Careers at Checkmate

Building the future of online shopping.

Passionate about creating a better end-to-end shopping experience for the next generation of shoppers? We'd love to meet you.

Get in touch

How we work.

Ownership

Radical ownership, high standards, and pride in work. Every team member owns outcomes — not just tasks — and cares that the work clears the highest bar.

Data-Driven

Performance-oriented, working smarter not just harder. We make strategic decisions based on data, KPIs, and impact.

Grit

Hustle, adaptability, resilience. We push through obstacles, stay agile in the face of change, and keep iterating to improve.

People Matter

Respect, teamwork, continuous learning. We support each other, communicate well, and never stop growing — trust leads to stronger outcomes.

The good stuff.

Comp & benefits

Competitive salary and stock options.

Remote work

Work wherever you want in the world.

Self-care

Health, dental, and vision benefits.

Our investors.

Checkmate is backed by top tier venture capital funds and angel investors passionate about improving your shopping experience.

N
Fuel Capital
Susa Ventures
L2 Ventures
Scribble
Hyper
7 Ventures
Sinai Ventures

Checkmate jobs.

Interested in working with us? Get in touch and tell us what you'd build.