Hello again Buickid,
IMO the basic issue here, when installing a 102" SS Whip, like both you and 505 are describing, is the lack of an adequate ground plane mix of horizontal surfaces and vertical surfaces...that are nearby the feed point, in order to effectively resonate the 102" SS whip with a good match for CB.
Your idea to lengthen the whip will work, but the 102" whip will only resonate in the CB band...if it has a suitable GP to work against. Mobile body shapes, sizes, and materials make for a lot of variables to work out when trying to match a whip at 102" inches, especially in this modern era of mobile design ideas.
This is the same issue I posted to you, regarding your buddy's Van...that had a large flat roof, and the nearest vertical elements to respond to RF were a bit to far away to make the 102" whip resonate in the CB band.
This is probably why a few operators suggested bonding. To me that would be "iffy" at best. I don't recall, but how did bonding work out with your buddy's Van project?