I'm gonna switch gears for a bit.
You need to mow 27 acres. This is why we're bumping you to such high HP. Have you considered getting a Toro groundsmaster or similar large mower? Then you could get a tractor with R4s and a loader for your other tasks.
It would be expensive, but if you need a finish cut then a dedicated machine for the task is probably your best bet for getting the job done quickly without either tearing up the ground or compromising on other features.
Yup, that's what's mowing it now. The Groundsmasters are not cheap to come by. They seem to be purchased (or leased) by large institutions that turn them on in the morning, and then turn them off at night. (and it seems they spend more on the purchase than they do on the operator). Def not cheap in a cab and full size. To go buy new would be about 118..... thousand. The unit used now is a 580D, and older model of the 16 foot cutter. Its great at that one job, but not super duper on hills. As mentioned I'm wed to the fellow that owns it and I'm trying to escape. They are big hydraulic machines. If maintenance has not been done, it gets very expensive, very fast.
A batwing (or gang) rotary cutter is an option. BUT for its use and cost, I'm still leaning to a finish (as it shouldn't hit anything large) and the costs are not significantly different.
So yeah, like many things in the tractor world, there are many ways to skin a cat (weird saying). So there are options. The dedicated WAM (wide area mower like a Toro or a Jacobsen) is an option but jeez they are pricey and hard to find in good shape. Then there are products for sod producers, or at the other extreme things used to 'knock down'.
I guess I'm floating between the sod production, turf maintenance, and traditional tractor worlds.
WL (think I'm no longer a lurker)