Senior Growth Account Executive, Ecommerce AI

Checkmate Savings Inc.; Northern (KY); Hybrid; USD 90,000 - 150,000; Full time

Benefits offered by this job

Equity

401k plan

Remote-first culture

Monthly stipends

Job summary

Checkmate Savings Inc. is seeking a Sr AE to own a full-cycle quota selling Mate into high-growth brands across apparel, beauty, home, and consumer services. Typical deals range from $15M to $1200M+ in GMV. This is high-velocity selling: most closes occur in two to three calls over a few weeks. You will source your own pipeline, demo, build ROI cases, and close.

If you’ve sold performance, martech, or media into consumer brands and enjoy outbound-driven cycles, this will feel like home.

Qualifications

• 5+ years carrying a quota, including at least 2 years selling directly into brands.
• Experience closing full-cycle deals for platforms, software, or media products.
• Proven brand logos you personally won and quota attainment.

Responsibilities

• Build your own pipeline through outbound, agencies, events, and network.
• Run discovery and demos, build ROI cases around incremental revenue.
• Move deals to close in a handful of calls with senior stakeholders.
• Carry and hit a GMV-based quota and sell the full product line.
• Support onboarding and identify expansion opportunities.

Skills

Quota attainment

Brand selling

Pipeline development

ROI/GMV analysis

DTC ecommerce knowledge

Tools

HubSpot

Job description

Checkmate Savings Inc. is seeking a Sr AE to own a full-cycle quota selling Mate into high-growth brands across apparel, beauty, home, and consumer services. Typical deals range from $15M to $1200M+ in GMV. This is high-velocity selling: most closes occur in two to three calls over a few weeks. You will source your own pipeline, demo, build ROI cases, and close.

If you’ve sold performance, martech, or media into consumer brands and enjoy outbound-driven cycles, this will feel like home.