Not as great anymore - Senior Software Engineer Chess.com Employee Review

3.0
21 Mar 2023
Recommend
CEO approval
Business outlook

Pros

- Fully remote - Large scale projects - Opportunities to learn a lot - Great colleagues - Great culture (though, a bit deteriorating lately, see below) - Yearly company-wide meetups (great thing, considering everyone works remotely, to actually see people you interact daily, face-to-face)

Cons

Things have changed in the last couple of years, as the company grew from small, family-like business to a big US corporation (management will deny this, but it is the truth). The new CTO didn't fit too well with the existing engineering team (and are probably getting tired of each other), so he surrounded himself with people who nod to whatever he wants. Especially with one of the projects they are pushing company wide, causing a lot of issues for engineers (and almost all engineers completely dislike that particular thing). Many senior engineers are burned out. Website had a ton of issue lately, as all the efforts have been pushed towards building new shiny features, instead of scaling or maintaining existing ones. It's definitely not all bad, but it's just worse than it was.

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Chess.com Response
3y
First and foremost, thank you for sharing this feedback. I’m grateful for you taking the time to call out the positives as part of this post. With your tenure, you’ve seen us operate with less than 100 team members all the way to the 650+ of today, and we would not be where we are without your years of support. One thing that has not changed is our commitment to maintaining a great place to work for a fully-remote, async team of passionate, brilliant, lifelong-learners and chess-lovers. You are right, the company has had to transform with scale, and this has been one of the more challenging parts of growth. There is an understanding that some elements of culture are forced to change along the way, and we’ve believed in a mutual responsibility to ensure it changes for good. We have looked to our core values to serve as guardrails for this type of change, and I would love to hear more about where you feel we may have misfired on this so we can work together on improving it. I also appreciate your feedback for leadership both individually and in our strategic planning. We’re excited about the knowledge, passion, and energy our CTO has brought to the team and would love to understand your experiences here more deeply. This topic is difficult to address with the appropriate amount of privacy in an open forum, but please understand that a receptive audience always exists for any leadership feedback, and you can always bring concerns to Erik or I for an honest and constructive discussion. We have felt the pain of growth, and while we believe deeply in the power and appeal of chess, we were very cautious in our acceptance of the sudden and rapid growth of global chess interest. However, we believe our member growth and the infrastructure needs to support that also grew at a rate beyond what even more aggressive projections would’ve provided for. We’re immensely grateful to the team rallying to support us through this, and we are heavily-focused on long term strategic scaling efforts to ensure this is a lesson learned, not repeated. After two years of record hiring numbers, we’re continuing to aggressively build the teams to support our scaling efforts and help everyone maintain balance in this new normal for the game of chess. Of course, with rapid growth, we further the cycle of transformation, and need to keep receiving this type of feedback from team members like yourself to ensure we’re seeing things from all angles and able to maintain a place to work just as great as the one you joined years ago, even if it looks a little (or a lot) bigger. Thank you again, sincerely, and I would encourage you to reach out internally to Erik or I to continue this conversation privately and confidentially. Sincerely, Brendan Woodroff

Explore other reviews about Chess.com

5.0
15 May 2026
Anonymous employee
Recommend
CEO approval
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Pros

- Generally relaxed work culture - Incredible flexibility due to remote work - 99% of people here are good people and fun to work with - Interesting though still niche product - Seeing incredible growth in recent years

Cons

- Below market pay (they are working on this) - Lack of clear strategy at times, feels reactive - Senior leadership hired externally has generally been terrible, with a couple exceptions (need more internal promotions/growth) - Lack of solid retention incentives for top talent (though this is slowly improving, a bit late however)

5.0
8 May 2026
Recommend
CEO approval
Business outlook

Pros

Fantastic culture and work life balance. The company treats you with respect and positivity. Couldn’t be a better work environment.

Cons

Pay is not up to industry standards

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