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put some type of blocks under the gate when setting it on the ground..... this decreases the incline. a couple of regular clay bricks should work or something equivalent. i'd go with something stronger than that though. they'll break eventually.
Which mower is hitting when loading? Z turn or WB. If the Z make sure your deck is all the way up. If the WB then push down on the handles as you start up the gate, that will raise your deck up. Hope that helps.
Don't change the height of your hitch if your trailer is already riding nice and level. There is a much more simple remedy to this, and no, it doesn't involve extending the gate.
Here is what I did. As you drive up the gate, or more so, down the gate, watch and mark right where the front wheels are. Two hunks of 2x something will do wonders for you here. Either a couple of pieces of 2x8 about 2 ft. long running lengthwise, or a few pieces of 2x4 laid crosswise next to each other. This will give you your clearance. Drive in with a few healthy size deck screws and you're good to go. Now, just for explanation, when I stated earlier more so when you are backing down, the reason this is, is because when the mower is backing down, it has a longer wheelbase and the deck rides lower over the crest.
dont be a hillbilly blocking and jacking up the ramp just addto the ramp and make sure you do a nice job with it. i think you should have to take a test to buy a welder. i have seen some gobbers that i would like to beat the guy that did it.