Principal Product Manager u2013 Monetization & Billing

This full-time position reports to the Sr. Director, Development and can be located in our Bellevue, WA office, or you may work remotely from anywhere in the US where Smartsheet is a registered employer.You Will:- 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 enhancementsYou Have:- 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 basisCurrent US Perks & Benefits:Employer subsidized medical/vision and dental coverage for full-time employees401k 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 productivityFlexible Time Away Program, plus Sick Time OffUS employees are automatically covered under Smartsheet-sponsored life insurance, short-term, and long-term disability plansUS employ

Created: 2026-04-20