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Senior Account Executive (DTC and ecommerce brands focus)

3 weeks, 4 days ago
United States
Full-time
Senior
Account Executive
Sales and Business Development
E-commerce HubSpot Shopify
Apply Now
Checkmate

Checkmate

Checkmate is a browser extension that automates the process of finding and applying online discounts, gift cards, and coupons. It streamlines online shopping by delivering deals and order information from preferred brands, saving users time and money.

Internet Software & Services
11-50
Founded 2020
$20M raised
View All Jobs 3

Description

  • Build a personal pipeline through outbound prospecting, agency partners, events, and existing network connections.
  • Run discovery calls and product demos with ecommerce decision-makers.
  • Develop ROI cases that show incremental revenue impact from Checkmate.
  • Move opportunities to close over a small number of calls in a fast-moving sales cycle.
  • Carry and achieve a GMV-based quota by closing deals at volume.
  • Sell the full product line, including Targeting and Cashback, and help shape the pitch for new products.
  • Support customer onboarding and identify expansion opportunities using performance data.
  • Maintain accurate pipeline tracking and forecasting in HubSpot.
  • Provide product feedback based on customer needs and market gaps.
  • Contribute to GTM strategy as the company expands into new verticals and use cases.

Requirements

  • 5+ years of quota-carrying sales experience, including at least 2 years selling into DTC or ecommerce brands.
  • Experience closing full-cycle deals for a platform, software, performance, adtech, or media product sold to growth, marketing, or ecommerce leaders.
  • Documented, consistent quota attainment with specific brand logos personally won.
  • Strong understanding of DTC economics, including CAC, LTV, and ROAS.
  • Familiarity with the ecommerce stack, including Shopify, Klaviyo, Attentive, Meta, Google, attribution, and retention tools.
  • Ability to credibly sell to CMOs and VPs of Growth on acquisition, retention, promo strategy, seasonality, segmentation, and incrementality.
  • Comfort thriving in a fast, high-volume sales cycle with minimal structure and support.
  • Entrepreneurial, resourceful approach to building a personal sales playbook.
  • Experience operating inside a DTC brand at a senior growth or ecommerce level is preferred.
  • Experience as an early or founding AE helping build the sales motion is a plus.
  • Existing relationships across the ecommerce ecosystem are a plus.
  • Pure enterprise SaaS sales experience without ecommerce industry exposure is not a fit.

Benefits

  • Competitive base salary plus commission.
  • Equity in a fast-growing, venture-backed company.
  • Traditional medical, dental, vision, and other healthcare coverage.
  • 4 weeks of PTO plus health days.
  • 401(k) plan.
  • Monthly gym membership reimbursement.
  • Company retreats and team get-togethers.
  • Remote-first culture with a preference for candidates near major cities such as NYC, LA, SLC, Miami, and Chicago.

Interested in this position?

Apply directly on the company website

Apply Now

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