I have mine set up on the starboard side of my Jetta Sportwagen. Lifting the timing chain over the boom tube cradle isn't too big of a hassle for me. After locking in the fork, I can lift the bike by the bottom of the rear tire and lift high enough to clear the timing chain. The bike is long enough that I can walk it around and stand behind my wagon before setting it down in the cradle.

One note about the Sidewinder; the fore-aft position is determined by the rear crossbar location. I initially had my crossbars set at 36", but the rear tire of the tandem limits how far the rear gate can open. I've moved the rear crossbar forward 6" to see if it improves the situation. The Sidewinder is rated for a 50 lb. bike if the crossbars are set at 24", so 30 lbs. of my Cannondale should still be very secure.