[HEADCANON #1]
Tim has a secret love for country music but he won't admit it because he always teases Jay about being "too country" and doesn't want to be seen as a hypocrite
[HEADCANON #2]
Tim's Schizophrenia causes him to have intense dreams of his bones snapping one by one
This wakes him up every time and is a huge contributor to his insomnia
[HEADCANON #3]
Tim has been arrested more than any other Proxy
[HEADCANON #4]
Tim's dream job would have been to be a contractor
He was very good at electrical, lumber, concrete, and everything else needed
[HEADCANON #5]
Tim dropped out of high school in his Junior year to work full time
[HEADCANON #6]
Tim started smoking at the age of 12
(Credit to georgeroni)
[HEADCANON #7]
Tim started avidly taking pills when he was 15
[HEADCANON #8]
Tim was the breadwinner between him and his dad and he had to work multiple jobs to be able to pay their living expenses