I have put 2 new or nos soft tops on my Jeep by myself. Dont even try it if the suns not out at 70 or above. Lay everything in the sun for an hour or two. Then attempt.
Its a huge pain in the ass. Even once on. If i fold it down and take the windows out. For like cruising around with the top down but not completely off. Just getting it up and over and latched takes some sun too.
This year im taking the entire top off completely. But because its such a pain to put up. And there is little warning of cold weather and or rain. I dont think id get the jump on it, find enough sun, and get it back on for the rain. Evem if it was just folded down. Its just a pain.
So ive purchased a car cover to keep it dry and more importantly out of the sun. I spent way to much time and money fixing sun damage in the interior and exterior. I want it covered from the sun.
As for your wife. Your not gonna get an easy convertible situation out of a Jeep soft top. You might get one of those (supertop?) Tops where the front folds back to give you sort of a sunroof. But your wife being able to easily put the stock soft top up is a bit questionable. Its hard for me and im 6'3" 250.
Generally speaking i put the top forward. Then the windows. Then the plastic clips that go into the tub and door surrounds.
But you need a warm day. Which spoils the convertible fun part out of the equation. Or the "its started raining. I better get the top on.". But its now to cold. Unless you live in Florida.
Alot of folks use the "im taking the top off for the summer." Strategy. And either garage, car cover or trail cover. The last covers the cab only.