Well I got three play-throughs out of Game Dev Story.
First was a bit messy and never really made masses of cash or sold lots of games, didn't get into the new platforms quick enough, didn't get Hall of Fame games until too late on etc.
Second I realised too late I could get a hardware engineer so didn't get a console out until Y18, although still finished with a fortune.
Third I was totally ruthless, had a console of my own out by Y10 (albeit a 32-bit one), then got the uber-duber console out, and mercilessly chucked out sequels. Hit Y20 with over two billion dollars, the best staff rota going, very generous market share etc. (Even on the second play-through I was too reluctant to fire staff.)
Great game, has its flaws but for 59p (I got it on some sort of special sale weekend) I'm hugely impressed, although I've never play it again now.
Hot Springs Story seems to be a bit shit though.