Why not?

[Thinker]

I think I have more to lose than he does...financially, emotionally, logistically etc. That scares me.

You are thinking this way because you are thinking statically.

I am sure you are familiar with the joke that goes something like "Well I may be drunk, but you're stupid - and at least I'll be sober in the morning!"

Think of it along those lines. You may feel you have more to lose NOW...but you are working on yourself. In the future you are going to be GREAT!!, and if he keeps doing what he is doing now, then he's still going to be...at best...the same as he is today.

So who has more to lose now??