Principal Customer Risk & Retention Strategy Manager

Smartsheet is a tech company with a human story to tell. We’re here to empower teams to manage projects, automate workflows, and rapidly build new secure solutions, using simple no-code tools. We’re revolutionaries – so for us changing the way the world works is all in a day’s work.

We are looking for a Principal Customer Risk & Retention Strategy Manager to join Smartsheet’s Customer Excellence team. In this role, you will own Smartsheet’s end-to-end approach to identifying, forecasting, and mitigating customer churn, partnering closely with Customer Excellence, Product, Revenue Operations, and Data Science. This is a highly visible role with direct impact on Gross and Net Revenue Retention, shaping how Smartsheet proactively manages customer risk at scale. The opportunity is ideal for a strategic operator who thrives at the intersection of data, customer lifecycle strategy, and cross-functional execution.

This is a remote eligible position and you may work remotely from anywhere in the US where Smartsheet is registered.

You Will:

• Own Smartsheet’s customer risk and churn mitigation programs, defining how at-risk customers are identified, prioritized, and addressed across the customer lifecycle
• Design and operationalize churn forecasting and predictive risk models in partnership with Data Science and Revenue Operations to enable proactive retention actions
• Lead churn analysis and root cause identification, translating insights into targeted, high-impact mitigation programs and playbooks
• Build and evolve customer health scoring frameworks that are predictive, actionable, and embedded into Customer Excellence and renewal workflows
• Scale risk mitigation through automation and process design, improving renewal journeys, cash-to-close efficiency, and consistency of execution across teams
• Design and launch practical, field-ready risk mitigation programs, including playbooks, workflows, and intervention models that Customer Excellence and renewal teams can execute consistently at scale

You Have:

• 12+ years of experience in Customer Success, Sales, Sales Operations, Account Management or related experience in a SaaS
• 5+ years experience in people and program management
• Bachelor's degree, MBA preferred
• Willing to travel periodically for onsites and key meetings
• Deep experience in retention strategy within a SaaS environment, with demonstrated ownership of churn reduction initiatives
• Strong analytical and forecasting expertise, including experience partnering with Data Science teams on predictive modeling, health scoring, and churn forecasting
• Proven track record leading large, cross-functional programs from strategy through execution with measurable impact on retention metrics (GRR, NRR)
• Expertise designing and operationalizing customer health scores and risk frameworks that drive consistent, proactive action by customer-facing teams
• Strong understanding of SaaS customer lifecycle economics, including renewals, expansion, risk signals, and retention levers across segments
• Hands-on experience building and operationalizing churn mitigation playbooks and programs, translating insights into repeatable workflows, clear ownership models, and measurable outcomes