Well, yeah, the free agency era changes the situation considerably. Thome and Halladay really the first guys to put it to the test. Rose would presumably have gotten it were he in, or had the Phillies put him on the Wall and then his ban finally ended (now I think it's safe to say neither thing will happen in his lifetime). Perez and Morgan no.
Rolen is different (and different from Schilling too). But also impossible to separate out the seeming continued chill between him and the organization and the fact that you can just argue that he's a Cardinal first.
We know these conversations are going on. They're not going to wait for Rollins' candidacy to play out over the next several years IMO, they'll ultimately retire him (don't forget he also still works for the team) and Chase. But what about Howard? No less of giant, and star, but a short run.