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bumpy lawn

I have a 11 year old established lawn aprox. 1 acre in size. My kidneys rattle when I mow with my tractor. I have a lawn roller attatchment that I have used, this has helped but I still bounce. I'm wondering if I could hire a small driveway roller to roll the lawn. What time of year would be best,would I damage the grass? I dont want to till and dont have the $ for top soil. Any advise would be apriciated.

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