He was disturbed. If he joined OSA and was like "Hey OSA, newb here. I'm 28 and a Neighborhood Watch Volunteer and have been carrying for a while now. I have a strong interest in patrolling my neighborhood and have called the police over 3 dozen times in recent months." he would be flamed as a mall ninja until he retreated.
Possibly. I'd say it's 50/50 he'd be laughed and flamed, but also championed for takin' his country back one neighborhood at a time.
Real question is would he wear his body armor north of Pine?