“The most fascinating thing to me about your letter is that buried beneath all the anxiety and sorrow and fear and self-loathing, there’s arrogance at its core. It presumes you should be successful at twenty-six, when really it takes most writers much longer to get there.”

“I receive a lot of letters like yours. Most go on in length, describing all sorts of maddening situations and communications in bewildered detail, but in each there is the same question at its core: Can I convince the person about whom I am crazy to be crazy about me? The short answer is no. The long answer is no.”

“I can't say when you'll get love or how you'll find it or even promise you that you will. I can only say you are worthy of it and that it's never too much to ask for it and that it's not crazy to fear you'll never have it again, even though your fears are probably wrong. Love is our essential nutrient. Without it, life has little meaning. It's the best thing we have to give and the most valuable thing we receive. It's worthy of all the hullabaloo.”

“Of course you want someone special to love you. A majority of the people who write to me inquire about how they can get the same thing... Unique as every letter is, the point each writer reaches is the same: I want love and I'm afraid I'll never get it.It's hard to answer those letters because I'm an advice columnist, not a fortune-teller. I have words instead of a crystal ball. I can't say when you'll get love or how you'll find it or even promise that you will. I can only say you are worthy of it and that it's never too much to ask for it.”

“You give a lot of great advice about what to do. Do you have any advice of what not to do?Don’t do what you know on a gut level to be the wrong thing to do. Don’t stay when you know you should go or go when you know you should stay. Don’t fight when you should hold steady or hold steady when you should fight. Don’t focus on the short-term fun instead of the long-term fall out. Don’t surrender all your joy for an idea you used to have about yourself that isn’t true anymore. Don’t seek joy at all costs. I know it’s hard to know what to do when you have a conflicting set of emotions and desires, but it’s not as hard as we pretend it is. Saying it’s hard is ultimately a justification to do whatever seems like the easiest thing to do—have the affair, stay at that horrible job, end a friendship over a slight, keep loving someone who treats you terribly. I don’t think there’s a single dumbass thing I’ve done in my adult life that I didn’t know was a dumbass thing to do while I was doing it. Even when I justified it to myself—as I did every damn time—the truest part of me knew I was doing the wrong thing. Always. As the years pass, I’m learning how to better trust my gut and not do the wrong thing, but every so often I get a harsh reminder that I’ve still got work to do.”

“You don’t have to get a job that makes others feel comfortable about what they perceive as your success. You don’t have to explain what you plan to do with your life. You don’t have to justify your education by demonstrating its financial rewards. You don’t have to maintain an impeccable credit score. Anyone who expects you to do any of those things has no sense of history or economics or science or the arts.You have to pay your electric bill. You have to be kind. You have to give it all you got. You have to find people who love you truly and love them back with the same truth. But that’s all.”

“One Christmas at the very beginning of your twenties when your mother gives you a warm coat that she saved for months to buy, don’t look at her skeptically after she tells you she thought the coat was perfect for you. Don’t hold it up and say it’s longer than you like your coats to be and too puffy and possibly even too warm. Your mother will be dead by spring. That coat will be the last gift she gave you. You will regret the small thing you didn’t say for the rest of your life.Say thank you.”