Jason manages to fight alongside Kory in his own book for years now while participating in Bat-crossovers, I truly don't think it would be some very impossible to write if Jason were the one shtupping her instead of Roy. And I imagine the same would go for Dick. If they are in title together, make it part space. Dick as Robin used to go on crazy adventures with Batman and Superman all the time and the Teen Titans are part of who he is. There's no reason Nightwing needs to be a strict streetlevel title. Batwoman sure isn't.
I see your point that Dick Grayson can exist in a superpowerd book. He was in the Titans(as Robin and Nightwing) and The Justice League as Batman. I just want to point out that Red Hood and The Outlaws is a bad example because that book has been nothing but bad to mediocre from it's start and part of it's problem has been taking what works for Jason Todd and going against it. Jason very much needs to be written like he is being used in Batman Eternal and Batman and Robin. He really shines in those books.