I am back and this is now on the list to tackle. How much pressure should I be seeing at the struts.

So I understand since I have fluid returning, the pump MIGHT be OK...so I need to check for fluid to the struts. Does this need to be done on the ground, with the rear in the air?
I want to make sure I don't do it wrong and get false positives etc...

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2016 Monsoon Gray Audi Allroad - 21k
2008 Black Mercedes E350 4Matic Sport - 131k
2014 Jeep Wranger Unlimited Sahara - 62k
2003 Gray Mercedes ML350 - 122k