Wilson Woodrow is the assistant to current 4th Grade President Eggbert Eggleston. His name is real-life US President Woodrow Wilson's name switched around.
He first appeared in Operation E.L.E.C.T.I.O.N.S. as the ballot counter for the 4th Grade presidential election. The Delightful Children promised him a slice of their next birthday cake if he "fudged" the results so they would win, even though they weren't running for class president at all. However, they later framed him for tying Muffy Jenkins's shoelaces together and he was put in detention for life. He convinces Nigel - also locked up at this time - to break out and stop their plans, claiming Nigel was the real winner of the election. It is revealed in the end that this was just a lie Wilson made up so that Nigel would help him get out of detention, and that the new 4th Grade President is actually Eggbert.
In Operation M.E.S.S.A.G.E., Wilson calls upon Numbuh 2 to deliver a note for Eggbert, and then has the Six-Gum Gang go after him because he forgot to take the note with him before leaving. He is also present when Eggbert signs a peace treaty with the kindergarteners during the ending credits of this episode.