Draft picks are no panacea. Stringer was taken at pick five and is an All Australian and premiership player. Despite this we'd be unlikely to get pick 5 for him and even if we did odds are they wouldn't deliver what he has. Even if they do it will take 4-5 years. Every year people get sucked into the idea of just trading a player out. There's no point if they're best 22 and you aren't getting something significant back.
I wouldn't trade anyone out unless it will result in a very specific need being filled. Even then I would look at free agency to fill gaps or plunder the VFL/WAFL.
I don't think we need to dramatically overhaul the list. Boyd and Murphy will almost certainly retire. We can delist a few lesser lights. Other than that we still have an admirable group of <25s who won a flag a year ago and have still won half their games this year despite being generally in crap form. The core of Bont, Stringer, Macrae, Boyd, Hunter, Libba, Wallis, Dahl, Daniel and JJ* will be around to deliver for a number of years.