Head of Sales, Billing

Stripe; Seattle (WA); On-site; USD 390,000 - 584,000; Full time

Benefits offered by this job

Equity

Company bonus or commissions

401(k) plan

Medical, dental, and vision benefits

Wellness stipends

Job summary

Stripe is seeking a Head of Grower Sales (Billing) to lead and scale a team of Account Executives across the AMER region. You will drive expansion, retention, and large-scale deals, partnering with product, marketing, and finance to craft go-to-market strategies and executive relationships.

You will coach senior sellers, own forecasting, and guide negotiations with startups, SMBs, and Commercial customers. The role emphasizes strategic leadership and revenue growth in a rapidly evolving

Qualifications

• 10+ years in sales leadership, launching and growing teams/products
• 15+ years in hyper-growth SaaS across AMER
• Experience in finance/revenue management or fintech software
• Self-starter with proven business impact
• Ability to translate complex tech needs for multiple stakeholders
• Excellent oral and written communication and presentation skills

Responsibilities

• Recruit, develop and lead a sales team focused on expansion and retention of Stripe Billing users
• Create GTM plans in collaboration with Product, Sales, Finance and Marketing
• Manage day-to-day operations with focus on key sales metrics
• Drive revenue, attach rates, and new client acquisition at scale
• Coach team on consultative and solution-based selling throughout the cycle
• Lead engagement on largest opportunities and executive relationships
• Mentor direct reports and grow their careers
• Shape GTM strategy and campaigns aligned with Stripe direction
• Drive program improvements and share best practices
• Collaborate with product to evaluate market opportunities

Skills

Sales leadership

Hyper-growth SaaS

Executive engagement

Strategic negotiations

Technical understanding

Communication skills

Job description

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.

Who we are

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.

In-office expectations

Office-assigned Stripes in most of our locations are currently expected to spend at least 50% of the time in a given month in their local office or with users. This expectation may vary depending on role, team and location. For example, Stripes in Stripe Delivery Center roles in Mexico City, Mexico, Bengaluru, India, and Dublin, Ireland work 100% from the office. Also, some teams have greater in-office attendance requirements, to appropriately support our users and workflows, which the hiring manager will discuss. This approach helps strike a balance between bringing people together for in-person collaboration and learning from each other, while supporting flexibility when possible.

Pay and benefits

The annual US base salary range for this role is $389,600 - $584,400. For sales roles, the range provided is the role’s On Target Earnings(“OTE”) range, meaning that the range includes both the sales commissions/sales bonuses target and annual base salary for the role. This salary range may be inclusive of several career levels at Stripe and will be narrowed during the interview process based on a number of factors, including the candidate’s experience, qualifications, and location. Applicants interested in this role and who are not located in the US may request the annual salary range for their location during the interview process.

• equity
• company bonus or sales commissions/bonuses
• 401(k) plan
• medical, dental, and vision benefits
• wellness stipends

We look forward to hearing from you.

At Stripe, we're looking for people with passion, grit, and integrity. You're encouraged to apply even if your experience doesn't precisely match the job description. Your skills and passion will stand out—and set you apart—especially if your career has taken some extraordinary twists and turns. At Stripe, we welcome diverse perspectives and people who think rigorously and aren't afraid to challenge assumptions. Join us.