CareerPlan

Middle Market Sales Leader

New York, NY, USFull-time2026-10-07 → 2026-11-09
Hybrid

Core

Recruit, build, and lead a national commercial team focused on selling Checkout.com's payment solutions to North American lower Middle Market merchants.

Role type

Senior Sales Leader (Middle Market)

Builds

Scalable commercial capability and revenue for the Middle Market segment

Domain

Fintech / Payments / B2B Technology

Required skills

Commercial sales success, Payments technology expertise, People leadership, Growth mindset, Strategic execution

Preferred skills

Experience in global organizations, High-growth environment experience

Technologies

Checkout.com platform, Payments ecosystem

Responsibilities

Recruit and mentor a commercial team to surpass revenue targets, Drive pipeline generation through territory planning and marketing alignment, Accelerate key deals through coaching and strategic guidance, Partner cross-functionally with Product and Engineering to optimize processes

Seniority

Senior, hands-on IC with leadership responsibilities