@jefferyd's suit looked amazing, although I've seen lots of stuff online that looks really bad
I think a lot depends on
1) Whether you like their styling in the first place. They're just adjusting those models for you, so you have to like the models before you start thinking about fit.
2) How you're providing measurements. Sometimes Indochino does pop-up shops, where they'll measure you. That seems a bit better than asking your friend or family member, who may or may not know what they're doing.
FWIW, @Kent Wang has a system where he'll send you a ready-made suit, which you can use to figure out where you need adjustments. That seems like it could lead to better results.
I have a lot of reservations with online MTM suits. Just seems like a very difficult thing to execute, given the complications involved. I used to do online MTM shirts and those took a bunch of trial runs before you got to something that was a bit better than what you'd find OTR (I went through maybe six or seven companies). Tailored jackets seem even more difficult given their construction.
That said, Jeffery's suit looks amazing, and I've seen some really nice things from Kent Wang. I'd still recommend OTR over online MTM, but ... there have been some really nice examples.