what did he paint up to five years beyond his death? i can't think of anything. Five Years Gone was a possible future.
i don't think he became obsessed with it since he never knew what he was going to paint while in his altered state. he couldn't see beyond his death.
well after going through the writers Q&A archives, they seem to contradict themselves:
[FONT=Verdana, Arial, Helvetica]In last week's BTE you guys said, "Also, did you see how many paintings Isaac painted of his own death? They were all over the place. Isaac couldn't paint past his own death, but hopefully he left enough clues for Hiro and the others to help stop Sylar." Does that mean he could never paint the future past his death or that as his death drew closer (no pun intended) he was only able to paint that far ahead?[/FONT]
[FONT=Verdana, Arial, Helvetica]Isaac drew Suresh injecting the Haitian, so it's safe to say he can paint beyond his own lifetime (You guys really like Quantum Leap, huh?). We imagine if you stated painting your own death, you'd want a second opinion, then a third, and it would be hard to focus on anything else. [/FONT]
but they also said Mohinder was two when his sister died, then the other night he said she died before he was born. so...