Anxiety/fears causing problems...

My boyfriend and I have been in a relationship for 7 years. During that time we have lived 100 miles apart, lived with 2 other guys, I have gone through 2 pelvic surgeries, we have both had issues with find/keeping a good job. Our biggest problems that I can think of is his lack of understanding communication or being able to empathize with me and my inability to manage my fears of him resenting me for having prior relationships and him not and my inability to manage anxiety.
I am not sure how to bring these issues up with him (anxiety about talking to him) and whether these are our only issues. I don't want the relationship to end because I couldn't talk to him about my fears and anxiety after 7 years of being together.
I need advice....