20: Enjoy beer pong. Being 20 sucks for the sole reason that you can’t go to bars. One by one your friends will turn 21 and leave you behind. My advice: Enjoy as much backyard drinking as possible. In a year, that cute blond in the corner is going to cost you $75 a date.
21: The bar scene. It’s awesome. It will be cheaper to drink Bud Light, but try a cocktail that you can’t make at home. Otherwise, what’s the point of buying a drink?
22: Get a job. Fuck. You’ve graduated and now you need a paycheck. Find an industry you’re interested in and get a job anywhere you can. The talent agency William Morris is famous for making all their agents start in the mailroom. Take a cue from Ari Gold and just get in the door.
23: Quit your job. After a year of working, your value will go up by 20-40%. But good luck asking your boss for a raise. Put some feelers out there and make a move to a different firm. Try a new city. If you do it right, it’s like a paid vacation.
24: Learn to grill well. Every man should know how to work a grill. It’s just one of those things. Move pass hamburgers and try something difficult. Check out this book by Bobby Flay. It taught me everything I know.
25: Get traveling. A close friend of mine is a fashion designer who started her own brand at 23. It blew up instantly and by 25 she was rolling. When she told me she wanted to spend a year traveling around the south pacific, I told she should probably stay and keep the momentum going. She went anyway and now you can pick up any copy of US or People and see celebrities wearing her clothes. There will be a million excuses not to travel. Ignore them, pack a bag, and just go.
26: Time for a decent apartment. It’s not cool to be poor anymore. Hopefully you didn’t blow all your money traveling at 25 and can afford some nicer things. Take a look around your apartment and throw out anything you bought in college. Your girlfriend will thank you.
27: Make your move to unemployment. You’ve got the highest experience-to-lack-of-responsibility ratio. If you don’t start working for yourself now, it will only get harder. Be honest with yourself about your skillset and find others to fill in the holes. It’s not going to be easy at first and, unless you’re Mark Zuckerberg, it’s going to take some time to get up and running. Trust me, the payoff is worth the risk.
28: Bachelor Party. The best part about all your friends getting married are the bachelor parties. They rock. Check out this post and keep it contained. Otherwise you’ll be erased from the Christmas card list.
29: Is that a gray hair? Your 29th birthday will be harder than your 30th. You can’t joke about being over the hill anymore. Hair dye and Botox will become something you seriously think about. Buying a house is a common topic of conversation. All good things must come to an end. This is the start.
Next year I’ll turn 30. As I look back on my twenties, I know I’ve made the most of the decade. But I’m not one to live in the past nor in the future. Life is right now. And I’m having a great time.