How To!

Avalon is driven, creative, and… can't meet a deadline to save her life. In her defense, she's a card-carrying member of the gig economy, juggling a complicated schedule as a DJ and visual artist. Avalon's tried to organize her life using a bullet journal, but procrastination keeps getting in the way of her career pursuits. On this episode of How To!, the second in a two-part series on time management, we talk to Christopher Cox, author of The Deadline Effect: How To Work Like It's the Last Minute Before the Last Minute. He explains why concrete deadlines, the shorter the better, can actually help Avalon's creativity. And he gives all of us tips on how to set the perfect deadline—and never miss it.

Victor's job—at its core—is to change the world. But he feels like he's plateaued within his large humanitarian and development organization, and is now on the verge of jumping ship. On this episode of How To!, Annie Duke, author of Quit: The Power Of Knowing When to Walk Away, helps Victor decide if he should recommit to his current job or move on to something else. She explains the cognitive biases that prevent us from quitting and reveals why most of us quit things far too late.

The trouble began when Sarah put a fern in front of her new condo. Nice, right? The woman who lives in the unit above didn't think so, and without warning sent Sarah a slew of passive-aggressive notes. Sarah thinks it's all a big misunderstanding, but now her neighbor refuses to even speak to her. Sarah is wracked with anxiety, struggling to sleep, and contemplating moving out. On this episode of How To!, we turn to stand-up comedian Tig Notaro, a cancer survivor and host of the new advice podcast Don't Ask Tig, to help Sarah approach the situation with humor and clarity. When things don't go your way, Tig says, you have to take back control of your own story. What would the hero in your favorite movie do? For Sarah, this means gardening with headphones and the Rocky theme on the soundtrack. 
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In 2025, our listeners contacted How To! for advice about outsmarting student loans, moving to a new city, hosting a low-key gathering, living with chronic pain, quitting a dream job, letting go of ADHD shame, and yes, losing your virginity in your 40s. Today on the show: Carvell Wallace and Courtney Martin get updates from some of those advice-seekers—and they check in with Jeff, whose family narrowly escaped an L.A. wildfire this year. Plus, what's ahead for How To! in 2026.
How To! is produced by Rosemary Belson and Sophie Summergrad. Our technical director is Merritt Jacob and our senior supervising producer is Joel Meyer.
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Cohabitation can be bliss—except when it comes to your partner's incompatible approach to household tasks. Bonnie likes things clean, organized, and prompt. Vince, on the other hand, is a classic procrastinator. On this episode of How To!, Carvell Wallace brings on self-described "human glitterbomb" Jackie Kelley to offer up some practical "marriage rules" designed to improve everyday communication with the love of your life.
If you liked this episode check out:
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How To Save Your Marriage

Do you have a problem that needs solving? Send us a note at [email protected] or leave us a voicemail at 646-495-4001 and we might have you on the show. Subscribe for free on Apple, Spotify or wherever you listen.
The show is produced by Rosemary Belson and Sophie Summergrad. Our technical director is Merritt Jacob and our supervising producer is Joel Meyer.
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