I think what is "unconventional" is the position the Cowboys find themselves in. Typically, teams drafting in the Top 5 are doing so because they're truly awful football teams, often without a franchise quarterback at all. The Cowboys' situation is very much like what happened to the Colts a few year ago. They lost their star quarterback and the season went down the drain. The difference between the Cowboys and the Colts however, is that Dallas still has Romo under contract for several more years, and unlike Manning, his injuries aren't career-threatening. We all know he will be playing next year.
The Cowboys, by virtue of a shockingly awful season, are now in position to reap the benefits of that lost season, by having excellent draft position. And, if things go as hoped, they won't be drafting this high for several years. That means they won't have this opportunity to get a franchise quarterback for quite some time either. Considering where Romo is in his career, and the complete lack of any quality quarterback behind him, this would be the perfect time to draft one.
The team is still in a win now mode with Romo as the QB, you draft a QB with a top 5 pick then it sends a message that as a FO you have no clear vision or plan for the time being.
I think drafting a future quarterback says anything but "no clear vision or plan". I think it's says just that - "we have a plan and want to improve our quarterbacking, for now and the future."
If you're not committed to your QB and exhausting your resources to help him win then just move on and let Tony try to win elsewhere. Otherwise you're just in a purgatory state waiting for him to retire while the next guy gets ready, and that simply isn't how the NFL works.
When did the draft become about one selection? Last I checked, this team is set to have nine draft choices this year. That sounds like ample opportunity to "help Romo win".
If, as many people say, this is still a 12-4 team who struggled simply due to injuries, how much more needs to be added? After all, they added a top pass rusher in free agency, and then not one, not two, but three first round talents in the draft last year.
Add to that, free agency this year and the upcoming draft and I see no better time to be afforded some patience to draft and develop a young quarterback. If not now, when? When the bottom completely falls out and you're left scrambling around for any answer? I've seen them there after Aikman retired, with no plan, and no options in place, and it wasn't pretty. For nearly a decade.