Just started this show, and I'm nowhere near fiftysomething. But from what I've seen so far, it would be an excellent idea if they could get the same actors and writers.
Sadly I made a huge mistake in looking through the threads, as I just found out 10 minutes ago that Gary dies. I'm kicking myself because I'm only 6 episodes into season 1!
I actually don't think it would, unless the show was a multi-generational look at people in their 20's-50's. I wasn't around back then, but I have the impression that society has become more ageist and youth-obsessed since then. In fact, the movie industry has shifted its focus to cater a good majority of their films to 12-25 year old boys/men. And it seems there is now more than ever an abundance of young actors, musicians, TV shows and overall entertainment meant to cater to an under 30 crowd.
I think a modern remake of Thirtysomething might work, especially in comparison to how 30's have been redefined since the 1980's. And I think it would attract a multi-generational crowd from people decades removed from 30 who want to fondly remisce about their younger days, 30-something's themselves, and even younger audiences who have a curiousity about turning 30 - and whether it alleviates or confirms their fears about that decade. But Fiftysomething? I think that would be viewed as too old by execs.
Actually, now that we Boomers are aging, society is much less ageist and youth-obsessed than it was thirty years ago. In fact, in 1964 the phrase "Don't trust anyone over 30" was practically adopted by our generation as its mantra. How ironic is it that my generation created a show about people we swore never to trust??? :D