Buying a Suit

Welcome to SF. I'd encourage you to use the search function as you may find a lot more information that way. There are a fair amount of threads on different BB cuts that might help you out.

BB Regent has a 7 inch drop vs. the normal 6 (i.e. a 39L jacket will come with 32L trousers). This may be helpful for you and your brother. Milano is a very slim cut, though I am not sure of the drop, and with its skinny lapels, it is a bit fashion forward for interviews and more conservative settings. Regent's lapels are certainly not huge but they are more within a classic range. You will likely need to get the pants taken in and maybe the jacket, but any decent tailor can do that. BB usually has a 2 for $1,600 or so deal on its main 1818 line, which would work if both you and your brother get a suit from there.

Other relevant facts to help get better advice would be your location and budget. "Not going to pay a lot" could mean $300 for some people, much more for others. Also, if this is your first suit or main one you'll be wearing, get solid navy or grey.

Considering you live in Chicago, I would give the Suitsupply store a visit.

you're not going to find anything that fits off the rack, especially not at 6'4 160 pounds.

If he is actually measuring then 8 to maybe 10inch drop. If he is going by pant size then almost certainly a lower drop.

Lets accept he measured. Those aren't that out of bounds . Avoid the portly cuts. Have the pants taken in a couple of inches. He just needs to find a real shop that stocks longs.

OP, where in PA are you located?

6'4 160 pounds would need a 36XL...

That'll work well with the 40 inch chest

Presuming limited beginner knowledge, probably any suit jacket also will need to be taken it (at the waist). It shouldn't be hard to find a suit that only needs waist-related alterations, presuming there is nothing else unusual about the physique.