I have a family member who's license plate started with "&". The DMV accepts it, plates were ordered online fine, but police systems can't handle it apparently, to my family members ultimate discomfort. I commonly joke it probably gets the individual out of automated tickers for speeding and red lights, but when an officer pulls them over we sometimes need to explain that the "&" is dropped in the system (or so we've been told) and that seems to clear up issues