Senior Account Executive (DTC and ecommerce brands focus)

The Problem We're SolvingMost 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 CheckmateCheckmate 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.Core ProductsEnrichment: Reveal and resolve anonymous visitors to fuel smarter lifecycle flows.Targeting: Deliver single‐use offers through high‐converting surfaces like our app, extension, email, and SMS.Audiences: Capture pre‐checkout emails via gated discounts and gain competitive insights.The RoleThis 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, diagnose their conversion problems, prescribe compelling solutions with Checkmate's product offerings, build trusted partnerships with DTC growth teams, and then close those relationships.What You'll Do – Build Strategic PartnershipsTarget high‐growth Shopify merchants ($10M–$500M GMV) in fashion, beauty, and home verticalsConduct deep discovery to understand growth challenges, constraints, and team prioritiesPresent data‐driven business cases showing projected ROAS, incremental revenue, and payback periodsNavigate complex buying committees involving Growth, Marketing, RevOps, and Finance stakeholdersEstablish yourself as a trusted advisor—not just a vendorDrive RevenueOwn a quota and manage full‐cycle sales from prospecting to closeBuild pipeline through outbound prospecting, agency partnerships, and ecosystem relationshipsMaintain disciplined pipeline management and forecasting in HubSpotSupport onboarding and identify expansion opportunities based on performance dataShape the PlaybookContribute product feedback based on real customer needs and market gapsHelp refine our GTM strategy as we scale into new verticals and use casesCollaborate with Product, Marketing, and Customer Success to improve the customer journeyBe a founding member of our sales organization—what you build here will scaleRequirementsWho You Are4–7 years in sales, growth, performance marketing, or equivalent at DTC brands, agencies, or eCommerce platformsDeep understanding of DTC economics (CAC, LTV, ROAS) and the DTC tech stack (Klaviyo, Attentive, Shopify, etc.)Understanding of email/SMS flows, cart abandonment campaigns, or retargeting strategies enough to speak to prospects about themKnowledge of promo strategy, seasonality, and customer segmentationYou're Commercially DrivenComfortable carrying quota and sales accountabilityStrong discovery skills and ability to build data‐driven business cases for senior marketing leadersEntrepreneurial and resourceful—you build your own playbookPassionate about eCommerce and DTC brand strategyYou're Probably NOT a Fit IfYou come from pure enterprise SaaS sales with no hands‐on marketing experienceYou can't explain post‐purchase flows or LTV:CAC ratiosYou're looking for a traditional AE role with heavy enablement and structureBonus PointsDirect experience selling into DTC or ecomm brandsAgency 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 companiesBenefitsSolve real problems: Help DTC brands unlock millions in missed revenueWork with top brands: Partner with category leaders like Stanley, Quay, and ColourPopGrowth opportunity: Exposure to AI, martech innovation, and fast‐moving eCommerceCompensation & BenefitsCompetitive base salary + commission packageEquity in a fast‐growing, venture‐backed companyTraditional medical/dental/vision/other healthcare coverage401k planFree gym membershipCompany retreatsRemote‐first culture (preference for those near major cities – NYC, LA, Miami, Chicago, etc.)#J-18808-Ljbffr