The only problem is prices of the J/95 is still a high compared to the j/100 and considering my J/100 is paid off I don’t really want to get into boat payments.That brings a different meaning to the thread title!
I dry-sailed my J/92 for awhile using a single-point lift. Rod J or Alan calculated the balance point for me, and I was able to lift it from the aft two keel bolts. It was a lighter and shorter boat than the J/100 but a bit taller, and that was the challenge. If the hoist was two-blocked the keel bulb would just clear the trailer. I had access to a three-ton hoist but you'd need more. So you'd have some research to do.
That J/95 in the top photo looks like the right boat for your situation.
I looked into getting a shoal Keel for the j/100 but no longer available from Mars. Another j/100 in st Pete Area has shoal version and seemed much more manageable. Mars offered their torpedo bulb option but don’t want to ruin original j/100 keel trying it. Florida problems i guess....