Which is what I do. One can dream though right? Of a world where Ruby stayed just a tad more Lisp-y and less Perl/C/Smalltalk/Unix-y.

Also I'm working on a DSL/Macros that give me more Ruby-esque quality of life things in Lisp.

Common Lisp, and even more so Racket, has reader macros. With a little help from LLMs you might be able to get a Ruby-like language that translates into Lisp.

As a last resort look at Racket's "Rhombus" language, it's basically an infix, Python-like syntax on top of Racket. You can use that or see how they pull it off and add Ruby constructs to it.