[Remote] Senior Product Manager I – Monetization & Billing

Note: The job is a remote job and is open to candidates in USA. Smartsheet has been empowering teams for over 20 years with innovative work management solutions. They are seeking a Senior Product Manager I – Monetization & Billing to oversee the systems and workflows defining how Smartsheet monetizes its products, ensuring seamless integration across product, sales, and finance systems.

Responsibilities

• Own the product vision, roadmap, and prioritization for Order-to-Cash and monetization platforms across Smartsheet
• Define how pricing, packaging, and monetization models (subscription, usage-based, consumption, multi-year agreements) are implemented across systems
• Partner closely with Product Engineering, Sales Operations, and Finance stakeholders to understand monetization workflows, constraints, and opportunities
• Steward the end-to-end lifecycle from quote to provisioning to billing to revenue alignment across systems
• Define and evolve entitlement and provisioning models that connect the core product platform with GTM and billing systems
• Ensure reliable integrations and data flows across Salesforce, product platforms, billing systems, and financial systems
• Translate complex monetization and pricing requirements into clear system-level decisions, tradeoffs, and prioritization
• Balance flexibility for new business models with system integrity, auditability, and operational simplicity
• Identify and resolve inconsistencies, inefficiencies, and risks across monetization workflows and system boundaries
• Partner with Engineering teams to design scalable, integration-driven solutions that support evolving SaaS and AI-driven business models
• Establish and monitor metrics that track monetization system health, accuracy, and operational performance
• Communicate roadmap direction, tradeoffs, and system constraints clearly to senior leadership and stakeholders
• Support governance, readiness, and lifecycle planning for monetization-related system changes and enhancements

Skills

• Bachelor's degree in Business, Information Systems, Computer Science, or a related field — or equivalent practical experience
• 7+ years of experience supporting enterprise systems as a Product Manager, Systems Analyst, or similar role, with increasing ownership and scope
• Strong experience working within Order-to-Cash, billing, subscription, or monetization systems in a SaaS environment
• Deep understanding of SaaS business models including subscriptions, usage-based pricing, consumption models, and revenue workflows
• Experience working across multiple enterprise systems such as Salesforce, billing platforms, and financial systems
• Strong systems thinking and ability to translate complex cross-system workflows and data flows into clear product direction and prioritization decisions
• Experience translating evolving business models into scalable system capabilities
• Strong prioritization skills and comfort balancing business flexibility, technical constraints, and operational risk
• Strong analytical and both verbal and written communication skills with the ability to influence without authority
• Legally eligible to work in the U.S. on an ongoing basis
• Experience supporting or enabling new pricing paradigms, monetization strategies, or platform transformations is strongly preferred
• An advanced degree is a plus but not required

Benefits

• Employer subsidized medical/vision and dental coverage for full-time employees
• 401k Match to help you save for your future (50% of your contribution up to the first 6% of your eligible pay)
• Monthly stipend to support your work and productivity
• Flexible Time Away Program, plus Sick Time Off
• US employees are automatically covered under Smartsheet-sponsored life insurance, short-term, and long-term disability plans
• US employees receive 12 paid holidays per year
• Up to 24 weeks of Parental Leave
• Personal paid Volunteer Day to support our community
• Opportunities for professional growth and development including access to Udemy online courses
• Company Funded Perks, including a counseling membership, local retail discounts, and your own personal Smartsheet account
• Teleworking options from any registered location in the U.S. (role specific)

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