It might be interesting to experiment with going without reassurance, something you would discuss consciously with T and make a decision about, or develop a plan to reduce it. Then see how it feels. In my opinion, seeking reassurance so often is a way to stay on the surface and an impediment to looking at what drives it or what is underneath it. You can tell yourself you need reassurance before you can move forward, but I don't see much to support that is in fact true.