[Hiring] Account Executive (Sales), DTC Brands @Checkmate

Role Description

This role involves functioning as a strategic growth advisor who also carries quota, focusing on the fashion, beauty, and home verticals.

• Identify brands in our ICP and diagnose their conversion problems
• Prescribe compelling solutions with Checkmate's product offerings
• Build trusted partnerships with DTC growth teams
• Close relationships with clients

What You’ll Do

• Build Strategic Partnerships
  • Target high-growth Shopify merchants ($10M–$500M GMV) in fashion, beauty, and home verticals
  • Conduct deep discovery to understand growth challenges, constraints, and team priorities
  • Present data-driven business cases showing projected ROAS, incremental revenue, and payback periods
  • Navigate complex buying committees involving Growth, Marketing, RevOps, and Finance stakeholders
  • Establish yourself as a trusted advisor—not just a vendor
• Drive Revenue
  • Own a quota and manage full-cycle sales from prospecting to close
  • Build pipeline through outbound prospecting, agency partnerships, and ecosystem relationships
  • Maintain disciplined pipeline management and forecasting in Hubspot
  • Support onboarding and identify expansion opportunities based on performance data
• Shape the Playbook
  • Contribute product feedback based on real customer needs and market gaps
  • Help refine our GTM strategy as we scale into new verticals and use cases
  • Collaborate with Product, Marketing, and Customer Success to improve the customer journey
  • Be a founding member of our sales organization—what you build here will scale

Qualifications

• 4–7 years in sales, growth, performance marketing, or equivalent at DTC brands, agencies, or eCommerce platforms
• Deep understanding of DTC economics (CAC, LTV, ROAS) and the DTC tech stack (Klaviyo, Attentive, Shopify, etc.)
• Experience selling into brands
• Understanding of email/SMS flows, cart abandonment campaigns, or retargeting strategies
• Understanding of promo strategy, seasonality, and customer segmentation
• Strong discovery skills and ability to build data-driven business cases for senior marketing leaders
• Entrepreneurial and resourceful—ability to build your own playbook
• Passionate about eCommerce and DTC brand strategy

Requirements

• Comfortable carrying quota and sales accountability

Bonus Points

• Direct experience selling into DTC or ecomm brands
• Agency background (CTC, Noticed, Power Digital, Structured)
• Management consulting experience focused on eCommerce or growth strategy (Bain, Deloitte Digital)
• Experience developing GTM strategies in fast-paced SaaS, AI, or eCommerce companies

Benefits

• Competitive base salary + commission package
• Equity in a fast-growing, venture-backed company
• Traditional medical/dental/vision/other healthcare coverage
• 401k plan
• Free gym membership
• Company retreats
• Remote-first culture (preference for those near major cities - NYC, LA, Miami, Chicago, etc.)