Product Manager for Dr. Wolf Chess Learning App at Chess.com

About Chess.com

Chess.com is one of the largest gaming sites in the world and the leading platform for playing, learning, and enjoying chess. We are a team of over 600 fully remote people in more than 60 countries working hard to serve the global chess community. We support over 250 million chess players worldwide with the best possible product, content, and tools to serve the community. We are a tech company, a gaming company, and a content company. We do it all with passion and commitment to the game. Above all we prize our mission driven, flat, life celebrating, no corporate culture, and we look forward to meeting you and learning more about what you can bring to the team.

About the Role

Millions of students have learned chess from the kind and patient Dr. Wolf. What started as an indie labor of love has grown into a real product with a devoted following, and there is so much more to build. This is a rare opportunity to independently grow a product with an established user base. You will run the roadmap, ship code, talk to users, and make real decisions that affect real learners every day. You will use agentic AI coding tools as your primary way of building as a genuine force multiplier that lets one person do the work of a small team.

About You

You do projects for fun. You enjoy learning new things and messing around with technology. You like games, and teaching. You have made apps or websites before. You are comfortable with ambiguity. You do not need a spec to get started. When something is broken, you fix it. When something could be better, you prototype it. You are also someone who genuinely loves chess and cares about teaching it. You understand what it is like to learn the game. The confusion, the breakthroughs, the way a good explanation can unlock something that felt impossible five minutes ago. That empathy is what makes this product work.

What You Will Do

• Own the product end to end. Plan features, review user feedback and stats, make prioritization calls, and talk directly to learners.
• Ship your own code. Build features and fix bugs on the iOS and Android apps yourself, using agentic AI coding tools as your primary development environment.
• Use AI as a creative and execution multiplier. Prototype ideas quickly, explore mechanics, automate the mundane, and keep moving. The best person in this role will look like a small team.
• Design what is next. Use data, user feedback, and your own judgment to shape what makes Dr. Wolf more effective as a learning experience.
• Stay close to users. Talk to learners and teachers regularly. Understand where they are getting stuck, what is clicking, and what they are asking for that does not exist yet.
• Run the business side. Keep the lights on, track the metrics that matter, and make sure the product is growing healthily for both users and the business.

Preferred Skills

• Projects with real users. An app, game, tool, or website you built mostly on your own and shipped to people who actually used it. A personal project or side project is totally fine.
• Hands on experience with AI coding tools. You have used them to build real things, not just experiment. You know what they are good for and where they fall short.
• A genuine connection to chess and chess education. You have learned the game, taught it, or thought seriously about what makes it hard to learn. You care about helping people get better.
• Comfort with ambiguity and independent ownership. You have made product or project decisions without waiting for direction, and you are energized by that, not anxious about it.
• Curiosity and follow through. You finish things. You learn by doing. You pick up new technical skills when the problem requires it.

About the Opportunity

• This is a full time opportunity.
• We are 100% remote.
• Working hours must include at least 4 hours of overlap with US East Coast business hours.

You can learn more about us here:

• https://www.chess.com/article/view/how-chess-com-virtual-team-works-together
• https://www.chess.com/about
• learnchesswithdrwolf.com
• Dr. Wolf joins Chess.com