The addition of boolean `True` and `False` were a huge improvement to the language when they were finally added in 2.3.
I'm not sure why you're making things more complicated than they need to be. Test for truthiness. Conditional statements already evaluate boolean expressions, you're not adding anything explicit by writing `== True`.
I am not sure if that perspective aligns with yours.
In an explicitly, statically typed language, bools might be useful as a standard small enum.
In what Python used to be, they weren't, not really.
But for whatever reason, declared typing is now an add-on to the language, and the people who like the verbosity of declared typing also, perhaps schizophrenically, like the terseness afforded by having a standard small enum.