Head of Revenue Strategy

Chargebee; United States; Remote; USD 198,000 - 242,000; Full time

Benefits offered by this job

Equity participation

Health & Wellness benefits

Work-Life Balance

Job summary

Chargebee is hiring a Head of Revenue Strategy to architect how we win in a fast-moving market. You will shape deal structuring, pricing, and sales comp, aligning across product, marketing, and finance to maximize revenue. Remote-first teams and equity participation are part of the package.

You’ll influence executives with data-driven recommendations and drive AI-enabled forecasting, monetization models, and revenue tech stack evolution across global markets.

Qualifications

• BA/BS degree in accounting, finance, economics, or other quantitative fields.
• 6+ years in revenue operations, sales strategy, or business consulting within B2B SaaS.
• 3+ years leading strategic initiatives or managing high-impact teams in a high-growth tech environment.
• Proven expertise in designing complex sales incentive plans and multi-tiered pricing frameworks.
• Demonstrated ability to influence executive stakeholders through data-backed strategic recommendations.
• Advanced proficiency in data analysis and visualization tools to interpret complex revenue datasets.
• Hands-on experience deploying AI tools to improve forecasting accuracy and automate GTM workflows.
• Excellent communication skills translating strategy into actionable plans.

Responsibilities

• Design and implement go-to-market strategies to drive global revenue growth.
• Advise sales leadership on complex deal structuring to improve win rates and contract value.
• Develop and refine global sales compensation plans aligned with financial goals.
• Lead pricing strategy initiatives by analyzing market trends and customer psychology.
• Collaborate with product, marketing, and finance to execute revenue initiatives.
• Analyze KPIs and revenue data to identify process improvements and pivots.
• Evaluate AI forecasting tools to enhance revenue projections and pipeline management.
• Drive evolution of the revenue tech stack for advanced data analysis.

Skills

Revenue operations

Sales strategy

Data analysis

Executive communication

Pricing strategies

Forecasting with AI

Education

BA/BS in quantitative fields

Tools

AI forecasting tools

Revenue analytics tools

Job description

Chargebee is a leading provider of billing and monetization solutions, empowering businesses with recurring revenue models to streamline revenue and finance operations, capture actionable insights, and drive growth.

Chargebee is trusted by businesses of all sizes, including Zapier, LegalZoom, Lambda, Freshworks, DeepL, Condé Nast, and Pret a Manger, and is proud to have been consistently recognized by customers as a Leader in Subscription Management on G2.

With headquarters in North Bethesda, Maryland, our team members are based primarily in India, the U.S., and Europe.

About the Team

The Revenue Operations team at Chargebee serves as the strategic engine driving scalable growth and operational excellence. They focus on aligning sales, marketing, and customer success functions to ensure a seamless experience throughout the customer lifecycle. This collaborative group values data-driven decision-making and strategic foresight to navigate the evolving subscription economy.

About the role

At Chargebee, we’re building the infrastructure layer that sits underneath all of it: the commercial decisions that fire in real time when a user hits a limit, upgrades a plan, or triggers a usage event. That moment isn’t a product decision. It’s a revenue decision. And it needs to be as fast, flexible, and reliable as the product itself.

We’re hiring a Head of Revenue Strategy to help us architect how we win in this market. This isn’t a reporting-and-dashboards role. You’ll be shaping how we structure deals, how we price, how we comp the team, and how we position ourselves against a competitive field that’s moving fast.

If you’ve spent time thinking about subscription economics, usage-based models, or how AI is reshaping the way software is sold and monetized, we’d love to hear from you.

What you'll do

• Design and implement comprehensive go-to-market strategies to drive global revenue growth and market expansion.


• Advise sales leadership on complex deal structuring and negotiation strategies to improve win rates and contract value.


• Develop and refine global sales compensation plans that incentivize high performance and align with corporate financial goals.


• Lead pricing strategy initiatives by analyzing market trends and customer psychology to optimize monetization models.


• Collaborate across product, marketing, and finance teams to ensure unified execution of revenue-generating initiatives.


• Analyze key performance indicators and revenue data to identify opportunities for process improvement and strategic pivots.


• Evaluate and integrate AI-driven forecasting tools to enhance the accuracy of revenue projections and pipeline management.


• Drive the evolution of the revenue tech stack to support sophisticated data analysis and streamlined operations.

What you'll bring

• BA/BS degree in accounting, finance, economics, or other quantitative fields.


• 6+ years of experience in revenue operations, sales strategy, or business consulting within the B2B SaaS industry.


• 3+ years of experience leading strategic initiatives or managing high-impact teams in a high-growth technology environment.


• Proven expertise in designing complex sales incentive plans and multi-tiered pricing frameworks.


• Demonstrated ability to influence executive stakeholders through data-backed strategic recommendations.


• Advanced proficiency in data analysis and visualization tools to interpret complex revenue datasets.


• Hands-on experience deploying AI tools to improve forecasting accuracy, automate GTM workflows, and drive measurable productivity outcomes across the revenue organization.


• Exceptional communication skills with the ability to translate strategic concepts into actionable operational plans.

Nice to have

• Experience implementing generative AI tools to automate sales playbooks and deal desk workflows.


• Experience leveraging AI-native platforms for predictive modeling and automated territory planning.


• Deep understanding of the subscription economy and usage-based billing models.


• Prior experience navigating strategic pivots in a global, remote-first organizational structure.


• Familiarity with advanced econometric modeling for market positioning analysis.


• MBA or equivalent advanced business education.

Total Target Compensation: ~$220,000

• Variable Compensation: Up to $45,000, based on company revenue performance


• Equity participation

Chargebee is committed to offering competitive and equitable compensation packages. The final salary will be determined based on a variety of factors, including experience/qualifications, location, and the pay of employees in similar positions. You will also be eligible for equity and benefits.

Benefits we offer

At Chargebee, we believe that feeling supported is the foundation for doing great work. We offer a comprehensive benefits package designed to support your personal, financial, and professional growth and ensure you thrive in every aspect of your life. Our commitment to supporting our employees is universal, while our benefits are thoughtfully designed to meet the unique needs of each region. We offer comprehensive packages that generally include:

• Health & Wellness: Robust coverage and access to programs to support your physical and mental well-being.


• Financial Security: Initiatives to help you build long-term financial stability.


• Work-Life Balance: Flexible options and resources to help you thrive both professionally and personally.

Chargebee is an equal opportunity employer. At Chargebee, we believe that diversity of backgrounds, perspectives, and experiences is not a "good-to-have" but a "must-have" as it strengthens us as a company and as individuals. We are committed to fostering an inclusive workplace where everyone feels valued, respected, and empowered to thrive.

We do not discriminate on the basis of race, color, religion, sex (including pregnancy, childbirth, and related medical conditions), sexual orientation, gender identity/expression, age, national origin, ancestry, caste, citizenship, physical or mental disability, genetic information, marital status, military or veteran status, or any other characteristic protected by applicable law.