Checkmate Intelligence is hiring a Senior Account Executive to drive growth with DTC and e-commerce brands. In this strategic role, you will function as a trusted advisor and growth partner to high-potential merchants in the fashion, beauty, and home verticals. You will diagnose their conversion challenges, prescribe solutions, build trusted partnerships, and close deals as a founding member of our sales organization.
What You'll Do
- Target high-growth Shopify merchants ($10M–$500M GMV) in the 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.
- 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.
- 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.
What We're Looking For
- Proven experience in a strategic sales role focused on DTC or e-commerce brands.
- Deep understanding of e-commerce growth challenges, conversion optimization, and the Shopify ecosystem.
- Ability to build and present complex, data-driven business cases to executive-level stakeholders.
- Track record of navigating multi-threaded sales cycles with buying committees.
- Strong pipeline generation skills through outbound prospecting and partner development.
- Experience managing full-cycle sales and owning a quota.
- Excellent communication and relationship-building skills with a consultative approach.
- Ability to operate autonomously and contribute to foundational sales processes.
Technical Stack
- Hubspot for CRM and pipeline management
Team & Environment
You will be a founding member of the sales organization, building the processes and playbooks that will scale. This role offers significant influence over our go-to-market strategy and direct collaboration with Product, Marketing, and Customer Success teams.
