After about 25 failed attempts, I completed Wolfenstein II on "Mein Leben" permadeath difficulty.
I played the game 7 years ago and never even considered doing permadeath. Then a week ago, for whatever reason, I decided to go for it without brushing up or practicing. I followed PlatinumVault's video guide almost to a tee, but not everything went according to plan and I had to adapt on the fly a couple of times.
Most of my runs ended foolishly in the first half of the game. I only ever made it past the infamous courthouse 3 times, and the 3rd time was my winning run. Despite several losses in just the opening wheelchair section, I got through the final level on my first try.
The 5 low-risk skips I used during the run were: Ausmerzer (1) box skip, Sektion F (2) skip, Manhattan Bunker box skip, Venus balcony skip, and the Venus conveyor belt partial skip.
Playing on my base PS4, I experienced only a single crash, in Mission 2 during a melee takedown.
The PSN playtime tracker wasn't working, so I can't say exactly how long this took. But if I had to wager a guess, I probably spent 15 total hours doing "Mein Leben" runs over the course of a week.
Other challenging trophies/achievements I've completed over the years:
Dead Space 2 ("Hard Core")
Devil Daggers (Survive 500 Seconds)
Devil May Cry 2 ("Over 9000!" Bloody Palace Mode without Exploits, 4+ Hours)
The Evil Within (Akumu Difficulty [PS3/4])
The Evil Within 2 (Classic Difficulty, before Cheats)
Furi (S Rank in Furier Difficulty)
Max Payne 3** ("The Shadows Rushed Me," Permadeath with a Time Limit)
Metal Gear Solid 2: Sons of Liberty ("Great Dane," All Dog Tags / Extreme Difficulty)
Metal Gear Solid 4: Guns of the Patriots ("Sounds of the Battlefield" / Big Boss Rank)
Mirror's Edge (Speedruns / 50 Stars in Time Trials)
**Max Payne 3 is another permadeath where the trophy is surprisingly only a silver and, like Wolfenstein II, you'll be watching a lot of unskippable cutscenes. I think MP3 was slightly more difficult for me because of the time constraint. In Wolfenstein II "Mein Leben," your run can end in seconds basically at any moment, but you can take your time and even double back if an unexpected alarm happens to go off.
After getting the other trophies in Wolfenstein II and its DLC, the next challenging platinum trophy I'd like to attempt at some point is Metal Gear Rising: Revengeance.