| I never had this problem, but maybe you have different save points and it went to another save spot. Playboy's pent house is on the top of algonquin and Roman's is to the far right in the middle of algonquin. Im not sure if it has to do with auto save spots either, I turned off the auto save feature & i rely on myself. I have a couple save spots as well, so
[spoiler]I was able to see the difference between killing Dwayne vs. playboy X & going out with both Sobohoe & lawchick at the same time. Of course i was right when i chose to kill Playboy X the first time, cause Oldschoolers are always Legit.[/spoilers]
Good luck man, Next time i talk to you its gonna be about those Arcade title #1 spots you got, it looks like a Frichen Army/Military rank that the generals wear and ish. Step your game down man lmao. | 
