The flip side is you do run the risk of angering your HOF wen you draft his replacement; both Rogers and Love had to deal with that on some level. I've been critical about Loomis' transition.
It's better to lose an aging HOF QB early than to use multiple and future 1st rd picks on players who don't pan out for a shot that never appears.
FWIW, I lost a good bit of respect for Drew. He could have handled it better and it appears may have stayed a year too long just so Brady didn't come here for a year. Drew knew his arm was washed but returned long enough to ruin that shot. It got Tampa a ring too.