Imagine a hundred different lives. Try a dozen of them. Fail at most of them. That’s part of what your twenties are for. Challenge yourself. Challenge your assumptions. Change your perspective. Grow.


20



You remember experiences, connections. Not stuff. Don’t get too caught up in stuff.


12, 15, 17, 21



Remember your training and staying calm and kind is how you get through this. It’s all you need to excel. So do your homework, whatever it may be. Show up and have at it. Calm and kind, baby. You got this.


9, 12, 14, 18, 21



Netflix “Who Was?” A biography show for kids.


6-8



Sometimes, no matter how great a thing is it can’t make up for what it’s not.


14, 19, 21



Guard your health and fitness as if it were your most valuable possession. (It is.)


14, 17, 21



No threats, not even jokingly.


15



Stuff will happen and you’ll think “I can’t get through this. I can’t go on.” In the moment it really feels that way. But ...You will survive. You’ll find a way. Never give up on yourself. I never will.


17



1

“Your warmth can be an invitation that unlocks their own.” - Elizabeth Lesser. I love this quote because it’s so true that when you’re kind and genuine, people respond. They take it as a signal that you are a safe place for them to express themselves, which will enable a true connection to be formed. You both win when that happens.


15, 21



Learning to keep your composure and maintain a respectful tone when you’re frustrated/angry/afraid/upset, etc. is a skill. PRACTICE it.


4, 5, 6, 7, 10, 12, 14, 16, 19, 21



The Buddhists say “life is suffering.” I think struggle might be a better word. Struggle is unavoidable, and it would do us good to stop expecting otherwise. And yes, everybody experiences pain and loss, etc. but I don’t believe we should expect our lives to be full of suffering.


17, 21



I’ve been trying to retrain my brain to deal with anxiety in healthy ways. It’s SO hard when these connections were fused decades ago. BUT I REFUSE to be a party to YOU laying down those same unhealthy neurological pathways. I’ll teach you better ways to handle stress and anxiety. Exercise/ Music/ warm showers/ creativity/ rest/ journaling/ meditation... WHATEVER! I promise to Somehow teach you what I never learned.


5-10, 14



End of August by Robert Frost is one of my favorite poems.


20



When dropping them off at a dorm, leave them with. Cookie sheet and cookie dough. Make cookies/make friends.


15, 17, 18, 19, 21



“Open your eyes and see what you can, until they close forever.” - All the Light We Cannot See by Anthony Dorr. See the world! Learn science, appreciate art and books, meet people and be genuinely interested in them. Engage in the fight for justice, resist fascism and dictators. Share what you have and who you are. Putting up walls is a waste of time. Yes, there will be pain. But you will be able to face it with grace, grit, courage and with the love of others. Make love! But remember if they’re too drunk to drive, they’re too drunk to consent. And be sure you’re both on the same page so you can avoid misunderstandings and hurt feelings (yours and theirs). Don’t kiss and tell. Be protective but never possessive. Just be a man, you know? (man/woman/grownup human.) Be safe - $@!#% is forever.


15, 16, 17, 18, 21



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.


15, 17, 18, 19, 21



Check out O.School Originals for sex-ed resources.


14



Connect with people however you can, in whatever way feels natural to you: Talk, listen, perform, compete, create, laugh, pray, explore, share your truth, acknowledge the divine in yourself and in everyone you meet.


16, 21



Summer Olympics for neighborhood kids. Create events in all kinds of sports, games and skills. Mix it up so the littler ones and the less athletically inclined have something they can succeed at too.


8-12



When choosing a partner I think it's less important that you both "believe" the same things and more important that you VALUE the same things and share the same priorities.


20



Enroll in cooking lessons. We'll need to find you someone who knows how to cook. (Don't tell mom I said that.)


14



When something is upsetting you...Name it...Take a deep breath...Imagine holding it gently in your hands. (This is a reminder to use this visualization myself and to teach it to you. I want to give you as many tools as I can to help you learn to cope with negative emotions in a healthy way.)


11



1

At the start of a day / project / interview / date / etc. Do this one simple thing: State your intention. How do you want to carry yourself? What is the goal for the outcome? Just take a moment to imagine how you want to behave, react, appear, etc. What impression do you want to leave with the people you interact with? Of those things that are in your control, what outcome would make you proud?


15, 20



change the wifi password often. Hold it hostage until chores are done. Work first, play later.


9-14



You don’t have to be friends with people you don’t like. But you can’t decide you don’t like someone unless you get to know them. (Rather than a look or a reputation or a difference, etc.)


10



Best take on parenting: “My kid is never gonna not feel safe with me.”


1, 5, 10, 15



Being accountable means saying that I was responsible for making sure this did not happen - but it did happen. I accept the blame and an prepared to incur the consequences. I will work earnestly to earn back your trust and confidence. The opposite of accountability is to make excuses or blame someone else for your mistake.


10, 18



Learn how to release energy consciously, or you’ll end up releasing it unconsciously onto your loved ones in a negative way like yelling or arguing. Breathe, sing, shout, cry, sweat, play, bake, whatever floats your boat!


1-21



In the wise words of Taylor Swift, you don’t have to forgive or forget in order to move on. You can just…move on.


15, 21



Small joys are what gets you through big grief.


14, 18, 21