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Thoughtful Books To Gift High School Graduates

by Eliza Smith

I graduated high school over a decade ago, and though I’ve purged my bookshelves several times since then, I’ve never given up the book my mom gifted me for graduation — The Last Lecture by Randy Pausch — with a very dear inscription. (Parents, take note! Inscriptions are key!)

Now, I have 12 years before I must choose the book that I’ll bestow on my oldest niece when she graduates, which means 12 years to decide the type of graduation gift-giver I am. Will I go the sentimental route? The concerned about her nutrition/finances/study habits route? Will I just want to pump her up before she heads off to change the world, like the incredibly gifted and kindhearted young woman she’s already poised to be? (I’m not crying; you’re crying!)

Most likely, I’ll give her a stack of books that check off all of the above. If you’re still deciding what type of graduation gift-giver you are, we’ve rounded up some possibilities, paired with their ideal matches. Good luck, and congrats to your graduate!

 

  • If you’re learning to let go, but can’t resist imparting some last-minute advice:

  • College Rules!, 4th Edition

    by Sherrie Nist-Olejnik and Jodi Patrick Holschuh

    Now in its fourth edition, College Rules! is the go-to for incoming college students — preparing them for the huge transition ahead and offering tips to dodge rookie mistakes. From topics like time management, alleviating stress, the anatomy of a syllabus, and how to interact with professors, this is the kind of guide they might hide from their new roommate, but will be oh-so-grateful to have as a resource when it starts to feel like everyone’s speaking another language.

  • When you want to offer a fresh (and quirky) new perspective on life's many ups and downs:

  • When in Doubt, Play Dead

    When in Doubt, Play Dead

    by Ally Burguieres

    Inject a little humor into your graduate’s life with this book of advice from an opossum. If you’ve ever met an opossum in the wild, you know that these little critters are quiet, quirky, and utterly fearless. Author Ally Burguieres shares the odd and playful wisdom she has gleaned from opossums and shares it alongside playful photos of the creatures.

  • If you have a nagging feeling they’ll live on ramen for the next four years:

  • Prep

    by Katie Sullivan Morford

    New high school grads already have a lot on their plate, but that doesn’t mean they can’t learn how to cook up a few simple, delicious meals. With Prep, chef Katie Sullivan Morford offers 10 basic lessons for beginners, including notes on essential kitchen tools, how to hold a knife, and what pantry staples to keep on hand. Recipes range from the healthy (actually tasty vegetables!) to the craving-inspired (loaded nachos), so you can rest easy knowing they’re getting at least a little variety in their diet.

  • If you want to send them off with their head held high:

  • Make Good Trouble

    by Jamia Wilson, illustrated by Devon Blow and Ashley Lukashevsky

    The title for this book comes from a quote by congressman John Lewis’s call to challenge injustice in which he said, “never, ever be afraid to make some noise and get in good trouble, necessary trouble.” This powerful book highlights famous moments of global activism throughout history and empowers young readers to make a difference. Filled with vibrant illustrations and additional resources on how to get involved, get ready to inspire your graduate to make their own good trouble!

  • If you’re the sneaky sentimental type who loves a good pep talk:

  • The Algebra of Happiness

    by Scott Galloway

    Scott Galloway teaches at NYU’s Stern School of Business, but he’s most recognized for his “no BS” insights that rack up millions of views on YouTube. His anecdote-fueled wisdom is collected in The Algebra of Happiness, where he tackles the “equations” for a life well lived, what career success looks like (and how to get there), the importance of making room for relationships in a capitalist world, and remembering to care for yourself as a human. It’s a refreshing counterbalance for ambitious, results-oriented grads.

  • When you want them to have the skills to survive literally anything:

  • The Worst-Case Scenario Survival Handbook: Apocalypse

    The Worst-Case Scenario Survival Handbook: Apocalypse

    by Joshua Piven and David Borgenicht

    Graduating high school can feel like a worst-case survival scenario for many people. In which case, this hilarious book will come in handy. From making your bunker feel like home to fighting off robots, this humorous book of end-of-world advice is just the sort of gift a recent high school grad will appreciate.

  • If you love to ask the age-old hypothetical, “If everyone jumped off a cliff, would you?”:

  • Originals

    by Adam Grant

    With Originals, psychologist and author Adam Grant approaches the monumental task of changing the world, arguing that the best way to do so is by valuing new ideas and resisting conformity. Grant tells stories of non-conformists who work in the worlds of business, sports, politics, and entertainment, and he offers readers tangible advice for becoming an original in their own lives: how to be heard, find their allies, avoid groupthink, manage self-doubt, and more.

  • If you just remembered how you handled money at their age:

  • The Index Card

    by Helaine Olen and Harold Pollack

    There are countless personal finance books you could gift your graduate (and speaking as someone who graduated during the Great Recession, it’s a worthwhile gift!). That said, I’d heartily recommend The Index Card, which boils down everything you need to know about personal finance into 10 simple rules that fit on a — you guessed it — 4” by 6” index card. Co-written by University of Chicago professor Harold Pollack and financial journalist Helaine Olen, this little book packs big lessons.

  • If you’re tempted to send them a steady stream of motivational memes:

  • Gmorning, Gnight!

    by Lin-Manuel Miranda, illustrated by Jonny Sun

    Another delightful book gift along the lines of Oh, the Places You’ll Go! and Congratulations, by the way, Lin-Manuel Miranda’s Gmorning, Gnight! gathers the Hamilton creator’s most memorable Twitter affirmations, paired with illustrations from acclaimed artist Jonny Sun, for the ultimate nightstand accessory. One of my favorites: “Good night now, and rest. / Today was a test. / You passed it, you’re past it. / Now breathe till unstressed.”

  • When you want to encourage self-discovery and self-care:

  • Becoming Me: A Work in Progress

    Becoming Me: A Work in Progress

    by Andrea Pippins

    This interactive journal is the perfect way to not only get the creative juices flowing, but offers advice on how to better interact with the world around you. With helpful prompts that encourage self-care and self-discovery, grads will also be putting in the work to decide who they want to be going forward. Perfect for anyone at a crossroads, in need of some self-reflective alone time, or just looking to add more creativity to their everyday routine.

Editor’s Note: This article was originally published in 2024 and updated in 2026.