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chesky®

Careers

Build something that matters.

We are building a small team genuinely obsessed with the quality of hiring decisions.

Culture & values

Obsessed with quality

We hold our own team to the bar we ask our customers to hold theirs.

Remote by default

Work from wherever you do your best thinking. We optimize for output, not presence.

Ownership culture

Everyone owns their domain end-to-end. We move fast, debate openly, and commit fully.

Meaningful work

Hiring is one of the most consequential decisions a company makes. We make it better.

Benefits

Competitive equity

Meaningful early-stage equity with real upside.

Remote-first

Work from anywhere. Output over office hours.

Top-tier team

High-standards colleagues who push you to grow.

Flexible time off

No strict PTO limits. Take what you need.

Learning budget

Annual budget for books, courses, and conferences.

Hardware stipend

Get the equipment you need from day one.

Open roles

Current openings.

We are in stealth, building the team. If you are obsessed with hiring quality, reach out. We read every email.

Engineering

Senior Full-Stack Engineer

Full-time · Remote

Express interest

AI/ML Engineer

Full-time · Remote

Express interest

Product

Product Manager

Full-time · Remote

Express interest

Design

Senior Product Designer

Full-time · Remote

Express interest

Sales

Account Executive (Enterprise)

Full-time · Remote

Express interest

Don't see your role?

We hire for talent and values, not just open headcount. If you think you belong here, tell us why.

Send a speculative application