At 3k a month, forget about the 550. Your choice is between the 650 and the 1050.
The cost of the press is a one time expence, but your valuable time is a continuing one.
Of the two, the 1050 is the one I'd recommend. It's only downside over cost is the time it takes to switch calibers. If you stick to one primer size, it can be as simple and quick as the 650. Toolheads are more expensive, but like I said, you only buy them once.
For brass cleaning, get the biggest you can find. I use the Hornady M3, and would recommend it.
If you are going to be loading the quantities you suggest, I would recommend that you get yourself about 5k of brass in each caliber. Once you find a load you like, lock your settings down, and load everything. Going back to the press constantly is a waste of time.