Comment by contificate

There's quite neat lexer and parser generators for Python that can ease the barrier to entry. For example, I've used PLY now and then for very small things.

On the non-generated side, lexer creation is largely mechanical - even if you write it by hand. For example, if you vaguely understand the idea of expressing a disjunctive regular expression as a state machine (its DFA), you can plug that into skeleton algorithms and get a lexer out (for example, the algorithm shown in Reps' "“Maximal-Munch” Tokenization in Linear Time " paper). For parsing, taking a day or two to really understand Pratt parsing is incredibly valuable. Then, recursive descent is fairly intuitive to learn and implement, and Pratt parsing is a nice way to structure your parser for the more expressive parts of your language's grammar.

Nowadays, Python has a match (pattern matching) construct - even if its semantics are somewhat questionable (and potentially error-prone). Overall, though, I don't find Python too unenjoyable for compiler-related programming: dataclasses (and match) have really improved the situation.