You have to hold the button down long enough to let both (or all six) of the legs retract.
Or - "auto retract".
For us, one of the two best things I have done to the trailer was to add the LevelUp, wouldn't be without it.
Personally, if your level up is using the 6 jack arrangement, I would either disconnect or remove the electric stabilizers.
Even with the added dynamics of a toy hauler (garage), I found the stab jacks of little use and have removed them.
we retracted the right front leg and prepared to drive away thinking that if one leg was up, the other would be also
As Ken found out, the hydraulic legs are all in series when retracting, and the leg with the least resistance will retract first. Then the next and so on.
That is a good reason for having the control pad on the drivers/ off door side compartment instead of the door side.
An independent switch for the front jacks is also very handy, mounted on the front of the trailer near the edge.