Not all contacts can progress to "Confident". Many people have tried what you are trying to do, and met the same issue. Some contacts just don't have many missions. I'm afraid he's stuck.
Also, you can only have 2 Major Story Arcs active at any time. It's possible to be denied another mission from a contact that still has work for you if you already have Major arcs running from 2 other contacts. Simply finish some older arcs, and the contact will finally give you theirs. I don't believe the contact you mentioned has any Major arcs though, so that probably wouldn't help you for him, but it might help you finish off a few contacts later on.
You might also want to utilize the "noxp" option so you don't outlevel content. You can always do their missions through Ouro later, but doing arcs through Ouro will not increase their Contact status with you. It only gives you the Souvenir at the end.
Good Luck!
Nope, there's a few contacts in that range that just don't have enough missions to fill the bar. And you're not the first person to come across this. I remember one OCD person who was sending emails to support to fill up the bar for him.
Global @StarGeek
ParagonWiki.com-The original is still the best!
My Hero Merit rolls
Accuracy needed for 95% ToHit spreadsheet
Forum font change stripper for Firefox/Opera/Chrome. No more dealing with poor color choices, weird fonts or microscopic text
Search Wiki Patch notes, add site:ParagonWiki.com inurl:patch_notes to your Google Search
So, I'm trying to get all of the contacts I have on my newest character to "confidant" status. At level 18, he was given Guy Denson as a contact. I've done each and every mission he's offered to me, and am currently at level 19.5. Except now he's at the "Friend" status, and will not offer me any more missions. Did I mess something up? Is there any way to bump him up to "confidant" status, or is he stuck at "Friend?"
@Celestial Lord and @Celestial Lord Too