Checkmate

Account Executive, DTC Brands

Checkmate

full-time

Posted on:

Location Type: Remote

Location: United States

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About the role

  • **What You’ll Do** ⚡
  • - **Think Like a Growth Marketer:**
  • - Audit brands' conversion funnels, retention strategies, and customer acquisition economics
  • - Identify gaps in their cart abandonment flows, email/SMS programs, and anonymous traffic capture
  • - Translate Checkmate's capabilities into strategic recommendations tailored to each brand's growth roadmap
  • - Speak fluently with CMOs, Growth leads, and Retention marketers about CAC, LTV, cohort analysis, and channel efficiency
  • - Understand their tech stack (Klaviyo, Attentive, Yotpo, etc.) and how Checkmate integrates into their existing ecosystem
  • - **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

Requirements

  • **Who You Are** 🧬**You have growth marketing DNA and want to carry quota**
  • - 4–7 years in growth, performance, or retention marketing at DTC brands, agencies, or eCommerce platforms
  • - Deep understanding of DTC economics: CAC, LTV, ROAS, cohort retention, and conversion optimization
  • - Experience with the DTC tech stack (Klaviyo, Attentive, Shopify, etc.)
  • - You've built or optimized email/SMS flows, cart abandonment campaigns, or retargeting strategies
  • - Understanding of promo strategy, seasonality, and customer segmentation
  • **You're commercially driven**
  • - Comfortable carrying quota and sales accountability
  • - Strong discovery skills and ability to build data-driven business cases for senior marketing leaders
  • - Entrepreneurial and resourceful—you build your own playbook
  • - Passionate about eCommerce and DTC brand strategy
  • **You're probably NOT a fit if:**
  • - You come from pure enterprise SaaS sales with no hands-on marketing experience
  • - You can't explain post-purchase flows or LTV:CAC ratios
  • - You're looking for a traditional AE role with heavy enablement and structure
  • **Bonus Points**
  • - 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
  • **Why Join Checkmate** 🚀
  • - **Solve real problems:** Help DTC brands unlock millions in missed revenue
  • - **Founding team opportunity:** Shape our GTM playbook, working directly with our Head of Ops and Co-Founders
  • - **Work with top brands:** Partner with category leaders like Stanley, Quay, and ColourPop
  • - **Growth opportunity:** Exposure to AI, martech innovation, and fast-moving eCommerce
  • **Compensation & Benefits 💸**
  • - Equity in a fast-growing, venture-backed company
  • - 100% covered healthcare
  • - Free gym membership
  • - 4 weeks PTO and health days
  • - Company retreats 🏝
  • - Remote-first culture (Los Angeles or New York City preferred)
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
growth marketingperformance marketingretention marketingconversion optimizationemail marketingSMS marketingcart abandonment strategiesretargeting strategiesdata-driven business casespipeline management
Soft Skills
discovery skillsentrepreneurial mindsetresourcefulnesscommunicationstrategic thinkingrelationship buildingtrustworthinesscollaborationpresentation skillsanalytical thinking