
11 - 50 employees
Founded 2022
📣 Marketing
💼 Consulting
🛍️ eCommerce
💰 $15M Series A on 2023-06
Marketing • Consulting • eCommerce
Checkmate is an AI-powered shopping network and browser extension/app that personalizes offers and coupon codes based on who you are and your shopping behavior. It aggregates merchant deals and exclusives, surfaces curated collections and trending savings, and provides an app and Chrome extension to help consumers discover and unlock targeted discounts while shopping online.
🔥 10 minutes ago
Where this job comes from
Posted on Checkmate's careers page ↗, not through a job board
First seen by Remote Rocketship 10 minutes ago

11 - 50 employees
Founded 2022
📣 Marketing
💼 Consulting
🛍️ eCommerce
💰 $15M Series A on 2023-06
Marketing • Consulting • eCommerce
Checkmate is an AI-powered shopping network and browser extension/app that personalizes offers and coupon codes based on who you are and your shopping behavior. It aggregates merchant deals and exclusives, surfaces curated collections and trending savings, and provides an app and Chrome extension to help consumers discover and unlock targeted discounts while shopping online.
• Own a full-cycle quota selling mate into large brands across ecommerce and beyond • Build pipeline through outbound, agency partners, events, and personal network • Run discovery and demos • Build business cases around incremental revenue • Sell to growth and marketing leaders and build relationships across their teams • Land new partnerships and grow them into larger, long-term budgets • Carry and hit a revenue-based quota • Sell the full product line and help shape the enterprise pitch as new products launch • Maintain clean pipeline and forecasts in HubSpot • Share product feedback based on customer needs and market gaps • Help build the enterprise go-to-market strategy as the company scales into new verticals
• Ability to run a complex deal from first touch to signed contract • Ability to build a self-generated pipeline through outbound, agency partners, events, and personal network • Consultative selling approach focused on diagnosing customer problems and earning trust • Curiosity about AI, adtech, and brand growth • Entrepreneurial and resourceful approach • 5+ years carrying a quota, including at least 2 years closing enterprise deals • Experience closing full-cycle deals for a performance, adtech, or media product bought by growth or marketing leaders at large brands • Documented, consistent quota attainment, with specific logos personally won • Deep fluency in performance marketing, including CAC, LTV, ROAS, incrementality, and how large brands buy media • Credibility with CMOs or VPs of Growth on acquisition, retention, and measurement • Bonus: experience selling for an ad network, social ad platform, or CTV platform • Bonus: experience as an early enterprise AE who helped build the sales motion • Bonus: relationships with growth leaders at large brands
• Competitive base salary + commission package • Equity in a fast-growing, venture-backed company • Competitive medical/dental/vision/other healthcare coverage • 4 weeks PTO + health days • 401k plan • Monthly fitness/wellness stipend • Company retreats and team get togethers (2x a year) • Remote-first culture
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