to me it looks like him but the face is a bit fat, but if he looked down slightly it might not be so fat
The thing that makes me lean to its HIM, it the seller is in Augusta...
If the seller was in Chicago or Portland etc, it would be a different story.
The not disclosing info to bidders is a deal breaker though IMO
If the guy on the left was associated with Cobb in some way (HS buddy?) thats a big deal and would go a long way in proving its Cobb.
BTW the pen looks to be a fountain pen, and I think maybe they started to write "Tyrus" and then changed it IMO