied
~8Hits the job boards
250+