Principal Product Manager – AI Creation & Growth (Remote Eligible)

Remote from: USA
Salary, yearly, USD: 201,250 - 238,750
Department: Product & Operations
Employment type: Full Time,
Job posted: 23 Jul 2026
Apply before: 23 Aug 2026
Experience level: Senior
Views / Applies: 21 / 2

About company

About Smartsheet

Smartsheet is a platform for work management and automation solutions.

Computer Software
2005

Actively Hiring

AI Summary

Smartsheet is seeking a Principal Product Manager to lead AI-powered creation and growth initiatives, helping customers achieve value faster through intelligent content generation and self-serve activation. This role involves defining strategy for AI-assisted onboarding, improving AI output quality, and building product-led growth feedback loops. The ideal candidate has 8-10+ years of product management experience, with at least 2 years in AI/ML-powered products, and a strong track record of shipping complex initiatives. They will partner across engineering, design, data science, and platform teams to deliver delightful and technically excellent capabilities. This remote-eligible position offers a competitive salary and comprehensive benefits.

Role DNA

Job Complexity

Easy Hard

Pace & Pressure

Relaxed Fast-paced

Autonomy Level

Guided Full Ownership

Communication Load

Independent Highly Collaborative

AI Insight Given the seniority (Principal level), need for deep AI/ML expertise, and the ambiguity of the role, it requires a high level of strategic thinking and execution, placing it at a difficulty of 4 out of 5.

Salary Analysis

AI Insight The offered salary range of $201,250 - $238,750 is competitive for a Principal Product Manager role in AI, aligning well with the US market median of $220,000. The lower end is above the market minimum, indicating a strong compensation package.

Core Skills Required

Product Management Artificial Intelligence Machine Learning Product-Led Growth User Activation Generative AI Strategy Cross-functional Collaboration Data-driven Decision Making SaaS

Cover Letter Sample

I am writing to express my strong interest in the Principal Product Manager - AI Creation & Growth position at Smartsheet. With over a decade of product management experience, including deep expertise in AI/ML-powered features and product-led growth, I am excited about the opportunity to drive value for customers through intelligent content generation and self-serve activation.

In my previous roles, I have successfully taken ambiguous AI initiatives from 0 to 1, defining metrics and iterating quickly based on user feedback. I am particularly drawn to Smartsheet's vision of uniting human teams with AI agents, and I am confident that my background in building AI-assisted creation products and optimizing activation funnels will allow me to make an immediate impact.

I thrive in collaborative environments, partnering closely with engineering, design, and data science to ship delightful experiences. I am also skilled at communicating complex strategies to executives and cross-functional teams, ensuring alignment and execution excellence.

I look forward to the possibility of contributing to Smartsheet's next chapter of growth and innovation. Thank you for considering my application.

Sample Interview Questions

How would you balance improving AI output quality with the need to ship features quickly to drive activation?

I would set a clear quality bar for initial release and iterate based on user feedback and data. Release a minimum viable feature that provides value, then use experiments and metrics to prioritize improvements. Collaborate with engineering to implement feedback loops and model retraining pipelines.

Describe a time you turned a highly ambiguous AI initiative into a successful product. What metrics did you use to measure success?

At my previous company, I led the development of an AI-powered template recommendation system. We started with unclear user needs. I conducted user research, defined success as increased activation rate and time-to-first-value. We shipped an MVP, A/B tested, and iterated, ultimately improving activation by 20%.

How do you ensure alignment between product-led growth (PLG) and enterprise sales requirements?

I design self-serve flows that meet enterprise compliance needs (e.g., security, admin controls) while delivering a seamless user experience. I work with sales and customer success to understand enterprise pain points, then incorporate those into the product roadmap.

Walk me through how you would define and move a north star metric for AI-assisted onboarding activation.

I would define activation as 'user creates first functional solution using AI within 7 days.' To move it, I'd analyze funnel drop-offs, run experiments like simplifying template selection, providing contextual AI prompts, and measuring impact on activation rate.

How do you stay current with rapidly evolving generative AI capabilities and apply them to product strategy?

I regularly read research papers, attend AI conferences, and experiment with new models. I maintain a close relationship with engineering to understand technical feasibility. I also run small-scale prototypes to test new capabilities and assess their potential impact on our product.

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 an experienced Principal Product Manager to join our Product Organization at Smartsheet. In this role, you will own the intersection of AI-powered creation and product-led growth, driving investments that help customers get to value faster through intelligent content generation, AI-assisted onboarding, and self-serve activation. You will be accountable for setting strategy and making high-impact investments in areas of high ambiguity, aligned to customer demands and business goals.

You will report into a leader in Product Management, and can be based in our Bellevue, WA office or work remotely from anywhere in the US where Smartsheet is a registered employer.

You Will:

Own the AI creation product surface: drive AI-powered asset generation, intelligent template recommendations, and the overall experience that turns a blank canvas into a working solution
Define and drive the activation strategy: set the vision for how AI reduces time-to-value for new and expanding users, with a clear north star metric and a roadmap to move it
Improve AI output quality: define standards for AI-generated content in Smartsheet, and work with engineering and design to improve the accuracy and usefulness of outputs over time
Build the PLG feedback loop: optimize creation flows to understand what drives users to their “aha moment,” use that signal to iterate fast, and turn activation wins into expansion
Partner deeply across the org: work with engineering, design, data science, and platform teams to ship capabilities that are both technically excellent and delightful to use
Set the bar for quality and craft: define what “great” looks like for AI-generated content in Smartsheet and hold the team accountable to it
Communicate with influence: distill complex AI and growth dynamics into crisp strategy narratives for executives, GTM partners, and the broader product org

You Have:

8-10+ years of product management experience, with at least 2 years owning AI/ML-powered product experiences
Proven PLG instincts: you’ve owned activation, onboarding, or self-serve growth metrics and know how to move them
Deep curiosity about AI: you understand how generative AI and LLMs work well enough to push the boundaries of what’s possible and have productive debates with engineers
A track record of shipping: you’ve taken complex, ambiguous AI or growth initiatives from 0 to 1 and scaled them
Data fluency: you’re comfortable defining success metrics, designing experiments, and making judgment calls when the data is incomplete
Enterprise product sensibility: you understand the unique constraints of building for enterprise buyers while optimizing for end-user delight
Excellent communication skills: written, verbal, and visual; you can sell a vision and sweat the details

Bonus Points:

Experience with content generation, document intelligence, or AI-assisted creation products
Background in template ecosystems, marketplaces, or recommendation systems
Familiarity with onboarding funnel analytics tools (e.g., Amplitude, Mixpanel)

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

$201,250—$238,750 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

Apply now >