Met online, is a second major relationship for both of us after long marriages, been together 4 years, live in different towns, plan to move together when respective kids have left home (about 3 years). DP works in social sector with addicted people and is a very caring, loving, funny, sexy guy, a good father, and we get on very well. He is one of those people in life who look after others and are not as nice to themselves, very gentle, and also finds it hard to communicate assertively and tends to avoid conflict. I think that deep down he doesn't believe he deserves the good things in life (tough upbringing and very little creature comforts, Dad never acknowledged him, Mum was kind but enmeshed in her own problems). We are both a little bit dramatic and hypochondriac (I am a cosseted overachieving anxious type), the difference is that he is very kind when dealing with my drama and I am maybe more impatient when dealing with his.
The issue that I'm feeling more and more is that he gets so easily defeated with what seem to me relatively small issues. He had to have a minor op and they didn't explain the procedure or what happens after, and he was sad and worried. I said 'why didn't you just ask them?', and he just didn't/couldn't. Or communications with his ex about their DC, he won't proactively find out her plans and then is surprised and hurt when she makes a plan which is not convenient.
I do really love him and he is such a lovely and mostly fun and wry person, how can I help him to increase his self esteem such that he is not apologising for his own shadow? I can see that my love for him helps and makes him feel good, but it can never really make up for whatever deficits he had as a kid. I am not expecting to change him radically but just for him to get to a place where before he automatically complains about how powerless he is and sees himself as a victim, he has the confidence to take action and put himself out there? Or is it a completely lost cause and I need to accept it if I want to be with him? (I am a very enthusiastic constant self improver, and I do know how irritating that can be and try to let it show through actions rather than telling everyone about the latest podcast).
Any advice much appreciated!