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I’m not the fellow you’re replying to, but here’s my 2C. My perspective might be out of date, as I haven’t touched WP in 5 years or so.

-The plug-in APIs have been largely written by accretion, making them confusing and hard to grok. I always vaguely feel like I’m doing something wrong, that this shouldn’t be this difficult... Furthermore, API functions are inconsistently named, and return hard-to-predict datatypes.

- The theme tools are similarly confusing, and can make simple tasks take a lot of time. Sure, you just have to create magicfilename.php/css and put this magic snippet into it - but the discoverability in that is pretty garbage and results in a lot of hacks that solve things in the wrong way.

- Using other people’s plugins was a crapshoot, as plugin conflicts were (are?) pretty common. For a casual user plugins are a massive footgun, as WP makes it easy to install decade-old unmaintained junk plugins full of security holes.

Compare all of this to Drupal, which while far from perfect actually tries to design sane APIs and solid code, and iterates on it to correct their mistakes.