Chess.com Logo

Chess.com

Senior Product Manager

Posted 6 Days Ago
Remote
Hiring Remotely in USA
Senior level
Remote
Hiring Remotely in USA
Senior level
Lead roadmap and vision for Chess.com core product; collaborate with engineering, design, and leadership to define specs, run experiments, and move engagement and retention metrics. Prototype with AI, operate asynchronously, and drive features through to delivery.
The summary above was generated by AI

About Us

Chess.com is one of the largest gaming sites in the world and the #1 platform for playing, learning, and enjoying chess.


We are a team of 600+ fully remote people in 60+ countries working hard to serve the global chess community. We are here to support 250M+ chess players worldwide with the best possible product, content, and tools to serve the community!


We are a tech company. A gaming company. A content company. And 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 You

First off, you love to play chess and want to help others discover that same joy. You are intimately familiar with Chess.com products and care deeply about what makes the experience fun, sticky, and rewarding for players of all levels.


Secondly, you have extensive experience as a product manager shipping consumer-facing products that drive engagement and retention. You have worked deeply with engineering teams to define what success looks like in an ambiguous environment. You communicate regularly and successfully to executive stakeholders.

Finally, you have technical know-how. You work closely with engineering all the way through to delivery and drive on execution. You talk through pipelines and data so you can have clear and productive conversations with engineering.


What you'll do

  • Shape the core product roadmap and vision. In close partnership with leadership, shape both the near-term roadmap and the long-term vision for the core Chess.com experience, making the product more fun, engaging, and enjoyable for players at every level. Identify what keeps players coming back, what causes them to leave, and what will delight them next.
  • Bring ideas and sharpen them with the team. Come with your own point of view on what's worth building and why. Engage with feedback from leadership and peers: internalize it, push back where you disagree, and use it to make the work better. The vision is built together; you're a strong, informed voice in it.
  • Operate in public. As a globally remote company spanning many time zones, async Slack communication is how decisions get made. Work out loud in channels: brainstorm openly, pose sharp questions, make decisive small calls with reasoning attached, and be explicit on what's urgent vs. not. Engage with depth and without ego, pull the right people in by name to build alignment. Make the most of sync meeting time by taking on the biggest questions.
  • Partner deeply with engineering, early and through to delivery. Shape the technical approach alongside engineering partners, write specs that are crisp on intent and honest about tradeoffs, and be a force driving through to execution. Unblock, reprioritize, and ship.
  • Own engagement metrics and move them. Define the metrics that matter for your area, build intuition for what drives them, and hold yourself accountable to moving them. Use data to prioritize ruthlessly, run experiments, and know when to trust your gut vs. wait for more signal.
  • Use AI to prototype, de-risk, and accelerate. Build mocks, test flows, and pressure-test ideas yourself before engineering invests. Bring working artifacts into discussions, not just decks.


Required Skills

  • 4+ years in product management, with strong consumer product experience. You've shipped consumer-facing products that millions of people use and love.
  • Excellent product taste, especially in the chess context. You know what feels good and what doesn't. You understand what a beginner needs vs. a club player vs. a titled player, and you can articulate the differences in what makes each experience great.
  • High-velocity communicator. You communicate clearly and concisely at speed and across many projects. You act as the focal point across design, engineering, stakeholders, product peers, and executives, digging into engineering specifics in one thread then zooming out to exec-level outcomes in the next. You operate primarily in writing, and your throughput is high enough that multiple workstreams keep moving without you becoming a bottleneck.


Preferred Skills

  • 7+ years in product management, with strong consumer product experience. You've shipped consumer-facing products that millions of people use and love.
  • Technically fluent. You collaborate deeply with engineers and understand systems. You're comfortable reasoning about what a metric is telling you and connecting engineering discussions back to the product and ultimately the user.
  • AI-native. You already use AI daily to prototype, explore ideas, and accelerate execution. You build working prototypes as the basis for discussion.


About the Opportunity

  • This is a full-time opportunity
  • We are 100% remote (work from anywhere!)
  • This role is open to candidates who can work with significant overlap with both United States Eastern and Pacific time zones.



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

Similar Jobs

4 Days Ago
In-Office or Remote
113K-193K Annually
Senior level
113K-193K Annually
Senior level
Artificial Intelligence • Big Data • Healthtech • Information Technology • Machine Learning • Software • Analytics
Lead strategy, roadmap, and delivery for the Network Optimization module within Value Connect. Translate payer/provider network optimization problems into scalable analytics-driven product capabilities, prioritize roadmaps, partner with engineering/data/UX, and drive adoption and measurable financial and operational outcomes across stakeholders.
4 Days Ago
Easy Apply
Remote
United States
Easy Apply
173K-255K Annually
Senior level
173K-255K Annually
Senior level
Big Data • Fintech • Mobile • Payments • Financial Services
Lead the Shopping Experiences product for Affirms direct-to-consumer channels: define roadmap, run rapid experiments, launch and scale checkout flows and offers across app and web, optimize funnel conversion and CAC->LTV, and partner cross-functionally (Engineering, Design, Risk, Compliance, Marketing) to drive safe, scalable growth.
Top Skills: AmplitudeClaude CodeCursorSQL
6 Days Ago
Easy Apply
Remote
United States
Easy Apply
200K-232K Annually
Senior level
200K-232K Annually
Senior level
Edtech • Social Impact
Own and improve the core learner platform to increase learning rate, retention, and engagement at scale. Prioritize an AI-first roadmap, ship AI-assisted features (AI Tutor, AI Grader), define outcome metrics, run experiments, and collaborate with Curriculum, Learning, and Engineering to deliver high-quality, engaging learner experiences.
Top Skills: AIAmplitudeClaude CodeCodexCursorFigmaFramerHexMixpanelSQL

What you need to know about the Chicago Tech Scene

With vibrant neighborhoods, great food and more affordable housing than either coast, Chicago might be the most liveable major tech hub. It is the birthplace of modern commodities and futures trading, a national hub for logistics and commerce, and home to the American Medical Association and the American Bar Association. This diverse blend of industry influences has helped Chicago emerge as a major player in verticals like fintech, biotechnology, legal tech, e-commerce and logistics technology. It’s also a major hiring center for tech companies on both coasts.

Key Facts About Chicago Tech

  • Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
  • Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
  • Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
  • Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
  • Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
  • Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account