<font color=blue>I have about $1500 to work with. </font color=blue>
Although there are several folks here that will cringe at the comment, I think you should consider Harbor Freight for some of your tools. Yes, they do make some junk, and yes, the fit & finish isn't as nice, but you'll save a TON of money and be able to expand the overall capabilities in your shop.
To date, my HF drill press hasn't "conked out" - nor has my 12 ton press, nor has my grinder, nor has my sandblaster, nor have my air tools, nor has my soldering gun, nor has my vise, nor has my cement mixer, nor has my air compressor, nor have my wrenches, ratchets, or sockets, etc. etc. etc.... I think you get my point - I got WAY too much of their stuff and if I continually had bad luck with it, that wouldn’t be the case. (and no, I don't get "kickbacks" from them, although that would be nice! /w3tcompact/icons/wink.gif)
Yes, I have "name brand" stuff too (e.g. Milwaukee cut-off saw, for example - which, BTW, I concur is a good tool to have if you are working with metal.) Sometimes I prefer to go with the name brand stuff, but only because (1) I bought it before I found HF /w3tcompact/icons/sad.gif, (2) I've had bad luck with the HF brand equivalent /w3tcompact/icons/mad.gif, or (3) the HF version doesn't have the features I want and the name brand version does /w3tcompact/icons/hmm.gif.
I use my $20 HF angle grinder a lot more often than my $90 DeWalt. Not saying my DeWalt is a bad machine - just that the $20 one works just as well and is lighter to boot. The only real problem I have with the “name brand” stuff is the cost - ‘course you can get that at HF too if you wish.
Anyway, just an idea to get you further along in your “shop building” activity.