Checkmate

About Checkmate

Checkmate pioneers AI marketing for Direct-to-Consumer (DTC) brands. They transform anonymous website visits into measurable revenue. You help brands like Stanley and ColourPop engage over 100 million high-intent shoppers. Their platform de-anonymizes traffic, uncovers missed opportunities, and launches high-performance campaigns. Checkmate offers three core products: Enrichment, Targeting, and Audiences. Enrichment reveals anonymous visitors to power smarter marketing flows. Targeting delivers tailored offers through their app, extension, email, and SMS. Audiences capture pre-checkout emails and provide vital competitive insights. Backed by Google Ventures, Checkmate is reshaping how DTC brands connect with customers.

How We Work

Checkmate embraces a remote-first culture, giving you flexibility. They prefer team members who are near major cities like NYC, LA, Miami, or Chicago. This approach fosters independence while encouraging connection. You will also experience company retreats, fostering strong team bonds. The team thrives on solving complex problems for leading DTC brands. This environment promotes strategic thinking and entrepreneurial drive. You will find a blend of intensity and kindness in their collaborative atmosphere. They value individuals who can build their own playbooks and drive results.

Why Join Us

• Empower DTC brands to unlock millions in missed revenue.
• Partner with category leaders like Stanley, Quay, and ColourPop.
• Gain exposure to AI, martech innovation, and fast-moving eCommerce.
• Build the sales organization playbook in a venture-backed company.
• Contribute directly to product feedback and GTM strategy.

Benefits & Perks

• Competitive base salary plus commission package
• Equity in a fast-growing, venture-backed company
• Traditional medical, dental, and vision healthcare coverage
• 401k plan
• Free gym membership
• Company retreats