Between 5 and 20 minutes.
When we take the trailer out we take long trips rather than short weekend ones, so most nights we stay for just a few hours in a nice pull through spot at a campground close to the highway and get on the move early the next morning to reach our destination. Those days I don't disconnect from my truck and sometimes won't even lower stabilizer jacks depending on how early we're leaving and how quiet I want to be... one day on our 4500 mile round trip we pulled into the campground at 6pm and left at 3am... I didn't do a darn thing other than hook up my water hose and dump the tanks and then had everything packed up by bed time.
If we're staying awhile, my wife helps me back in and/or pull up onto level blocks. She then takes the dogs and cooler in from the truck (we tow with fridge/propane off) and gets our dinner going.
First thing I do is plug in, she cranks the air conditioning and gets the fridge turned on. I get the table set up (I have to lift the table while she puts the legs in.) I open the propane tanks, unhitch from the truck, level front to back, use my drill gun to lower the stabilizer jacks, hook up the water hose, sewer hose, and lastly the cable if available.
If it's not too buggy or humid and we plan to sit outside I'll drag out the chairs, folding table, and mat.
That's about it.
Just me (J), my wife (L), and two small dogs
2016 Jayco Jay Flight 23RB
2015 Nissan Titan Pro-4X