Good advice, we need more info about where he's located and how the tractor is equipped.
That 4400 could have the 6x4 or 8x2 trans, if it has a heavy industrial loader it'll need a lot of rear ballast during loader use.
My 69 Ford 4000 diesel was my only tractor for 10 years and primary tractor for nearly 20 years, it had enough power and just enough weight to handle my Hesston 5545 4x5 round baler and later NH 640 4x5 baler, it does not have enough power to operate my present NH BR7070 making 4x5 rolls.
Due to our hilly ground I never would buy a 3 point hitch disc mower to use on the 4000, I consider a 4000 to be marginal at best for operating a mounted disc mower on good ground.
That said if I could back up and do it all again I'd get a late model 5000 which is now my primary mowing tractor.
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