When Tim Allen's character is getting his mugshot, it shows him as being well over 6' tall (with the measurement wall behind him). Tim is actually 5'9".
Since Tommy was already convicted and had served 36-months in a Federal prison, he would be released on parole, not probation. He would report to a Parole Agent not a Probation Officer. Parole is an early release program whereas probation is a diversionary program.
In Angela's apartment, when Tommy is getting ready to leave, he puts the strap of his bag on his shoulder. Cut back to Angela. Then Tommy is seen putting the strap on another time.