Head of Sales, Billing

Stripe; New York (NY); On-site; USD 250,000 - 350,000; Full time

Job summary

Stripe is seeking a Head of Grower Sales (Billing) to lead and scale a high-performing Account Executive team across the AMER region. You will shape go-to-market strategies, coordinate with product, marketing, and finance, and drive revenue growth through strategic deals and executive engagement.

You will coach leaders, strengthen client relationships, and influence product direction to capture a $100B market opportunity in automating order-to-cash for Stripe Billing.

Qualifications

• 10+ years of sales leadership experience
• 15+ years of SaaS experience in AMER region
• Experience selling finance/revenue management software is a plus
• Proven ability to drive business results with minimal supervision
• Strong ability to manage complex negotiations with diverse clients

Responsibilities

• Recruit, develop and lead a team of Account Executives focused on expansion and retention of Stripe Billing users.
• Create go-to-market plans in collaboration with Product, Sales, Finance and Marketing.
• Manage day-to-day operations and performance against sales metrics.
• Drive revenue, attach rates, and new client acquisition at high growth rates.
• Coach teams to develop consultative and solution-based sales skills across the sales cycle.
• Lead executive relationships in largest opportunities to win new customers.
• Mentor direct reports and promote career growth within the team.
• Contribute to GTM ideas and product sales campaigns with execution and measurement.

Skills

Sales leadership

Executive relationships

Strategic planning

Negotiation

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 world is having a monetization moment – every ambitious company is replatforming their billing solution in response to AI. Stripes Billing is a team of deep functional and technical specialists who both lead and advise on deals for one of the most strategically important products in Stripe’s portfolio. Billing Sales is tasked with attacking a $100B market opportunity for automating the entire order to cash process and helping companies not get left behind in the AI era.

What you’ll do

As the Head of Grower Sales (Billing), you will use your leadership and management skills to manage and grow a team of Account Executives to drive expansion and retention of Stripe Billing across the AMER region. You will build and lead a team of sellers, while collaborating with the core sales leadership, marketing, product marketing, and product teams to develop deep product and industry knowledge and drive strategic deals. You will own the coaching, development, and performance of your team, driving the forecast of the business. You will be instrumental in leading in-depth product discussions with existing and prospective customers and building and executing against our go-to-market strategy.

Responsibilities

• 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.
• Create structure and focus for GTM ideas and product sales campaigns that the product team is exploring. Drive execution and measurement. Analyse results and make recommendations for action in a timely manner.
• Constantly innovate and improve programs and program management mechanisms, suggesting new ideas, sharing best practices, and improving the business and customer engagement model.

Who you are

You are an adept sales leader, capable of engaging in business-level and technical conversations at multiple levels of the organization. You have a reputation and drive for building strategic relationships with executives (CEO, CFO, and CTO) across the AMER region, including core markets like NA, CA, and LATAM. You excel in building clear plans to grow a region through a high-functioning sales team, with strategic thought leadership and strong management. You see value in competitive situations and enjoy working on products that require both deep product understanding and technical knowledge, especially for AI industry users. You’re as comfortable working with clients as with internal stakeholders (including executives) and are excited to become an expert and share your knowledge. You possess an organized, self-starter mindset and excellent communication skills, with a track record for improving the processes and organizations around you.

Minimum requirements

• 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.
• 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.
• Ability 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.