Hey Lord Pie!
I loved seeing your post, because I've had issues (on and off) with the Sims3 for a while. I've certainly not hit the "fun" stride I enjoyed with the Sims1 nor the Sim2 ... but I'm giving the game plenty of play-time and taking a break when I need to.
The Sims3 is really a completely different game than the Sims1 or 2 were, play-wise. I know, I know, you've heard that before (EA made it a major component of the roll-out, a while back, while stressing, "it's part of the Sims Franchise! Number One PC game EVAH!), but the simple fact you can grab (and play) a large number of the families / other Sims you see in game changes the whole play experience ... in ways everyone's still working through.
I think I really got the "jist" of your post: it's not overwhelmingly difficult for a skilled, dedicated player to rapidly "game the game" to the point a Sim (or family of Sims) is forever-young, vastly-wealthy, and well-loved by everyone they see in the "neighborhood" (hehe, Sim2 reference there ...), I mean town, TOWN! And at that point, *yawn* ... where is the "challenge" in playing?
I've had trouble with "Legacies" too. By Generation 3 or so the Sim's rich, super-popular, skilled, etc. At that point, it's just a matter of crossing your toes and hoping the game doesn't corrupt your family / town before you get to generation 10.
That's one reason I've enjoyed Carl's Guide so much. It's fun to research and figure out what's going on with the skills / jobs / abilities, figuring out "Transmutation" or "Nectar Recipes" or "What's the Quickest, Fastest Way to make a Billion Simoleons?"
I applaud your efforts to see how other folks are playing the game, and what maintains and keeps their interest. Just playing using a different "style" will help you see the game (and the way you tend to play it) in a new light. And since the Sims3 is very different from prior incarnations of the game, I think you'll discover stuff you weren't expecting.
Simstar3 had some great ideas, and RunAmokSims' idea of playing the TOWN versus a "family" or "one bunch of Sims" shows how much the game has changed.
I'd definitely try and get a copy of
Ambitions. I've only played an inventor thus far, but some of the game mechanics (the big-picture stuff they sometimes roll-out / upgrade / change with Expansion Packs) improves the game (for me, at least). The ability to move and edit TOWN lots alone I think is worth the price of the Expansion (it's like in the Sims2 ...
University Life was worth a buy just because it introduced the "Young Adult" life stage and the INVENTORY ... any other simmers remember when Sims didn't have an inventory? hehe).
Sorry for the length of this post, but you really "hit a nerve" with this question. I hope my comments help (since I just realized I've not typed out any helpful ideas in my response!
).
-- Happytime