One thing is sure here in OP's case: All the money in the world still can't bring peace, fulfillment, and contentment... the mind needs to have some irrelevant matter to hang on and make the entire self very miserable and sink itself in self-sympathy... until the mind is not subjected to tight discipline in staying on course, this will recur time and again. The solution is such cases, surprisingly, is lying almost under the nose, simply waiting to be picked up and applied in the right way.
A wise person would do a self analysis on this matter, and if needed then he will join some educational course and get a degree that he feels is sorely missing on his trophy shelf, or will complete the education (and get that degree) to get a real sense of satisfaction that he has achieved another fulfillment of his dream into reality.
Now here is also an angle of "what would they all think about me, because of (whatever)..."
I admit that he has a concerned desire to know from his friends here what steps to take because he is in a dilemma. He is very successful otherwise, but it is still not allowing him to be fully contented because he is missing that one thing, which in his opinion is more important for his friends relatives and parents than all his other achievements, and it's the educational degree, which he feels can bring more acknowledgement from others whom he really cares for, and which he thinks will make them more happy... I am happy that all his success hasn't gone to his head, and he has a genuine concern for his family and friend and needs to know what other achievement in his life would make them more happy! Great!
So may be this is the right solution for him.... may be not:
On such a huge forum, his query will only get him more tangled in confusion. So it's better, imo, that he gets them all together -- his relatives, friends, and parents --- and fearlessly take their collective suggestions and opinions, and only then he can proceed to get that degree or otherwise.
Even if they say he should go for it, but he feels it's not that important any more, it will answer at least the main part of his query -- What will "they" think if he doesn't have the degree? He now knows the answers after discussing the question with them. Right?
At least he will then know what path to take and if he is able to satisfy those people's desires about him if they feel that he should still have the degree. Sometimes it gives more pleasure in fulfilling the desires of those who are close to you, and that achievement also becomes an ongoing blessing than a curse...
The curse, if it at all is a reality in his life, is no more a tormented state! Every one, I think, carries a score of curses of different nature, and many still lead a very happy and contented life despite carrying that burden. It's because they have effectively faced the curse face to face, and have overcome its powers one way or other...
A curse is the continuous tormented state of mind for which you try as much, but aren't able to find the right solution. I hope he is able to overcome the torment, and turn it into blessings in near future. That would be one of his biggest achievements in life, much more valuable than all his millions...
Facing the "curse" without delay, and overcoming it is the sole way out, imho. The solutions to dissolve such curses can be surprisingly very simple and doable...