The most important thing about a suit is fit. A $1500 that is too large will look much worse than a $200 suit that fits great.
Suits need to be tailored. Off the rack suits are made baggy in order to fit as many people as possible. Tailoring is not only hemming the pants and sleeves, as moores would have you believe.
Find a suit that fits in the shoulders, and then take it to an actual tailor.
Indochino allows you to provide measurements to make a suit for you. A lot of times, this is much better than buying off the rack.
Black pants worn with a shirt for business casual, fine.
Black suit worn with any shirt is not acceptable business wear. Black is formal. Black is worn to weddings or funerals or dinner parties.
Charcoal or Navy blue are much more versatile suits than a black suit. Navy blue can be worn with basically anything. Can even do black or brown shoes and belt. Doesn't matter.
Now, I know for a fact that you've tried Indochino, and didn't like it. What do you think about it as an entry-level suit for the OP?
Really, if you don't care about the clothes, but want an OK suit, I think Indochino is probably the way to go.
I'll be upfront, and say that my job doesn't require me to wear a suit either. Thus, I own just a single navy suit, but the life of academia does call for a healthy collection of sport coats and trousers.
Indochino as an entry level suit I don't have a problem with provided you get accurate measurements. There is still a level of uncertainty when ordering off the internet, but the end result can be much much better than off the rack.
Do a quick Google search on Indochino. You'll see why they aren't so popular. You can also find out how they call out customers who aren't happy with their product. I saw they had a Groupon a while ago so I looked into trying one, but I'd never do this. I own about ten suits, and as long as the salesman and/or tailor are good at their jobs, off the rack is usually fine. A tailored suit is wonderful, but they are of course much pricier.
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Indochino as an entry level suit I don't have a problem with provided you get accurate measurements. There is still a level of uncertainty when ordering off the internet, but the end result can be much much better than off the rack.
We had good luck with Indochino - bought 3 suits specifically for my wedding and only 1 of us had to get an alteration done after the fact. To be honest the fit was as good as suits I've bought at Singer or Rosen. Sure the material isn't as high end but it doesn't suck either. Just spend the time double & triple checking the measurements.
