Senior Account Executive – DTC, ecomm brands

Checkmate

Strategic growth advisor specializing in revenue improvement for DTC brands using AI-powered solutions. Building partnerships with high-growth merchants and understanding their conversion challenges to drive sales.

Posted 4/23/2026full-timeRemote • 🇺🇸 United StatesSeniorWebsite

About the role

Key responsibilities & impact

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

What you’ll need

4–7+ years in sales, growth, performance marketing, or equivalent at DTC brands, agencies, or eCommerce platform
You have at least 4 years of direct experience selling into DTC or ecomm brands
Deep understanding of DTC economics (CAC, LTV, ROAS) and the DTC tech stack (Klaviyo, Attentive, Shopify, etc.)
You understand email/SMS flows, cart abandonment campaigns, or retargeting strategies enough to speak to prospects about them
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 marketing experience
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

Comp & perks

Solve real problems: Help DTC brands unlock millions in missed revenue
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 💸**
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.)

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

salesperformance marketingdata-driven business casespipeline managementforecastingDTC economicsemail/SMS flowscart abandonment campaignsretargeting strategiesGTM strategy

Soft Skills

discovery skillsentrepreneurialresourcefulcommercially driventrusted advisorcollaborationpresentation skillsrelationship buildingaccountabilitypassion for eCommerce