I had older skaters around so getting proper advice happened all the time. I'm not into regret. So no regrets. I agree with the filmer comments earlier, be cautious heading into that world.
For skaters getting into their later years, treat skateboarding like exercise. Fuck landing a certain trick. The session is successful if you're breaking a good sweat. I forgot about this philosophy and it slowed me down skate wise for a few years. Mid-30's skateboard go to tricks are not like riding a bike, which super frustrating and will drive you to quit. Focus on getting a good workout and your body might be ready to try something hard.
Sticking too much with a certain crew. If you're not skating that much, sitting around debating where to go, where to eat, whose driving, random drama, all that bull shit...get the fuck outta there. Stay as friends but go skate with less people and get more shred time in. Still be homies with them, but if you're not progressing, bounce the fuck out.