Senior Product Manager, Billing and Monetization

We are seeking a strategic, technically skilled, and data-driven Senior Product Manager with a focus on Billing and Monetization to join our growing Product Management team at Fleetio. In this critical role, you'll own and enhance Fleetio's backend billing infrastructure, ensuring it can scale with our growth, while driving monetization experimentation to optimize revenue and customer value.

This role requires close collaboration with Engineering, Accounting, and Finance teams to develop scalable, automated billing solutions that support our evolving business needs. You’ll also lead efforts to design and execute pricing, packaging, and discounting experiments to uncover new monetization opportunities.

A little about us…Fleetio is a modern software platform that helps thousands of organizations around the world manage their fleet operations. Transportation technology is a hot market and we’re leading the charge, with raving fans and new customers signing up every day. We raised $144M in Series C in June of 2023 and are on an exciting trajectory as a company. Fleetio is also a proud founding member of the Rails Foundation!

More about our team and company:

• Watch our culture videos: https://fleet.io/culture
• Fleetio overview video: https://www.youtube.com/watch?v=IlvIbwZT3oU
• Our careers page: https://www.fleetio.com/careers

Who you are

As the owner of Fleetio’s billing systems and monetization strategy, you’ll ensure our infrastructure supports our financial goals while remaining efficient and reliable. Your work will directly impact Fleetio’s bottom line, enabling seamless financial operations and unlocking new revenue streams.

Reporting to the Director of Product, you will need strong leadership, analytical, technical, and communication skills to succeed.

Your impact

• Own and evolve Fleetio’s backend billing infrastructure to support scalable growth and operational efficiency.
• Partner closely with Accounting and Finance teams to ensure billing processes are accurate, automated, and scalable, aligning with internal financial systems and reporting needs.
• Develop and execute monetization strategies, including pricing, packaging, and discounting experiments to optimize revenue and customer value.
• Collaborate with Engineering to implement new billing features and streamline processes for scalability and reliability.
• Design and run experiments to validate new monetization opportunities, using data-driven insights to inform product and pricing decisions.
• Work cross-functionally to define success metrics for billing and monetization initiatives, leveraging data and analytics to measure and communicate impact.
• Stay ahead of industry trends and competitor strategies in billing and monetization to identify opportunities for innovation.
• Manage and prioritize a roadmap for billing infrastructure improvements and monetization experiments, aligning them with company objectives.
• Act as a subject matter expert for internal stakeholders, ensuring alignment across teams and advocating for operational and financial needs.

Your experience

• Minimum of 7 years of product management experience, ideally within SaaS or a related field.
• Proven track record of managing complex billing systems and driving monetization strategies that deliver measurable results.
• Strong understanding of subscription billing platforms, payment processors, and related technologies.
• Experience designing and executing monetization experiments, including A/B testing, to optimize pricing and packaging.
• Familiarity with financial and accounting systems, with experience collaborating with Finance and Accounting teams to align on billing processes.
• Data-driven mindset with the ability to analyze performance metrics and derive actionable insights.
• Exceptional cross-functional collaboration skills, with experience working closely with Engineering and Finance teams.
• Strong project management and organizational skills, with the ability to manage multiple initiatives simultaneously.
• Excellent communication skills, capable of translating technical details into clear, actionable strategies for diverse audiences.
• Familiarity with product management tools (e.g., Jira, Asana) and data analytics platforms (e.g., Looker, Tableau).
• Self-starter with a growth mindset, curiosity, and a passion for solving challenging problems.
• Bachelor’s degree in Business, Computer Science, or a related field; advanced degree preferred.

Benefits

• Multiple health/dental coverage options
• Vision insurance
• Incentive stock options
• 401(k) match of 4%
• PTO - 4 weeks
• 12 company holidays + 2 floating holidays
• Parental leave- birthing parent (16 weeks paid) non-birthing (4 weeks)
• FSA & HSA options
• Short and long term disability (short term 100% paid)
• Community service funds
• Professional development funds
• Wellbeing fund - $150 quarterly
• Business expense stipend- $125 quarterly
• Mac laptop + new hire equipment stipend
• Monthly catered lunches
• Fully stocked kitchen with tons of drinks & snacks
• Remote working friendly since 2012 #LI-REMOTE

Fleetio provides equal employment opportunities to all employees and applicants and prohibits discrimination and harassment. We celebrate diversity and are committed to creating an inclusive environment for all. All employment is decided on the basis of qualifications, merit and business need.

This application is not intended to and does not create a contract or offer of employment. Employment with Fleetio is at will.

If you have a disability or a special need that requires an accommodation to fill out the online application, please let us know by calling (205) 718-7500.