I did something similar when I was down in Roatan this past winter. There were three of us and maybe another 4-6 rec divers on the boat. We all dropped at about the same time since we were on a wall. The boat picked up the rec divers after their dive then followed our bags while we did a drifting deco. It was pretty good timing because the we were up when they were half through their SI. It was tempting to do a shallow dive on our remaining deco gas but decided against it. All said and done it wasn't an ideal situation but I'd do it again.