I have 30+ acres that looks EXACTLY like that. I use a 30Hp 16 speed 4WD tractor with a loader. Total combined weight with the tiller, tractor and FEL is just over 4,000lbs. But my 250 sexy self in the seat and a half a ton of rocks in the loader with a 6 foot woods tiller running at 540RPM, even after glyphosate on the sod was just scratching the surface. Sure, I had some descent looking places here and there but I knew something was wrong. And lots of people gave me good advice to no avail. Please take a half hour and call the guys at Everything Attachments. Ask for Jeremy. He put me in a heavy 7 footer that was gear driven. No chain. He told me that if the tiller was "pushing" the tractor forward too much, then take off the outer tines on both sides the first time you till it. Unbelievable the difference that unit made. They know their products pretty good there. Make sure you know the year, make and model of your unit and they'll match you with the right tiller. Guaranteed. PLUS, FREE SHIPPING within 1,000 miles of the Carolina's. Give them a shot. If you don't like them - don't buy. But I'm sure you will. Good luck and Godspeed - BotaTrac Out!