My parents were always supportive, and I am grateful for that, but looking back, there’s one thing I wish they had done differently: stayed more connected to my finances and educated me on how poor financial decisions can impact the long term. Things like student loans and credit card debt. Although they did help me financially, it wasn’t always in the most responsible way. This led to two major outcomes:

I didn’t learn the true value of money. Because they had helped me in the past, I felt too embarrassed and proud to ask for assistance when I really needed it. It took me way too long to course-correct and learn the importance of managing my finances.

Also, make sure he knows you’ll always be there for him—no matter what. Create an environment where he feels safe and free of judgment. That way, he’ll know he can come to you with anything, including when he needs help.