Senior Account Exec: AI-Driven Growth for DTC Brands

Checkmate; United States; Remote; USD 120,000 - 180,000; Full time

Benefits offered by this job

Equity

Remote-first culture

4 weeks PTO

Health coverage

Job summary

Checkmate is hiring a Sr AE to own the full-cycle sale into high-growth ecommerce brands, primarily Shopify. You’ll source pipeline, run discovery and ROI-based demos, and close multi-call deals within a fast, outbound-driven cycle.

Target accounts range from mid-market to large DTC brands, with emphasis on GMV growth and performance-based outcomes. You’ll leverage deep knowledge of DTC economics and your network to position Checkmate’s growth engine as a critical channel, collaborating with

Qualifications

• 5+ years carrying a quota, including at least 2 years selling into DTC, ecommerce, or adjacent brands
• Experience closing full-cycle deals for a platform, software, performance, adtech, or media product bought by growth, marketing, or ecommerce leaders
• Documented, consistent quota attainment, with specific brand logos you personally won
• Deep fluency in DTC economics (CAC, LTV, ROAS) and the stack brands run on (Shopify, Klaviyo, Attentive, Meta, Google, attribution and retention tooling)
• Credibility to sit across from a CMO or VP of Growth and add real value on acquisition, retention, promo strategy, seasonality, segmentation, and incrementality

Responsibilities

• Build your own pipeline through outbound, agency partners, events, and your network
• Run discovery and demos, and build ROI cases around the incremental revenue Checkmate can drive
• Move deals to close in a handful of calls, usually with a VP of Growth, ecommerce lead, or founder
• Carry and hit a GMV-based quota, closing at volume
• Sell the full product line and adapt and help shape the pitch as we launch new products
• Support onboarding and identify expansion opportunities based on performance data
• Keep pipeline and forecasts clean in HubSpot
• 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

Skills

Quota carrying

DTC ecommerce

Full-cycle deals

ROI analysis

Executive communication

Tools

Shopify

Klaviyo

Attentive

Meta Ads

Google Ads

Job description

Checkmate is hiring a Sr AE to own the full-cycle sale into high-growth ecommerce brands, primarily Shopify. You’ll source pipeline, run discovery and ROI-based demos, and close multi-call deals within a fast, outbound-driven cycle.

Target accounts range from mid-market to large DTC brands, with emphasis on GMV growth and performance-based outcomes. You’ll leverage deep knowledge of DTC economics and your network to position Checkmate’s growth engine as a critical channel, collaborating with