Why are you just paying nominal rent? Even if your parents are okay with it and you are repaying them with in-kind services, it still seems kind of overly self-indulgent to me. Especially since you seem pretty proud of yourself for saving a lot. You’ve mentioned it many times on the board. Maybe this is my own insecurity showing, but it comes across as borderline bragging (Lookit how much money I have, you rent-paying suckers!) Intellectually I know you aren’t bragging because you seem too nice to brag. But it still can kind of seem that way to me. (Hey, you asked for our opinions.:))
Personally I think the current living arrangement is making you too risk-averse. Instead of living your life and accepting that there will always be risks, it seems as if you’re all about protecting your assets instead of doing something with them. Having lots of money is great. But having fun experiences is better. I am starting to appreciate this a lot more as I get older.
I guess I don’t see the harm in renting for awhile. I don’t care that you did it for 8 years already. That was a different time, under different conditions. Get a short-term lease somewhere in a cool neighborhood. Stop with the nervous bean counting and let your hair down a little. Buy some IKEA furniture and do it up royal. Your parents are just a phone call away, and you can always check in with them on Sunday evening. Plenty of teachers are making it on their own without relying on the kindness of their parents. And you have built up a great safety net. Many people do not have anything saved and that’s not stopping them from dancing all night long. If they can do it, why can’t you?
Just try to have some fun and stop worrying about everything being tidy and predictable. It’s not going to be. But you are strong enough to handle whatever comes your way.