I don't know exactly how you plan on going about "backing into thick brush", but the first thing that came to my mind from that description was, lift the mower a few inches, back in, and then let the mower down on the brush. That sort of changes things a bit. When I had my farm, I had to mow about 1100 feet of creek bank. It required raising the mower, easing back to "the edge", lowering the mower, then pulling forward. I bought a Woods BB840 to use on my Deere 2440 just for that occasion. 7' mowers are disproportionatly heavy compared to a 6'er. The 2440 is a stout tractor. 60 pto hp, It's ballasted to over 7500#. It handles the 7' Woods mower just fine in ordinary conditions while "going forward" mowing. After a couple cuttings, I went back to my old MD172 Woods mower or a newer Bush Hog 286 I own to cut that creek. (Both 6'ers) That's drastically UNDERKILL on that tractor. If you're going to be doing a lot of manuevering and backing with a raised mower, a smaller than normal mower ISN'T a bad situation.
Also consider you're planning on using the flail mower once conditions permit. That makes a smaller rotary mower less of a long term "liability". If you were clear cutting 100 acres, I'd HAVE to have as big of a mower as money and HP would allow. With 12 acres, we're only talking an extra hour or so per cut to make a once or twice cutting. For rough conditions like clear cutting brush, you might just learn to APPRECIATE that smaller mower.