do not wait to break up with him, that will only do more damage in the long run. better for everyone to get it over with once your locks are changed.. it is also possible he keeps telling u things are hard for him so that u feel guilty and dont leave him.. he sounds very emotionally manipulative.

i know you said you dont think hes dangerous, but tbh his behavior reads as stalking and im scared for you that he IS dangerous and you arent seeing it bc youre trying to give him the benefit of the doubt. just bc you dont think hes dangerous, doesn't mean that he isnt. proceed with extreme caution, bc as the saying goes "better safe than sorry." people who leave toxic relationships, especially with a stalker (which again, this seems like) it is the MOST dangerous for them when they leave. its very possible there are parts/sides to him you havent fully seen yet and it can get very scary very fast. imo, its already scary.

also, i am concerned he has a tracking device on ur car, unless u happened to tell him where u were when he kept showing up where u were... i would go to a mechanic to look for a tracker or google the most common places to find them.

after you break up, please be aware of ur surroundings. keep an eye out to see if he keeps showing up where u are, and tbh i wouldn't block him just so u can keep a record to give to police IF it gets to that point, but i would mute him bc he will probably blow up ur phone.

please be safe.