I don't want to start having to wonder if every time we talk, there's something important you're keeping from me. I'm tired of being the last to know.
[More importantly,] I'm... tired of not being able to help you at all.
[Fidgets, looking away with a sigh. He knows there's nothing he could have done to get you to stay, back then, but he's held onto it for years now - maybe if he'd known sooner, or done better, he could have helped more, helped you.]