Sr. Product Manager II (Remote Eligible)

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 are looking for a Senior Product Manager to own the roadmap for one of our AI-native products serving enterprise customers. You’ll ship complex, technically demanding capabilities end-to-end, staying grounded in deep customer research while navigating the genuine ambiguity of what’s possible with AI today. If you think in first principles, stay grounded in customer research, ship with discipline, and can navigate the messiness of building genuinely AI-native products at enterprise scale — this is your role. You’ll report to a Director of Product Management 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 strategy, roadmap, and execution for an AI-native product — defining what gets built, in what order, and why, through user research, first-principles thinking, and ruthless prioritization Ship incrementally and deliberately, treating AI capabilities like any other product bet: start small, measure impact, learn, iterate — not waiting for the “perfect” model or feature Obsess over user experience and outcomes — the fact that something uses AI doesn’t matter if it doesn’t solve a real problem faster, clearer, or more confidently than the alternative Establish clear success metrics and evaluation frameworks that measure what users actually care about — speed, confidence, accuracy, trust, usability — not just model performance in a vacuum Define the standards and best practices that help other teams build AI capabilities successfully, not just your own Build strong cross-functional partnerships with engineering, design, and data science, where all perspectives shape decisions — not just “can we build this?” but “should we?” Work closely with GTM partners to define positioning, messaging, and sales/customer success enablement — you own the narrative around what this product does and doesn’t do Operate comfortably in genuine ambiguity and with a high degree of autonomy, and help the people around you do the same Mentor and develop other PMs Use AI tools extensively in your own work and feed what you learn about limitations, UX, and possibilities back into product decisions You Have: 8-10+ years of product management experience shipping complex, technically demanding products end-to-end, from conception through launch and iteration Direct experience working with enterprise customers and scaled organizations — you understand the complexity of managing work at scale and the constraints that come with governanc...