Head of Sales, Billing
WinsAbove
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.
- ...seeking a highly motivated team player to join our team as the Head of Sales. We are looking for an individual who is a great relationship... ...with cross-functional teams (e.g., Customer Success, Support, Billing) to ensure alignment and maximize sales opportunities. Develop...SuggestedShift work
$280k - $300k
...contract management, accounting and budgeting, billing and revenue management, permitting and... ...OpenGov.com. Job Summary The Director of Sales will be responsible for leading one of... ...every employee is encouraged to jump in head-first and take action to help us improve....SuggestedContract workWork at officeLocal areaFlexible hours- ...We are seeking a high-performing, new logo Sales Director to drive net-new revenue growth within the Salesforce ecosystem. This is a... ..., particularly across Account Engagement (ARM), Revenue Cloud & Billing (RCB), and Agentforce. The ideal candidate understands how to position...SuggestedRemote work
- ...communities they serve. Job Overview The Director, TPA Sales is a quota-carrying role focused on new business development across... ...sales cycle for Collabrios’ TPA solutions, engaging claims, billing, provider network, and finance leaders across PACE organizations...SuggestedContract workFlexible hours
$2,400 per month
...’s core ad infrastructure for omnichannel planning, buying, and billing. We are proud to lead the industry with innovation, intelligence... ...experience in online advertising, with a track record of success in sales roles. Agency or publisher experience is also desirable....SuggestedWork at officeWorldwideFlexible hours$120k - $150k
...benefits, wage and salary equity. ESSENTIAL FUNCTIONS Develop and lead Sales Consultants representing, selling and promoting the Winebow... ...with Winebow’s Accounts Receivable department to resolve any billing issues within the Market. Responsible for intervening and supporting...- ...building the revenue design platform that helps teams automate billing, evolve pricing, and grow revenue with confidence. Looking ahead... ...together are at the core of everything we do. About the role: The Sales team at Orb is responsible for identifying, engaging, and...Work at officeRemote workFlexible hours3 days per week
- ...ingenuity, Accenture is making targeted investments in assets. And APP is Accenture's purpose-built home for software.The Work: The Sales Director responsibilities include:Own the sales plan and meet and exceed sales targets for Software products and SaaS, Cloud Hosting...Full timeWork experience placementLive inWork at officeLocal area
$110k - $140k
...ResponsibilitiesApply your knowledge, experience and influence to bolster sales of litigation support services for your territory. These... ...work to achieve high customer satisfaction ratingsCoordinate billing and project activities with all internal teams to support the optimal...Full timeLocal areaWorldwide- ...dependencies that prevent them from growing. Marketing has a winning idea but design and engineering can't prioritize building the campaign. Sales needs a custom business case to close a deal but marketing is slammed. Every dependency is revenue missed. We built Mutiny to...Full timeLive in
- To all Recruitment Agencies: OUTFRONT Media LLC does not accept agency and unsolicited resumes. Please do not forward resumes to our OUTFRONT Media employees or any other company location.OUTFRONT Media is not responsible for any fees related to unsolicited resumes.OUTFRONT...Full time
$170.8k - $284.6k
...innovative solutions, we free up our clients’ potential, thereby fulfilling our own. Take it seriously. Make it fun. Know it matters.The Head of Sales Enablement, Americas, will play a critical role in building and evolving the sales enablement function to support AXA XL’s...Flexible hours$250k - $400k
...Solutions SalesJob Number: 25-05690 Bank on a company that will help you reach your career goals. ECLARO is looking for a Head of North American Solutions Sales for our client in New York, NY. ECLARO’s client is one of the largest banking firms in the world, specializing in...$325k - $430k
...pioneer of tomorrow—because at LivaNova, we don’t just treat conditions — we aspire to alter the course of lives.Position SummaryThe Head of Sales - Obstructive Sleep Apnea (OSA) is a newly created, senior commercial leadership role responsible for building and scaling the...Full timeRemote workWorldwide- Job DescriptionPurpose of the roleTo establish and nurture profitable partnerships with both corporate and individual clients. It's the bridge between the bank's offerings and clients' needs, ensuring mutual benefit and long-term success. AccountabilitiesManagement of client...Full time
- ...always available, and ready to take action. Power better support, sales, and operations - with way less effort. Our founders, Alex Levin... ...(Midtown) in office cultureABOUT THE ROLE:Regal is seeking a Head of Sales to lead and scale our sales organization as we continue...Full timeWork at office
- A global professional services company is seeking a Sales Director to own the sales plan and exceed targets for Software products, SaaS, and Cloud solutions. The ideal candidate will have at least 5 years of experience in the product domain and proven success in software...
