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In taller grass, you will end up with a strip down the center.Two rotary blades don't overlap enough to cut it all.That third blade in the middle does

Great info , today I need a snowplow instead lol.

Depends on HOW hilly and uneven.

I have a John Deere X530 with 54" cut and it's good. It has a differential lock which is pretty effective on uneven terrain. But it's not even in the same league or universe as my Kubota BX1850. The Deere is a big lawnmower. The Kubota is a little tractor. The Deere mows grass well. But that's about the limit of its usefulness. The Kubota will do stuff you seriously cannot believe a little tractor could do. If you move snow...........a front loader and 5' rear blade on the Kubota moves a lot of snow in a little bit of time. There's a pretty substantial price difference between the two. But it's literally green apples and oranges.

We have two zero turn mowers. I don't know how important your time is to you; but a zero turn is probably twice as fast as a traditional mower in actual use once you get used to them. There is a reason that all the commercial mowers / landscapers I know of use zero turns.

One of ours is an exmark https://www.exmark.com/ it has been a good mower. We bought it upon recommendation of a friend who owned a mowing company. At that time, they used exmarks; but since switched to Kubota. One of my brothers mows a lot of stuff with his exmark that would give many pause and he's had great luck with it.

One of my sisters has a Husqvarna and it has been a good mower too. Another friend that did commercial mowing has both exmark and cub cadet. He liked them both.

Our other mower is an altoz
https://altoz.com/tracked-zero-turn-mowers
It is pretty amazing. We bought it to mow in some places we really couldn't with any other and it does it really well. It is fairly expensive to buy though and probably isn't needed by most.

If I were in your situation, I'd probably check what the commercial mowers are running locally and where they're buying their mowers. Then I'd explain my needs and budget to one of them to get their recommendation and to the local mower sales person.

I’m enjoying my Cub Cadet RZT, zero turn ability with a steering wheel which controls the front tires so you can go some hilly mowing, unlike the others with bar steering. Several newer offerings now from Cub Cadet.

I have a simplicity too. Pretty good machine.