Ignoring DHH's politics (which are enough to make me look for alternatives), he makes breaking technical decisions to tooling with little to no community involvement. E.g., https://github.com/hotwired/turbo/pull/971

He makes it difficult to trust that, were he in charge of Ruby, he wouldn't just take the reigns and stubbornly do whatever he thinks is technically right for "aesthetics" at the cost of all else.