Role Description
As a Sr AE, you'll own a full-cycle quota selling Mate into high-growth ecommerce brands (mainly Shopify brands but we also work with non-Shopify brands as well) across apparel, beauty, home, and consumer goods, typically $15M to $100M+ in GMV. This is a high-velocity sale: most deals close in two to three calls over a few weeks. You'll source your own pipeline, run the demo, build an ROI case, and close. Our pitch is focused on positioning Mate as a growth channel for brands, not selling a long enterprise contract.
If you've sold a performance, martech, or media product into ecommerce brands and like the pace of a short, outbound-driven cycle, this will feel like home.
What Youโll Do
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Build your own pipeline through outbound, agency partners, events, and your own network
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Run discovery and demos, and build ROI cases around the incremental revenue Checkmate can drive
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Move deals to close in a handful of calls, usually with a VP of Growth, ecommerce lead, or founder
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Carry and hit a GMV-based quota, closing at volume
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Sell the full product line and adapt and help shape the pitch as we launch new products
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Support onboarding and identify expansion opportunities based on performance data
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Keep pipeline and forecasts clean in HubSpot
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Contribute product feedback based on real customer needs and market gaps
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Help refine our GTM strategy as we scale into new verticals and use cases
Who You Are
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You thrive in a fast, high-volume cycle and can run the whole thing yourself, prospect to close
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You build your own pipeline and earn deals, rather than waiting on inbound to come your way
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You sell like a partner, diagnosing the real problem and earning trust instead of pushing product
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You're genuinely curious about ecommerce and what makes brands grow
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You're entrepreneurial and resourcefulโyou build your own playbook
What You Bring
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5+ years carrying a quota, including at least 2 years selling into DTC, ecommerce, or adjacent brands
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Experience closing full-cycle deals for a platform, software, performance, adtech, or media product bought by growth, marketing, or ecommerce leaders, and a clear view of why that maps to Checkmate
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Documented, consistent quota attainment, with specific brand logos you personally won
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Deep fluency in DTC economics (CAC, LTV, ROAS) and the stack brands run on (Shopify, Klaviyo, Attentive, Meta, Google, attribution and retention tooling)
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The credibility to sit across from a CMO or VP of Growth and add real value on acquisition, retention, promo strategy, seasonality, segmentation, and incrementality
Bonus Points
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You've operated inside a DTC brand at a senior growth or ecommerce level
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You've been an early or founding AE who helped build the motion
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You bring relationships across the ecommerce ecosystem
You're probably NOT a fit if:
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You come from pure enterprise SaaS sales with very long sales cycles and no experience in the ecommerce industry
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You're looking for a traditional AE role with heavy enablement and structure
Why Join Checkmate
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Solve real problems: Help brands unlock millions in missed revenue
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Work with top brands: Partner with category leaders like Brooklinen, AG1, and Everlane
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Growth opportunity: Exposure to AI, martech innovation, and fast-moving eCommerce
Compensation & Benefits
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Competitive base salary + commission package
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Equity in a fast-growing, venture-backed company
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Traditional medical/dental/vision/other healthcare coverage
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4 weeks PTO + health days
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401k plan
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Monthly gym membership reimbursement
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Company retreats and team get togethers (2x a year)
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Remote-first culture (preference for those near major cities - NYC, LA, SLC, Miami, Chicago, etc.)