
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.
🕒 3 days ago
Where this job comes from
Posted on Checkmate's careers page, not through a job board
First seen by Remote Rocketship 3 days ago
Still open on Checkmate's site. Checked 1 hour 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 high-growth ecommerce brands, mainly Shopify brands • Source pipeline through outbound, agency partners, events, and personal networks • Run discovery and product demonstrations • Build ROI cases around incremental revenue Checkmate can drive • Move deals to close in a handful of calls, typically with a VP of Growth, ecommerce lead, or founder • Carry and hit a GMV-based quota, closing at volume • Sell the full product line and help shape the pitch as new products launch • Support onboarding and identify expansion opportunities using performance data • Maintain clean pipeline and forecasts in HubSpot • Provide product feedback based on customer needs and market gaps • Help refine go-to-market strategy as the company expands into new verticals and use cases
• 5+ years carrying a quota, including at least 2 years selling into DTC, ecommerce, or adjacent brands • Experience closing full-cycle deals for a platform, software, performance, adtech, or media product bought by growth, marketing, or ecommerce leaders • Documented, consistent quota attainment, with specific brand logos personally won • Deep fluency in DTC economics (CAC, LTV, ROAS) • Fluency in the ecommerce technology stack: Shopify, Klaviyo, Attentive, Meta, Google, attribution and retention tooling • Credibility with CMOs or VPs of Growth on acquisition, retention, promotional strategy, seasonality, segmentation, and incrementality • Ability to prospect, run the full sales cycle, and close independently • Curiosity about ecommerce and brand growth • Entrepreneurial and resourceful approach • Preferred experience operating inside a DTC brand at a senior growth or ecommerce level • Preferred experience as an early or founding AE • Relationships across the ecommerce ecosystem
• 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 (preference for those near major cities - NYC, LA, SLC, Miami, Chicago, etc.) • Exposure to AI, martech innovation, and fast-moving eCommerce
Apply NowImprove your chances of getting an interview by checking your resume score before you apply.
🕒 3 days ago
Strategic healthcare sales executive growing MicroCare’s infection-prevention products across medical markets. Managing OEM, CDMO, provider, and distribution relationships to drive revenue.
🇺🇸 United States – Remote
💵 $120k - $150k / year
💰 $8M Venture Round on 2023-06
⏰ Full Time
🟠 Senior
🔴 Lead
🧑💼 Account Executive
🕒 3 days ago
Enterprise Account Executive driving full-cycle B2B sales for HUNGRY’s workplace dining platform. Building executive relationships and expanding strategic enterprise accounts.
🇺🇸 United States – Remote
💵 $100k - $120k / year
💰 $10M Series C on 2023-06
⏰ Full Time
🟡 Mid-level
🟠 Senior
🧑💼 Account Executive
🕒 3 days ago
Sales Manager and Account Executive driving Software, Data & AI solutions revenue at Dean Dorton. Leading sales strategy, client growth, forecasting, and Account Executive development.
🕒 3 days ago
Mid-Market Account Executive selling AssetWatch predictive-maintenance solutions to manufacturers. Developing B2B opportunities, diagnosing customer needs, and delivering tailored sales strategies.
🕒 3 days ago
Enterprise Account Executive selling Horizon3’s NodeZero autonomous penetration-testing platform. Expanding cybersecurity customers, channel partnerships, and sales across Tennessee.