Regrets
Having regrets isn't the problem, how you handle them is.
Earlier this year, a close friend of mine who was my former roommate back in the day decided to make the decision of getting himself a roommate after three years of staying alone. He had done this for two reasons, one being because he needed the money, another reason being because the roommate was a close friend of ours who recently got kicked out of his room because he couldn't meet up with the rent on time.
Unfortunately when he eventually had the money, his room had been rented out but my friend decided to take the money from him (even though he had paid his own rent in full) and took him in.
It's been about three/four months since they've been staying together and things haven't exactly been going the way my friend thought it would.
You know, it's one thing to have someone as a friend and it's another thing to live with them.
Apparently the guy he accommodated hasn't exactly been the best of roommates, which isn't exactly a surprise to me that he's complaining because having to stay alone for that long and suddenly deciding to have a roommate will need some getting use to.
There will be things he won't be happy about because he has gotten used to having everything to himself and finding stuff the exact place where he left them, unlike now where he has to share almost everything with someone else.
But you see, in as much as I know that he's unhappy and can't wait for the year to come to an end so that he can go back to living on his own, I do admire the fact that he has managed to keep all of this complaint that he has to himself.
Although he does regret choosing to have a roommate, he has made sure to keep his regret to himself and not taking out the frustration on the poor guy. He would always tell me that the deed has already been done and that the last thing he would done is give his roommate any form of trouble during his stay with him. He would allow him enjoy what he paid for until the very last day.
He had made this statement to me after I had advised him to try to talk to his roommate about certain things he was doing that he didn't like, and the moment he said that, I understood his point and was actually impressed with his decision.
That to me, is a good example of someone handling their regrets very well and not just taking it out on someone when you clearly made the decision yourself.
I think talking with his roommate and sharing his thoughts is necessary, and it can be done peacefully. There is no need for a fight. I think both of them can make the situation better by exchanging their thoughts rather than regretting solely.
I also agree with you and I've told him the same thing.. But for some reason he feels him saying anything would be taken in a wrong way by his roommate.. So he would rather endure and say nothing.