Strangely I had never had a crash until 11.3 :S
regens are always pretty random, building an academy is a good start to improve their quality. Also look to improve recruitment network, and hire coaches with good recruiting and youth development attributes. And make sure you have some staff of San Marino nationality, as it affects quality/nationality of regens too (I suggest Massimo Bonini, excellent sammarinese coach)
Vaduz/Lichtenstein is nice, starting in swiss second division the cool thing is Vaduz is automatically assigned an Europa Cup spot every season (as Lichtenstein cup winner, though that's not in the game) regardless of position. The NT already looks better than San marino and unlike SM foreign players will get Lichtenstein nationality after 5 years. Too bad Swiss league is a bit boring, with only 10 teams in the top tier and an endless winter break. And strangely after 11.3 the NT doesn't seem to be available anymore (but if you choose database 11.2 at the start of the game then it works. Don't know if I'm the only one with this issue)
Wellington/New Zealand is a struggle as A-league teams have so little money and ridiculously strict cap/squad rules. And Wellington is the only team without reserve/youth squads, a bit ennoying.
Toronto/Canada was fun for a couple of seasons, unfortunately MLS is a real mess in FM11, bugged in so many ways (trade system doesn't work, roster rules and youth development are poorly implemented) so it's almost unplayable long term. Hopefully they can fix that for FM12 as I feel MLS could be a very interesting league to play.