I'm looking for a movie about a man who is dead and put in cryostasis (I think we only know that at the end when he "wakes up" thanks to new technology)
During the movie, he always relives the same time of his life, which restarts every time he dies (I think he died of overdose once in his bathroom the first time, and he could see everyone mourning him before coming back).
He may have met with the cryostasis company while being in his "dream" and be afraid / sceptical of their methods (keep in mind he didn't know he was already dead and under cryostasis )
I'm pretty sure he died more than once due to suicide (overdose, maybe veins being cut, maybe due to binge drinking), which he does either because he's sick (that would explain why he saw a cryostasis company) or because he had problems with his girlfriend.
The only way he has to come out of the loop is to jump off of a high building, but he has vertigo. I think there's someone from the real word that advise him or try to stop him from doing escaping.
I think I've seen this movie somewhere around 2010 but it was probably older (not sure, the TV / channel could have make me think that). I'd say around 1990 - 2010 for the image quality & phone size.
The characters were white, the movie was (probably) in an American city.