OK, I'll jump in
I bought a 1987 H28.5 with a B&R, masthead rig with a back stay. Sail inventory was a main, 155 genny, 110 genny and an asymetrical spinnaker. The 110 was only on the boat once or twice and I rarely used the spinnaker. I usually sailed with the 155 on a roller furling. I was pretty inexperienced and learned a lot on that boat. The speaders were swept back more than most and that limited how far you could let the main out when runing downwind. Anytime the wind was forward it was very easy to trim. I'd start by trimming the 155 to where the telltales were flying just right, then I'd adjust the main to that.When I was buying my current boat, a '92 H33.5 with a fractional, B&R rig, also with a backstay, the fractional rig was my biggest concern. It came with a 150 genny on a roller and a MONSTER main with a traditional halyard/store on boom arrangement, not a roller. If you are used to a masthead rig and a big genny you will have to re-learn sail trim. Now I have to trim the main first (not as easy or straight forward as a genny) then trim the genny to match the main. I'm just finishing my 4th season with this boat and I'm still learning the finer points of sail trim. It's hard to teach an old dog new tricks but it can be done. I don't see any advantage to the fractional rig only disadvantages. The main is huge and takes muscle to control and furl, the sweptback spreaders still limit how much I can let the main out on downwind runs, the genny (even at 150) doesn't have the power that I am used to, it is harder to keep it in the wind with the monster main blocking it on downwind runs and the whole sailplan just doesn't feel as "balanced" as my old masthead rigged H28.5. When the time comes to reef I now have to reef the main first otherwise it feels more unbalanced. It is considerably more work to reef a traditional (non-roller) main than the roller genny. My genny has a foam luff that keeps good shape even reefed down to a 130 (I would recommend a foam luff to everybody with a roller headsail). While I feel that I have come a long way towards getting the most out of this rig, my next boat will almost certainly be a masthead rig.Toms/v Orion's Child