If he is including you in future plans that is a good thing. The way I see it altho confused at present he is seeing you there where once it would have been a definite NO.
I agree you need to let him think about the pros and cons. I had to shut my mouth Sunday as my H is thinking about stepping into our business again. He hated it and the way it's set up he couldn't possibly do it while living with OW as well as a multitude of other things
It took all my will power to shut my mouth this is his life and his decision. He will think about all sides to it if he wants to go ahead with it.
Good luck