Anything is possible but chances are if he wasn't arrested or given a notice to appear he might just be trespassed from the store.
Yes, they prosecute shoplifters, the amount he stole is nominal, but would be a misdemeanor charge if he was arrested. If he was arrested, he may qualify for a diversion program, if the particular jurisdiction offers a diversion program. He should hire an attorney or get a court appointed attorney if he ends up getting charged.
TJ Maxx in my area does prosecute shoplifters. If he has not been charged, however, and the amount is small they may not decide to waist the time.
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