I was given one years ago as a gift, I found it worked well but was easiest to use with too people so you can be told when to stop. I did find that it really depended on the surface you were on, on how well it performed.
It went missing a few years back and I have no intentions of getting another.
2009 KLR650, 2010 Goldwing, 1980 Harley, 2012 Aspen Sentry
There are no strangers here, just friends we haven't met!
I have an Aspen Classic and you do not need to carry a jack.
If you need to change the tire, loosen the lug nuts, then with the trailer still hooked up to the bike, just put the rear stabilizing jack down and lift the trailer to extend the jack. It will lift the tire clear of the ground.
Some people do not realize that you can also use a large punch or screwdirver in the holes on the jack to lift and lower. Look closely, put the tool through the hole on the side of the release lever and into the hole on the back side. Lever up or hold the release lever and go down. Repeat in a new hole as necessary.
'05 GL 1800 Black Cherry
'07 Aspen Classic Camper
'09 KLR 650 - '69 Triumph 500 Daytona
'50 Verbal GPS & Tour Guide
I've never used the setup you showed... but I do have a jack. I just went to an automotive salvage yard and bought a scissor jack out of a wreck. I thinK I gave $10 for it.
(I wish it wasn't so hard to do.)