When Haley was 17, he gave to the Thieves' Guild in Greysky City special permission to train her.
He mentioned that once he scheduled a bank heist on his wedding anniversary, making Mia furious about it; this he would remember as one of his greatest mistakes.
Having received letters from Geoff and Ivy, he decided to overthrow Tarquin's regime of Tyrinaria and for this he entered jail voluntarily so that he would find and recruit like-minded people. He was arrested and imprisoned two years ago by Lord Tyrinar for life for 'crimes against the government'. Haley was informed that if she, as her father's only living relative, paid them the sum of 200,000 gold pieces, then they would consider granting her father clemency.
When he saw that he couldn't complete his plans, he regretted entering jail and tried 12 times to pick its lock, but each time the guards would stop him. Once he managed to leave the city but again, they re-captured him. He was found serving in the gladiatorial camp with his brother-in-law, Geoff. When Haley discovered his presence, she immediately went to rescue him, taking Elan with her. He refused to leave with Elan however, due to his blood relationship with Tarquin. He attempted to persuade Haley to leave him, believing him to be a spy. Haley said that she trusted Elan, despite her father raising her to be completely untrusting, and accused her father of almost ruining her life by raising her the way he did. As Haley left, Ian asked her if she really meant what she said. She used a Potion of Bluff she had already consumed to convince him that he hadn't, noting to Elan that the potion only works when the user is lying.
He is not featured on a poster published just after comic 745 in which many minor characters appear, despite hints that he will be important to the plot. This is most likely because of his now-grey hair.