Principal Technical Program Manager

For over 20 years, Smartsheet has empowered teams to manage work seamlessly and scale solutions smarter. Now, in our most ambitious chapter yet, we are uniting human teams with AI agents. By orchestrating the work agents do best, automating manual tasks and uncovering insights at scale, we create the space for people to focus on what truly matters: judgment, creativity, and big thinking. That is magic at work, and it’s what we show up for every day. We're looking for a Principal Technical Program Manager to lead our most strategically critical, multi-year programs across the Product & Technology organization. This is the senior-most individual-contributor role on the TPM team: you'll own programs that span business units and company-wide initiatives, hold the global state of the portfolio, and turn ambiguous executive mandates into structured, delivered outcomes. You think in systems, lead like a program executive, and communicate with the clarity and conviction that shapes decisions at the board and executive level. You also set the bar for how the TPM function works — including how we put AI to work. This role reports to the Director, Technical Program and Operations and can be based in our Bellevue, WA office or remotely from anywhere in the US where Smartsheet is a registered employer. You Will: Drive the most strategically critical, multi-year programs spanning business units and company-wide initiatives — the work that shapes company strategy through execution Own global state for the Product & Technology org: hold a clear model of how every program connects to business outcomes and resource allocation, and when leadership shifts priorities, be the first to quantify total impact across teams, timelines, and outcomes — and recommend how to re-sequence to minimize risk Lead annual and multi-year strategic planning cycles; align roadmaps across orgs and product lines, and build the planning frameworks other programs adopt Set risk-management standards across the portfolio; anticipate systemic risk, navigate the most ambiguous high-stakes issues independently, and mentor others on org-wide risk landscapes Establish org-wide reporting standards that drive data-informed decisions at the executive level — connecting delivery metrics to business outcomes, not just program status Partner directly with VP, Director, and C-suite stakeholders across the company; influence without authority across org boundaries and shape organizational direction Proactively flag when investment and outcomes are misaligned, and make the trade-offs that protect long-term value Set the operational-excellence standards the org runs on define the metrics, cadences, and playbooks that scale our engineering org improving delivery predictability across Product & Technology You Have: 10+ years of Technical Program Management experience, including a track record of driving company-wide programs with org-wide impact in complex, technical environments Demonstrated ability to independently define and manage the scope of ambiguous, cross-functional programs from a strategic mandate — not a handed-down spec Executive-ready communication: you frame complex trade-offs for VP, Director, and C-suite audiences, and shape the narrative around major initiatives without escalating everything A history of influencing across multiple engineering, product, and GTM orgs without formal authority Deep planning and risk fluency: multi-quarter and multi-year roadmapping, dependency and risk frameworks that other programs reuse, and sound judgment under pressure Builder mindset with real AI fluency — you design AI-first workflows, rapid-prototype solutions without waiting for top-down direction, and systematize before defaulting to manual process A record of developing others: mentoring TPMs, raising hiring standards, and contributing to how the function defines and grows the craft Experience in a high-growth technology company Business or technical degree, or equivalent experience Legally eligible to work in the U.S. on an ongoing basis Current US Perks & 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. US Base Salary Pay Range $170,000 — $215,000 USD 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. Equal Opportunity Employer: Smartsheet is an Equal Opportunity (EEO) employer committed to fostering an inclusive environment with the best employees. It is our policy to provide equal employment opportunities to all qualified applicants in accordance with applicable laws in the US, UK, Australia, Germany, Costa Rica, Japan, Bulgaria, India, and Singapore. All qualified applicants will receive consideration without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, protected veteran or disabled status, or genetic information. If there are preparations we can make to help ensure you have a comfortable and positive interview experience, please let us know. #LI-Remote