I stopped worrying about you by the time you were seven. (I’m not talking about your safety and health, that I’ll always worry about!) But I knew you were a joyful, generous, kind, smart and well-mannered person. You were a great friend, supportive and fun. You would be a good partner, and would contribute so much good to society. I could see you had a curious mind, an active imagination and more than a healthy dose of courage.


15, 21



Which line of poetry would you get tattooed?


17



Try to avoid the temptation to reach a conclusion too quickly or cling to it too tightly.” (Paraphrasing James Comey from his book ’A Higher Loyalty,’ which I recommend as a fantastic lesson in leadership - and history, and public service.)


19



Micro-internships. Check out Parker Dewey for ideas.


16, 17, 18



Turn off main water line when you leave on vacation.


21



Things are rarely perfect, but things that are less-than-ideal aren't all bad to the same degree. Let's talk about making buckets for "not ideal but I can put up with it" and "deal-breaker." Works for all kinds of situations. Another variation of this is to grade the suckiness of a situation on a scale of 1-10. Have them decide at what point action is needed vs. just putting up with it. This one works well for hunger. Yes, you're hungry, but on a scale of 1-10, how hungry? It also works for relationships! There are plenty of things about a spouse that are less than ideal, but how many are true deal-breakers? Teach them to understand the difference.


5, 21



Your great-great grandmother was a seamstress at Marshall Fields. Her husband was a firefighter in Chicago. The immigrated from County Wexford in Ireland.


10



Get up early on a Saturday and go downtown. See how fun it is to be up before the rest of the world.


7-9



Enjoy your success but don’t flaunt it.


21



Sad but important fact: You’ll never be enough for some people. Never. -Chasten Buttigieg


18



Geocaching


5-11



Purpose is more important than happiness. Having a purpose (or looking for it) will save you. (And sometimes finding a *new* purpose is what you need.)


16, 21



“The beginning parts are always the scariest.” -Jackson Daily (kid reporter on Today Show.)


10, 12, 16



“Forget about sex. Just play first.” Forget about making a move and just have fun. Dance, listen to music together, go somewhere exciting, look at something beautiful, read to each other, play sports, let yourself be seen and encourage them to do the same. Communicate in a hundred ways: talk/send texts/ post on social media, pass notes, whatever. Sex isn’t the door to intimacy, feeling safe to be yourself around your partner is.


15-20



One of the best doctors I ever worked with started his day by walking through the office and saying “good morning” to everyone. He’d do the same before he left at the end of the day, just making sure everyone was ok, to call him if they needed anything, etc. I don’t know what your career will be but if you’re in a position to do so, I hope you’ll adopt this habit.


21



Teach your pets they can trust you. Take care of them. Treat them with tenderness. Teach them how to behave. (Unless it's a cat. You can't teach cats anything.)


15



Read A Mother’s Reckoning by Sue Klebold (mother of Columbine shooter.)


12



Be weird. Be happy. Be you. xoxo


12



When someone gets upset for seemingly no reason maybe it’s not something you did or said but something you simply triggered. Try not to get defensive. Either gently remove yourself from the situation or if you want to engage with them just ask “what did I trigger?” Or “what story are you telling yourself right now?” Then, just listen.


20



Check your ego and question your motives. Are you in it for the right reasons or because of how it would look if you weren’t? Do you feel like you need to be a hero or the smartest one in the room? If the answer is yes I would strongly recommend that you get right with yourself.


13, 16, 19, 21



Your mother and I would never want you to sacrifice the wellbeing of your own family for us. They should always be your priority. In the years ahead, make the choices that affirm that.


21



You can love someone and still not tolerate their abuse. Protect your peace and safety.


17, 21



Don’t have a clue? (Relationships / career / character, etc.) The solutions can be found in books. READ! Novels, biographies, history, religion, humor, politics, finance, sports, and whatever sparks your interests at the moment!) You’ll learn about the world, and you’ll learn about yourself. READ!!!! (or listen!)


12, 15, 18, 20



Re-Read Tim Russert's Big Russ and Me.


14



Put a few drops of tea tree oil in their shampoo bottle to keep lice at bay. If there’s a outbreak at school, add more. (Or spritz their hair with a tea tree oil solution.)


5-7



Love then when they least deserve it because that’s when the need it the most.


3, 13, 17



Plan a trip to New York City to see Hamilton.


15



Resist the urge to blurt out and over share when you’re feeling pressured to say something. Have a few “go to” phrases in your back pocket. “I’m at a lack of words” or “vibe check” or “let’s take a beat.” Come up with your own. Calm, kind, respectful. xoxo


11, 12, 14, 17, 21



Two years after Trump lost re-election I still struggle to understand how anyone could support him, to say nothing of work for him. But then it came to me: being close to power is intoxicating. It makes people feel important and accepted, which are things very few of us ever, though we all long to, feel. I recalled how very much I longed for this type of acceptance for most of my career. I *loved* being included in meetings with the CEO. I loved having a access and influence. It was so validating, so satisfying! Looking back I’m embarrassed, even ashamed about how much of a fan girl I was. (Don’t get me wrong! Ambition and drive are good things! But I was more concerned with being perceived as important than I was in substance or actual effort.) All this to say, be mindful of the lure of being in the “it” group. We all crave the acceptance and approval. There’s nothing wrong with wanting a seat at the table, just pay more attention to be table than the seat. If you had a chance to work in the Whitehouse for Donald Trump, would you? Would you trade your values for power?


15, 21



Read If He Had Been With Me by Laura Nowlin. Young adult coming of age story.


14, 17