Checkmate
Tech / AI / Software
AccountExecutive(DTCandecommercebrandsfocus)
Neural analysis suggests this role is
optimal for Mid candidates.
“Account Executive (DTC and ecommerce brands focus) at Checkmate. Skills: Sales, Growth, Performance marketing, Strategic growth advisor, Quota carrying, Prospecting, Pipeline management, Forecasting, GTM strategy, Sales accountability, Business cases, Ecosystem relationships, Agency partnerships, Customer journey, Sales organization. Target high-growth Shopify merchants ($10M–$500M GMV) in fashion, beauty, and home verticals. Conduct deep discovery to understand growth challenges, constraints, a”
What You'll Achieve.
Drive Revenue; Revenue uplift in 30 days; Projected ROAS; Incremental revenue; Payback periods
Industry & Context.
Diagnose their conversion problems; Prescribe compelling solutions; Diagnose where they're leaving money on the table; Prescribe a strategic path forward
What They're Looking For.
Must Have
2-5+ years in sales, growth, performance marketing, or equivalent at DTC brands, agencies, or eCommerce platform, at least 2 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. ), 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, Comfortable carrying quota and sales accountability, 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
Nice to Have
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
What You'll Do.
Target high-growth Shopify merchants ($10M–$500M GMV) in fashion
Conduct deep discovery to understand growth challenges
Present data-driven business cases showing projected ROAS
Navigate complex buying committees involving Growth
and Finance stakeholders
Establish yourself as a trusted advisor—not just a vendor
Own a quota and manage full-cycle sales from prospecting to close
Build pipeline through outbound prospecting
and ecosystem relationships
Maintain disciplined pipeline management and forecasting in Hubspot
Support onboarding and identify expansion opportunities based on performance data
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
and Customer Success to improve the customer journey
Be a founding member of our sales organization—what you build here will scale
How You'll Work.
Team & Collaboration
Navigate complex buying committees involving Growth, Marketing, RevOps, and Finance stakeholders; Collaborate with Product, Marketing, and Customer Success to improve the customer journey
Communication Scope
Speak to prospects about them
Full Job Description
### **The Problem We’re Solving** 🎯 Most DTC brands are leaving revenue on the table. They spend millions acquiring customers through paid channels, then lose 60%+ of high-intent shoppers to cart abandonment, anonymous browsing, and missed retargeting opportunities. The issue isn't traffic—it's conversion architecture. Brands lack the infrastructure to capture intent signals, recognize returning visitors, and re-engage shoppers at the moments that matter most. That's where Checkmate comes in. Our AI-powered platform captures shopping intent from 100M+ shoppers across the web—wishlists, carts, browsing sessions—and turns it into high-converting campaigns that consistently deliver revenue uplift in 30 days. But here's the thing: selling this solution requires more than a good pitch deck. It requires someone who can walk into a growth team's meeting, diagnose where they're leaving money on the table, and prescribe a strategic path forward. ### **About Checkmate 🛍 📲** Checkmate is an AI marketing platform that helps DTC brands capture anonymous shoppers, launch targeted campaigns, and drive measurable revenue. Our platform uses AI to de-anonymize site traffic, uncover missed conversion opportunities, and launch high-performance campaigns that engage the 100M+ high-intent shoppers in our network. We offer three core products for brands: 1. Enrichment: Reveal and resolve anonymous visitors to fuel smarter lifecycle flows. 2. Targeting: Deliver single-use offers through high-converting surfaces like our app, extension, email, and SMS. 3. Audiences: Capture pre-checkout emails via gated discounts and gain competitive insights. We work with leading DTC brands like Stanley, Quay, ColourPop, Laneige, and Dockers. Backed by Google Ventures, Fuel Capital, and others. ### **The Role 💼** This isn't a traditional AE role. You'll function as a strategic growth advisor who also carries quota. Focusing on the fashion, beauty, and home verticals, you'll identify brands in our ICP,
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