How to handle my ex after being broke up for almost a year?

Ok so its almost been one year since my ex and I broke up. We've had some major fights, tried to be friends, and ultimately ended up not talking for long periods at a time. He dated someone else about 5 months after we broke up but they only lasted a month. I've been on some dates but no one has sparked my interest, and he's always in the back of my mind. We do still talk, especially when anything important happens, such as a new job or family matter. Recently we started talking again due to the passing of his grandmother. I am worried about him because he tends to become very reclusive when he's upset, and I know it was painful for him to watch her pass from a terminal illness. I really do genuinely care about him and miss him, but I am unsure of what to do about it. I feel like now isn't the right time to try and discuss this with him, but he is constantly on my mind. I really am unsure of how to deal with this. I would really appreciate any insight that could be given to this, and any suggestions on when and how to try and put this on the table.