How difficult would it be, and what would the punishment for getting caught be, for successfully throwing a tomato or similar missile against the "persecuted" members of the 1%?

Inspired by this article, which quotes hedge fund managers and similarly “productive” members of upper-class society complaining about how they are villified and persecuted for their wealth. I’m just curious how hard it would be to give them something to cry about.

Do people like Jamie Dimon travel all the time in armored cars and walk directly to the office from underground parking lots, or do they ever expose themselves to thrown tomatoes, water balloons filled with sour milk, etc? And how much could you be sued or imprisoned if you were to get caught after throwing such a missile?