The Opportunity

Guild Academy is our product that enables social learning at scale, customized to each enterprise. This Senior PM will own the full Academy learner experience - how learners engage with the content, the product, and most importantly - each other.

You'll be responsible for making sure learners are genuinely delighted - that they’re coming back to Academy because they are getting value, not just checking a box. That means deeply understanding learner behavior and how to get them excited, even addicted, to social learning. You’ll be extremely metrics-driven and customer centric - tirelessly digging into what makes learners come back for more, and what makes them leave.

You’ll stay competition-aware and engaged in the trends in the L&D space but use those as inputs, not guideposts, to continuously iterate on our differentiated experience. You’ll work closely with engineering, design, data, go-to-market team, and our Academy Success team and you'll use AI tooling to move faster (prototyping, research synthesis, testing ideas quickly).

This is a remote role with occasional (2 x per quarter) travel to Denver.

Outcomes You'll Be Expected to Achieve

• Maintaining and improving our 80%+ completion rate for non-required learning
• Supporting learner behavior change by designing and shipping features that enable collaboration, practice, and habit-formation
• Creating and tracking learner social networks as they build cross-functional connections

What You'll Do to Achieve These Outcomes

• Create fast iteration cycles—you’ll use AI tooling to prototype and test ideas before committing engineering resources and constantly stay up to date on latest available tools and features
• Own strategy and roadmap for the learner experience - engage in extensive market and learner research, plan features, get cross-functional and learner feedback and drive rapid delivery
• Lead research and discovery in close partnership with design to understand what learners actually need (not just what stakeholders assume)
• Build quick prototypes using AI-assisted tools to explore ideas
• Partner with engineering and design to ship quality work on a predictable cadence
• Use data and experimentation to make decisions—track what's working, kill what isn't
• Communicate clearly with stakeholders
• Keep people aligned and ensure what you are building work both for the learners and the teams supporting them
• Actively communicate priorities, sequencing, trade-offs, and timelines
• Partner closely with the PM who owns the administrator experience (inclusive of Analytics, Admin features, and CMS) to ensure those experiences are seamless and that everything important observed in the learner experience is reported and managed in the admin one.
• Contribute to a collaborative, creative, and quickly-moving team - you’re a team player who loves listening to ideas as much as coming up with them and are able to incorporate feedback while constantly putting the learning-voice first

You're Probably a Strong Candidate If You:

• Are passionate about how individuals learn, and what keeps them engaged
• Owned a product area end-to-end and shipped improvements that moved real outcomes (not just launched features)
• Have led discovery work that changed what the team built—not just validated what was already planned
• Have used AI tools to speed up your own workflows (research, docs, prototyping) and can show examples
• Worked on products where you had to balance end-user needs with enterprise buyer requirements

Skills You'll Need

• 5–8+ years in product management
• Experience driving user engagement through gamification, interaction, and delightful experiences
• Strong discovery chops—you know how to learn what drives customer behavior
• Technical fluency—you can have real conversations with engineers about tradeoffs
• Data literacy—you use metrics to inform decisions, not just report on them
• Comfort with AI tooling—you're already using it to move faster, not waiting to be told to
• Clear communication—you can write a tight PRD and present to leadership without a lot of fluff
• Pipeline management- You can work with engineering to break down stories into actionable tasks and shepherd those to completion.

We are committed to equal pay for equal work and believe in compensation transparency. All salary ranges are standardized nationwide and will not vary by region. This role offers a competitive total compensation package, including a base salary of $150,000 - 190,000 and stock options. Compensation offered will be based on a combination of factors such as experience, competencies, and internal equity.

Posting Date: 3/3/26

*This role will stay open for a minimum of 3 days