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Head of Enterprise, West

Stripe

Remote · USJobPosted 1 day agoStill listed today

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At a glance

Compensation
No compensation found
Location
Remote · US
Work Authorization
Not specified

Olive focuses on jobs in the United States, including remote roles you can work from there.

Job overview

Stripe’s Enterprise West Sales team works with large and fast-growing businesses to help them use Stripe’s solutions. The Head of Enterprise, West leads and coaches sales executives, sets team strategy, manages operations, and is accountable for revenue and activation targets. The role also works directly with prospective customers and across the organization to shape solutions. Ideal candidates bring sales-team leadership, customer relationship, and communication experience.

Skills & qualifications

RequiredNice to have

Skills

Early-Stage, nice to haveLine Management, nice to haveChannel Partnership, nice to haveStrategic Alliances, nice to haveSoftware as a Service, nice to haveSales Management, nice to haveSales Team Leadership, requiredSales Training, requiredSales Coaching, requiredStrategic Client Relationships, requiredIndustry Alliances, requiredChannel Partnerships, requiredHigh-Growth Technology Environments, requiredTechnical Communication, requiredCustomer Relationships, requiredCommunication, nice to haveCustomer Needs Analysis, nice to have

Qualifications

10+ Years Account Executive Experience or 5+ Years Frontline Sales Management, requiredSecond-Line Management Experience, nice to have

Full job description

Who we are About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies - from the world’s largest enterprises to the most ambitious startups - use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone's reach while doing the most important work of your career. About the team The Enterprise West Sales team engages with some of the largest and fastest-growing businesses in the world to take advantage of Stripe’s solutions. You'll lead and coach high-performing sales executives dispersed along the West Coast, helping them deliver on ambitious targets, as well as roll up your sleeves to work directly with prospective Stripe customers. What you’ll do Responsibilities

  • Recruit, mentor, develop, and lead a team of sales professionals while scaling our New York GTM presence.
  • Train the team in up-leveling professional skills such as collaborative pipeline generation, consultative and solution-based selling, closing tactics, adoption of MEDDIIC, and serving as a Trust Advisor to Stripe Users.
  • Develop both the long-term vision and strategy for the team and manage day-to-day operations.
  • Be accountable for operating net revenue and activation targets to grow Stripe’s revenue profitably.
  • Effectively work cross-functionally across the organization to shape Stripe’s solutions to meet client needs.
  • Inspire, motivate and enable individual development to promote career growth of direct reports.

Who you are We are looking for a self-starting leader who is a builder and has demonstrated a track record of target attainment and success dealing with ambiguity, operating in a high-growth environment, and solving complicated problems with limited oversight. Ideal candidates will have management and leadership experience scaling a technology sales team, superior communication skills, and a knack for understanding unique customer needs. Minimum requirements

  • 10+ years of experience as a proven account executive and/or 5+ years of front line sales management experience within technology, SaaS, banking or payments spaces. Second line management experience is preferred
  • Experience training, coaching, and scaling a high-performance sales team.
  • Ability to build relationships with strategic clients, industry thought leaders and alliances & channel partners.
  • Experience operating in an early stage, high-growth technology environment.
  • Demonstrated passion for Stripe’s mission.
  • Ability to clearly communicate technical concepts and build great relationships with highly technical customers.

How this job compares

Set against the 4,924 open Enterprise Sales jobs on Olive Jobs, counted November 14, 2026.

Pay
  • This postingNot listed
  • Illinois median$139–194K/yr153 salary ranges
Openings
Olive Jobs lists 187 open Enterprise Sales jobs in Illinois and 4,924 across the US. 22% of them nationwide are listed as remote or flexible.
Hiring the most in Illinois
Experience
This posting asks for at least 10 years of experience — more than three in four Enterprise Sales postings that state a minimum ask for (median 7 years, across 4,229 postings).
Education
371 of the 4,924 open Enterprise Sales jobs (8%) ask for a bachelor's degree or higher.

Counted across the open, public US postings on Olive Jobs on November 14, 2026. Figures based on too few postings are left out.

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