Smartsheet - Principal Product Manager – Monetization & Billing
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Requirements
• Bachelor’s degree in Business, Information Systems, Computer Science, or a related field — or equivalent practical experience. An advanced degree is a plus but not required. • 8+ 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 design and reason about complex cross-system workflows and data flows • Experience translating evolving business models into scalable system capabilities • Ability to operate at both strategic and tactical levels, defining vision while driving execution • Strong prioritization skills and comfort balancing business flexibility, technical constraints, and operational risk • Excellent analytical and both verbal and written communication skills with the ability to influence senior stakeholders • Experience supporting or enabling new pricing paradigms, monetization strategies, or platform transformations is strongly preferred • Legally eligible to work in the U.S. on an ongoing basis
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
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) • Smartsheet provides a competitive base salary range for roles that may be hired in different geographic areas we are licensed to operate our business from. Actual compensation is determined by several factors including, but not limited to, level of professional, educational experience, skills, and specific candidate location. In addition, this role will be eligible for a market competitive incentive opportunity. • $182,500 - $238,750 USD • Get to Know Us: • Get to Know Us: • At Smartsheet, your ideas are heard, your potential is supported, and your contributions have real impact. You’ll have the freedom to explore, push boundaries, and grow beyond your role. We welcome diverse perspectives and nontraditional paths—because we know that impact comes from individuals who care deeply and challenge thoughtfully. When you’re doing work that stretches you, excites you, and connects you to something bigger, that’s magic at work. Let’s build what’s next, together.
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