$150k - $250k
...Sales & Business Development New York, NY Full-Time About VICO VICO has built the world's first AI-driven probabilistic forecasting... ...bring VICO to market. About the Role We are hiring a Head of Sales to drive enterprise adoption. You will be responsible...Full timeContract work£200k per year
...in AI research and engineering in developing impactful solutions that are reshaping the world of regulatory compliance. The Head of Sales, Americas & Canada East will own all commercial outcomes across the region, with a mandate split equally between expanding our existing...Contract workRelocation- ...predictable, trackable contributions to cash purchases—without disrupting existing PBM relationships. Position Summary The Head of Sales will build and lead the company’s commercial engine, driving employer adoption, benefits consultant partnerships, and overall...
- ...and a long runway, we prioritize creating an environment where people can do the best work of their careers. The Role As Head of Sales, you'll lead and grow Outtake's revenue presence across the US. You'll build and develop a team of AEs, and go deep with the CISOs...Work at officeFlexible hours
$300k - $400k
...and establishing a cash-flow positive service, we're working on our strategy to acquire our next 1M+ lines. You’ll own the overall sales strategy and execution at US Mobile. You’ll lead our sales organization, build new revenue channels, and forge partnerships that accelerate...- ...Head of Sales About the role We're looking for our first Head of Sales to build, lead, and scale new logo revenue at Heron. Heron sells AI software that automates document-heavy underwriting and back-office workflows for specialty finance - SMB funders, brokers...Full timeWork at officeRemote work
$150k - $225k
...HEAD OF SALES New York, NY • Full-time • Hybrid (3+ days/week in office) ABOUT GOVSIGNALS GovSignals is the AI system of work for government contracting. It can take the government longer to buy a capability than an adversary takes to field one, and we exist to...Base plus commissionFull timeContract workFor contractorsWork at office3 days per week$150k - $250k
...-driven decisions across the enterprise. About this Role We're looking for an exceptional enterprise seller to join us as Head of Sales. This is a high-ownership, high-impact role for someone who knows how to cut through the AI noise to open doors, run complex deal...Contract workWork at officeImmediate startRemote work- ...theManaging Director, Mexico, this role will have full ownership of the sales organization and will be responsible for driving sustainable... ...building a high-performing and accountable sales culture. As Head of Sales, you will be both astrategic leader and a hands-on...Local area
- ...Position Overview We're looking for a highly entrepreneurial Head of Sales – Americas to lead our commercial expansion across North and South America. Reporting directly to the CEO who is based in Italy, you'll build and scale our enterprise sales efforts across AI...Full timeContract workWork at officeLocal area
- ...clients in marketing, advertising creative, strategy and media planning, media research and sales, and many other roles that rely on M3 MI data to succeed in their jobs. The Head of Sales will serve as the strategic commercial leader of M3MI, driving revenue growth,...Contract workFlexible hours
- ...Head of Sales Enablement - NYC New York Wordsmith Wordsmith is building the legal operations platform for in-house teams, and we are growing fast. We believe in-house legal is becoming one of the most important functions in the AI era. Every business is...Work at office
- ...spanning hardware and software. Join us in shaping a future where computers truly come alive. About the Role Sesame is seeking an Optical Sales Leader to help establish and scale our optical distribution strategy. This role requires a unique combination of relationship-...Full timeContract workFlexible hours
Do you want to receive more vacancies?
Subscribe and receive similar vacancies to Head of Sales, Billing. Be the first to apply!
- head of sales New York, NY
- director of sales operations New York, NY
- director sales development New York, NY
- sales director New York, NY
- director sales finance New York, NY
- pharmaceutical sales director New York, NY
- executive sales director New York, NY
- area director of sales New York, NY
- managing director sales New York, NY
- director sales training New York, NY




