Hiring: Head of Sales, Billing Company: Stripe Location: Chicago, IL Job Posted Time: 2026-09-03 07:40:54 Target Skills & Keywords : SaaS, Stripe About the job Experience: •10+ years of sales leadership experience, launching and growing high-functioning sales teams/products. •15+ years of experience in hyper-growth SaaS environments across the AMER region. Required Skills: •Recruit, develop and lead a team of product sales executives focused on expansion and retention of our largest Billing Users •Create go-to-market plans and solutions to meet our customer needs, in collaboration with Product, Sales, Finance and Marketing stakeholders. •Manage day-to-day operations, with a focus on performance against key sales metrics. •Be accountable for driving revenue, increasing attach rates, and new client acquisition at high rates of growth. •Coach and guide the team in developing consultative and solution-based sales skills through all facets of the sales cycle. •Get hands on engaged in the largest, most strategic opportunities, leading executive relationships and helping the team win new customers. •Inspire, motivate, and enable individual development to promote career growth of direct reports. •Lead with clarity and context with a compelling plan in line with Stripe’s direction. Qualifications: •Industry experience in finance, revenue management, financial services, or similar software services. •Proven ability to be a self-starter, capable of driving business results without significant supervision. •Demonstrated capacity to understand complex technical requirements and craft solutions across multiple stakeholders. •An enthusiastic “roll up your sleeves” mentality. •Excellent verbal and written communication skills. •Strong presentation skills, particularly for in-person meetings with multiple stakeholders. •Proven ability to lead complex negotiations involving bespoke agreements with startup, SMB, and Commercial businesses. Compensation: •$389,600 - $584,400 / year Interested candidates, please apply directly through the job posting on company's career page or try via AI auto apply on this platform. Don't miss this opportunity to join a forward-thinking team!