My dad was professionally successful in his field, and now he’s retired from that he’s successfully founded two businesses with my brother. I long ago realised I was never going to be successful in the same sense that he was - which was particularly apparent when I initially began my “career” in the same industry as he’d been in.
But neither of my parents went to university so when I got a place at a good university I was quite proud of myself and happy with how proud they seemed to be of me. I guess it’s all been downhill since then.
I think the key thing is it’s not about trying to live up to their achievements, it’s trying to live up to my parents desires for me to be happy.