Subscription Stories: True Tales from the Trenches

How to Build a Strong Subscription Business While Maintaining a Compelling Free Tier with Chess.com CRO Adam Mayer

Feb 19, 2025
Adam Mayer, SVP of Monetization at Chess.com, shares his wealth of knowledge on building a successful subscription model without losing the charm of a compelling free tier. He discusses the delicate balance between providing free value and converting users to paid subscribers. Adam also reflects on his unique journey from entertainment to chess, shedding light on the importance of community engagement and strategic innovation in the subscription landscape. Tune in for insights on fostering long-term loyalty and thriving in a competitive market!
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ANECDOTE

Persistence Lands Job at Chess.com

  • Adam Mayer experienced multiple job rejections before securing the SVP role at Chess.com.
  • Persistence and networking over nine months led to a successful hire despite initial setbacks.
INSIGHT

Mission Fuels Chess.com's Success

  • Chess.com focuses on mission and user experience ahead of revenue maximization.
  • Prioritizing product, community, and work culture creates sustainable financial success.
INSIGHT

Free Tier Grows Paid Upgrades

  • A compelling free tier nurtures user love and drives upgrades naturally.
  • High-value free access grows the user base, enhancing conversion potential.
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