When it comes to extending or retracting the trailer tongue I have discovered a few things. I always use wheel chocks on the trailer wheels to keep it from moving or on the one ramp I use, I can back the boat up to a curb and use that to retract the extension. The biggest thing I have found for my trailer is to use the tongue jack to take the load off the trailer tongue when you are moving it. It doesn't take a lot of upward lift to get the tongue to slide easily. Matter of fact, on the one ramp I mention above, I can back the trailer to the curb (with the truck/trailer pointing uphill) and lower the tongue jack to the pavement. A little upward lift of the tongue and the truck will slowly slide the extension into the tube. Raise the jack to slow it down, lower it to speed it up, don't go too fast.