The problem is most Masters programs don’t give you much expertise. Ever tried depending on someone’s skill in a topic they have a Masters in? Real crapshoot.
To who though? A lot of people won’t care if your masters is in education if you’re gonna work in most fintech.
I think it pigeonholes you further if you go down this route. If you want that then go for it but I’ve seen many wasted masters and PhDs in Silicon Valley. Many.
Marrying software development knowledge with another non-tech domain expertise would make one valuable.