Why Does Josh Sundquist Write 'We Should Hang Out Sometime'?

2026-03-10 14:26:14 98
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5 Answers

Nora
Nora
2026-03-11 04:57:29
Sundquist’s book is a celebration of imperfection. He writes 'We Should Hang Out Sometime' to show that our embarrassing stories are worth telling—maybe even more so than our successes. His voice is so engaging, like he’s sharing inside jokes with the reader. The way he dissects his past with a mix of humor and humility makes the book impossible to put down.

I especially love how he doesn’t take himself too seriously. Even when talking about deep stuff, he keeps it light. It’s the kind of book that makes you feel less alone in your own awkwardness. By the last page, you’re smiling at the messiness of it all.
Finn
Finn
2026-03-11 23:21:38
Reading 'We Should Hang Out Sometime' feels like getting advice from the big brother you never had—one who’s been through the wringer and lived to joke about it. Sundquist writes with this disarming honesty that makes his failures feel universal. The book isn’t just about dating; it’s about how we navigate fear and rejection in all areas of life. His background as a motivational speaker shines through, but never in a preachy way.

What sticks with me is how he balances humor with heart. The chapter where he revisits his crushes as an adult is both cringe-inducing and weirdly touching. He doesn’t just recount events; he reflects on how they shaped his confidence and self-worth. It’s a reminder that growth often comes from the moments we’d rather forget.
Ulysses
Ulysses
2026-03-13 02:01:33
The first time I picked up 'We Should Hang Out Sometime,' I was struck by how Josh Sundquist turns his own awkward, hilarious, and painfully relatable dating mishaps into something bigger. It’s not just a memoir about failed romances—it’s a deep dive into self-discovery. Sundquist, a Paralympic skier and cancer survivor, frames his dating life as this quirky experiment, blending humor with raw honesty. The book’s charm lies in how he reframes rejection as a stepping stone to understanding himself better.

What really resonated with me was how he uses math and graphs (yes, seriously!) to analyze his romantic failures. It’s absurdly funny but also weirdly profound. He’s not wallowing in self-pity; he’s dissecting his experiences with a mix of curiosity and wit. By the end, you realize the title isn’t just about dating—it’s about human connection, the risks we take, and how even the cringe-worthy moments shape us. I walked away feeling like I’d laughed at and learned from a friend’s diary.
Graham
Graham
2026-03-15 05:06:59
Josh Sundquist writes this book because he’s a master at turning life’s awkward moments into storytelling gold. 'We Should Hang Out Sometime' is his way of saying, 'Hey, I messed up a lot, and here’s why that’s okay.' His humor is self-deprecating but never mean-spirited. He pokes fun at his younger self while also honoring that kid’s earnestness. The result is a book that’s laugh-out-loud funny but also sneakily insightful.

I adore how he structures it like a scientific report, complete with hypotheses and data analysis. It’s such a fresh take on the memoir genre. By the end, you’re not just laughing at his mishaps—you’re rooting for him. It’s impossible not to see bits of yourself in his stories.
Gabriel
Gabriel
2026-03-16 06:50:43
Sundquist’s book feels like a love letter to anyone who’s ever felt like a misfit in romance. He writes 'We Should Hang Out Sometime' to peel back the layers of his own insecurities, showing how vulnerability can be both cringey and empowering. His tone is so conversational—like he’s confessing his awkward teenage years over coffee. The way he describes his crushes, from the girl who ghosted him to the one who friend-zoned him hard, is equal parts heartbreaking and hysterical.

What sets it apart is his refusal to sugarcoat things. He owns his failures, but he also celebrates the small victories. It’s a reminder that rejection doesn’t define you. I loved how he ties his dating disasters to larger themes of resilience, especially given his life story. The book doesn’t just ask, 'Why didn’t she like me?'—it asks, 'What did I learn about myself in the process?' That shift makes it way more than a comedy of errors.
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I picked up 'We Should Hang Out Sometime' on a whim, and wow, it was such a delightful surprise! Josh Sundquist's memoir about his hilariously awkward dating life is both cringe-worthy and heartwarming. His self-deprecating humor had me laughing out loud, but what really stuck with me was how relatable his experiences felt. We've all had those moments of social clumsiness, and Sundquist captures them perfectly. What sets this book apart is its blend of humor and vulnerability. It’s not just a collection of funny stories; it’s a reflection on growth and self-acceptance. The way he revisits past romantic failures with a mix of wit and honesty makes it feel like you’re chatting with a friend. If you enjoy memoirs like 'Let’s Pretend This Never Happened' or 'Hyperbole and a Half,' you’ll probably love this one too. I finished it in one sitting and immediately wanted to lend it to someone else.

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