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I suspect it's because DHH is on the board of Shopify [1] and a lot of people really don't like him [2].

(To be clear, I am not stating my own opinion of DHH or Shopify. I'm just saying I suspect this is why a lot of Rubyists are not OK with RubyCentral being under the thumb of Shopify.)

[1]: https://www.shopify.com/news/david-heinemeier-hansson-board

[2]: https://davidcel.is/articles/rails-needs-new-governance



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