Having a variety of nice guns to shoot is not really a bad problem to have - and I've done the same thing you are suggesting over the last 3 or 4 years:
Les Baer Monolith model in 9mm
Wilson Combat CQB .45 ACP
Wilson Combat Protector, all stainless, .45 ACP
Wilson Combat Protector, all stainless, 9mm
Wilson Combat Protector, all stainless, .40 S&W
Ed Brown Kobra Carry .45 ACP
I'll even add in the top of the line Sig 226 X-Five race gun ( with the wooden grips and adjustable trigger ) - its not a 1911, its kind of its own beast, and at $ 2,600 or so its in the same price range (mine is a .40 S&W but they make it in 9mm as well.)
Each of the companies has pros and cons - but honestly, my favorite is Wilson Combat, and I like an all stainless gun so I've purchased a few in the Protector model. They've all come in with great fit and finish on them / and ran flawlessly right out of the box ( which I can't say for Baer ). But now that I have the Baer broken in - it shoots very well. My Ed Brown was an impulse buy - sitting in inventory in a shop I frequent / couldn't help myself. I like the gun / but in hindsight, the shorter frame and 7 round mag doesn't fit my hand the way a full size frame does. It shoots very well / and it's a great looking gun.
My personal recommendation is to consider starting with Wilson Combat - give one of their reps a call and see what they have in stock / see what you think after you've had it for awhile. Talk to some of the guys at the range - see what they're shooting / see what they like or dislike about their guns. Most guys that have more than one semi-custom or true custom 1911's will probably tell you honestly what they like or dislike about their guns after you get to know them a little.