My perspective on this is going to be a bit different as I'm a man with boobs and I wear a bra all the time. I get fitted by an expert about every 6 months and with that guidance I can usually get a good fit when I buy bras elsewhere.
I would, in general, support the view that if you don't like being fitted you haven't found the right fitter, though there must be a few (very few) women who simply can't find bras in the right size. All the fitters I've had over the years (obviously, all ladies themselves) have been very vocal on the subject and their view is that women are sh*t at buying bras.
The sad fact is that any measurement system is not going to work for more than one maker at a time, and then not for every style they sell. I have bras in 38B, 38C, 38D, 36D and 36DD that all fit me. Anybody who measures you then tells you what size you are is going to be wrong, then, so you do need to persevere and find a fitter that does know what she's doing.
Alternatively, if you know how to check for a proper fit on yourself, mail order is OK if you're truly prepared to return any failures and plug away at it until it's right. I've worn well-fitting bras and I've worn badly-fitting bras and the difference is night and day, not just in comfort, but in shape, support, clothes fitting better and you feeling better.
Incidentally, I never wear soft bras, and I don't have wire problems because I make sure the cups are big enough for the wire to go round my chest underneath the actual boobs. This does mean that I may need 'chicken fillets' to fill the cup completely, but that's also because being male my boobs aren't the same shape as most women's. Few women would need to do that.
Also, make sure you wash your bras carefully - in a close mesh bag on a delicate setting if you use the machine - and don't overfill the machine. Delicate programmes aren't much different from normal cycles, but if you leave out the towels and jeans, your undies stand a chance, at least! If you let the wires get bent you will have trouble.
I have done lingerie fitting when a girlfriend some years back had a shop, and the feedback was pretty good. But I have to say the sort of women who shopped there were pretty young and fit as a rule and quite likely to trry things on in the middle of the shop rather than bothering with a changing room, so I guess they felt being fitted by a man wasn't such a big deal! If I could help out some more bra haters before I'm taken, I'll go happily ...
One last thing. Mrs P. told me to have fewer but better bras a while back, so I've gone a bit more upmarket over the last four or five years. I can truly say that with occasional exceptions, the better brands do work better for me. But I do have cheaper ones that work well, so not a total financial disaster. Don't give up girls; I'd hate to think that men can get better-fitting bras than women. Goes against all logic, doesn't it?