Yes, I mean hindsight is 20/20 and no one could have really predicted the fallout from and during the great recession. It generally sounds like you are doing fairly well now, and that is a fantastic accomplishment. Realistically speaking there are few times in our lives where we have 'almost no choice'. The truth is that you didn't see a choice that was appealing to you, but that's just my 2c, and with inflation nowadays the 2c is worth even less hahaha.
So yes, actually... in hind sight I should have gotten my Masters degree instead of entering the workforce.
Edit: That job I stayed at too long... only reason I took it in the first place was because the recession left me almost no choices. No one was hiring in Boston. The job boards were empty for someone right out of college.