Account Executive (DTC and ecommerce brands focus)

1 day, 17 hours ago
Full-time
Senior
Sales and Business Development
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

Description

  • Build your own pipeline through outbound outreach, agency partners, events, and personal network connections.
  • Run discovery calls and product demos, and build ROI cases tied to incremental revenue.
  • Move deals to close in a small number of calls with stakeholders such as VPs of Growth, ecommerce leaders, and founders.
  • Carry and hit a GMV-based quota by closing deals at volume.
  • Sell the full product line, including Targeting and Cashback, and help shape the pitch as new products launch.
  • Support onboarding and identify expansion opportunities using performance data.
  • Maintain clean pipeline management and accurate forecasting 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.

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 or accounts personally won.
  • Deep fluency in DTC economics such as CAC, LTV, and ROAS, and familiarity with the ecommerce stack including Shopify, Klaviyo, Attentive, Meta, Google, attribution, and retention tools.
  • Ability to engage credibly with CMOs and VPs of Growth on acquisition, retention, promo strategy, seasonality, segmentation, and incrementality.
  • Comfort working in a fast, high-volume sales cycle from prospecting to close with limited structure.
  • Ability to build your own pipeline rather than relying on inbound leads.
  • Entrepreneurial, resourceful, and self-directed, with the ability to create your own playbook.
  • Bonus: prior experience operating inside a DTC brand at a senior growth or ecommerce level.
  • Bonus: experience as an early or founding AE helping build the sales motion.
  • Bonus: existing relationships across the ecommerce ecosystem.

Benefits

  • Competitive base salary plus commission package.
  • Equity in a fast-growing, venture-backed company.
  • 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.

Interested in this position?

Apply directly on the company website

Apply Now

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