Here's what I do:
Get the boat ready to go before you get to the ramp. Have it untied except for the one at the bow, key in the ignition, the whole 9.
Back the trailer in just enough to be able to back the boat off it.
Hop in the boat, back it off the trailer.
Dock the boat ASAP somewhere near the ramp.
Go park your truck and trailer.
Walk back to the dock and go for a rip on the lake.
Once you do it a few times, it is a piece of cake.
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