There are many valid criticisms to levy at Delphi and Python, but those ain't it.
The only thing I think is hard to debug is focus related issues, due to the Windows event loop getting in the way. That's hardly a Delphi-specific issue though.
Other than that debugging and maintenance is quite easy. In fact we don't have to spend much at all on actual maintenance, as backwards compatibility has been great in the new versions. For example, the switch from non-unicode to unicode strings took us just a couple of days. And we're in the Nordics so we'd notice quick with our "weird" letters.
That and losing the source code for some random, obscure vcl component you found on torry's back in the late 90s :-)
Translation: trying to use it differently than it was intended. Considering the mentions of Electron, are you expecting it do behave like js in the browser?
Usually you like the language because it fits well what you want or like to do.. if you love system programming then Rust or C have a better chance to be marvelous to you.