Were you Odysseus’s loyal son? - close enough; it was Telemachus
Did a top U.S. general have your name as his middle name? - William Tecumseh “Cump” Sherman
Did a notable sf character have your Roman name as his middle name? - yes, James Tiberius Kirk
UPDATE: After doing some research, I may have to retract part of my answer to #12. I based my original answer off having seen the first film adaptation. I was under the impression that the TV appearance, which I have not seen, was a remake, but it turns out it is a sequel, and the character appears alive today.
Well that’s an awful lot of incredibly useful unsolicited information that should really help in figuring out who this guy is. But unfortunately I’m still drawing a blank.