Just finished installing the skid on my 2017 137 Winder after getting shocks rebuilt by
@cannondale27. Many ways to do it but this is what worked for me. I was solo on this project. Ratchet rear spring down 2-3 inches. Raise rear up until bumper is 40 plus inches high. Bungee the track up for clearance and my skid slid in pretty easy. Once the skid was in, I lowered the rear bumper to about 36 inches. Lay on your left side (head toward the front) and kick back the skid using with your right leg using the upper wheel at the same time muscling the front on to the cross shaft. After the left side was on I lowered the rear again about an inch or two. Now laying on the right side of sled I pushed the font of skid away from me to secure the left side that was barely hanging on. I repeated the process using my left leg to kick back the skid while wrestling on the right side. Then released the ratchet about an inch, lowered rear until the holes lined up. I wasted so much time and energy trying other things. I have done this in the past with the sled on its side but without help I was not comfortable doing that.