His past in America.
Him having a 23 year old girlfriend.
Him picking on Tori and others when to be fair it's none of his business, and he talks about others being too young to have valid opinions but what means that he can just peck peck at others?
His inability to even make the bare basic effort with Lucinda?
And I say this as someone who lost a sister, a niece and my mum in a short time. I broke up with my boyfriend of five years cos my head was a mess and I didn't think it was fair on him. If you take away the whole "Timothy is grieving" stuff, he's not that nice.