Keep in mind the human tendency (rightly or wrongly) to think “how it ends is how it was”.
Could be a work shift, a class, a relationship, etc. try to end on a good note.
Find one or two scary documentaries on the dangers of gambling. Watch together. Betting on sports is a big thing in some schools and I want to scare the $@!#% out of him about how bad gambling can screw up his life. Check online tools from gamblers anonymous.
There is an expression “God only gives you what you can handle.” I think that’s backwards. I think that God gives you the grace you need to handle whatever comes your way. He is faithful and generous. I think that’s what “Be not afraid” means.
You are absolutely priceless. What someone thinks of you, whatever may happen to you, no matter who loves you (or rejects you), nothing can diminish your worth or your worthiness. You. Are. Priceless.
Before heading out for a good time, make a mental note on the ways you could wreck or end your life if bad stuff happened: Sick/hurt/dead from alcohol or drugs, unintended pregnancy, or being raped (or being charged with rape.) What do u have to do to protect yourself and keep things from going from good times to life-changing nightmare. Keep your wits about ya. And look out for your friends too.
Start saving money early. Save as much as you can.
There are plenty of things worth spending your money on, but be mindful about your money - Don’t p*ss it away.