NTB - love the site and your insultingly offense, yet still accurate style advice. I have a more general question. I currently work in finance, and while it's a good living, I just don't enjoy it. Menswear is what I truly dig. How can I get started in menswear with no related education or experience? I'm not opposed to interning and starting out at the bottom, although I'd like to avoid providing sexual favors, but I guess you gotta do what you gotta do.

That’s great, but before you go ahead and swallow that red pill and continue down the rabbit-hole, you really need to sit down and identify some skills that would translate to success in “menswear.” I don’t know—are you a strong writer? Can you shoot video? Edit photos? Predict trends? Sell water to a well? I need to pause you here, because I know what you are thinking, but: having the ability to take it longer and harder in the ass than 99.9% of the rest of your peers is not a skill, nor is ogling over beautiful clothing on the internet.
If you’re still with me, I need you to understand another thing, and this is a dual concept so try to keep up: you are NOT better than everyone else and shit’s not all rainbows and glitter out there. Shit’s real. Too many bankers, lawyers and other well-paid young professionals have this insane sense of self-entitlement and -confidence which usually manifests its ugly head when they reach a tipping-point of misery which has caused them to question their career choices up until that certain point. If this is you, you need to back the fuck up and understand that wherever you end up you will most likely be the least talented and dynamic person in the building. Real talk. Corporate types usually don’t do all too well in foreign waters.
If you are humbled by this, go forth and work some connections—hustle, grind, repeat. There’s no real magic to any of this, just work it out. Shit, knock up Anna Wintour’s daughter if you must. I don’t care.
And finally, study some other dudes’ non-traditional paths for inspiration. For starters, Justin Bridges is definitely the right man for this. Good luck, brah.