I currently have a Woods RD8400 I pull behind my L5740 and it cuts well.
My only gripe is the clumps of grass it leaves behind.
Even when doing light cuts. I am looking for something
new that will handle cut grass and lay it out more evenly.
I had a Landpride AFM4211 for several years. It did a fantastic job and dealt with clippings very nicely. I was just tired of maintaining all the moving parts and storing such a large mower. I get the impression that flail mowers would require a lot of maintenance but look like they take up less space than my Woods. 8' would not bother me, but does get a little long for uneven ground.