OK guys, here's my roof. It was too dang hot here yesterday (tied for the hottest day of summer), so I removed the old Jack this morning. As you can see by the tape, it is less than 3' from hole to Max-Air directly behind.
If I angled the Sensar slightly, it may fit in between the two back vents, just not sure where the Wingman would end up laying. Don't think it will fit in there. Going to wait until this weekend, when I bring the rig home in the driveway, before going forward.
The way I look at it, even if I just go with the Rayzar on the short mask, I will have (at least) the same performance as before, but without the worry of catching a tree limb. Which was a big worry for me, and worth the upgrade.