Call of Duty 4 Veteran: Call me crazy or lucky but I didn't have as much trouble with Mile High Club as I had just beating Veteran mode as a whole. Especially with that bloody TV station and the level after Shock and Awe. Mile High Club was all about practicing and perfecting a run, while the normal game on Veteran was just an exercise in frustration with the respawning and sometimes check points (No Fighting in the War Room
).
The Simpsons: The Game Timetrials: Maybe it's because I had a bad headcold at the time I rented it, was trying to get all the achievements before taking it back, and the game for some reason made me nauseous, but I still remember how crappy sitting there and grinding away all the time trials was.
Half-Life 2: I know it's nothing compared to the Gnome one but having to find all those Black Masa crates/caches was a pain due to no check points.
And that's about it on ones that I've completed. I still need to get around to finishing up Gears of War, Forza 2, and Marvel Ultimate Alliance, and I know all of those games have some really annoying ones. Espesally that 1,000 kills (GoW) and something about over 1million credits earned online (Forza2).
Oh by the way, welcome aboard OP. Be sure to try to join us for some CAG nights, they're a blast!