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August 19, 2025 36 mins
Safiya is one clumsy coffee spill away from catastrophe. A Gen Xer who hasn’t yet embraced the cloud, she stores thousands of digital files, documents, and photos on devices with maxed-out storage limits. On today’s episode, Carvell Wallace brings on Caitlin McGarry, senior editor at Wirecutter. Caitlin talks with Safiya about practical ways to delete and organize—and how we can all build healthier habits in our digital lives.  Ready to dive even deeper? Explore these resources:  How to Organize Your Digital Files Digital Clutter Can Be Overwhelming. Here’s How to Clean Up. Your Phone’s Camera Roll Is a Mess. Here’s How to Clean It Up. How to Organize Desktop Apps Don’t Be a Digital Hoarder If you liked this episode, check out How To Be a Lazy Genius and How To Rethink Screen Time Do you have a problem that needs solving? Send us a note at howto@slate.com 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, with Kevin Bendis and Sophie Summergrad. Our technical director is Merritt Jacob and our supervising producer is Joel Meyer. Get more of How To! with Slate Plus! Join for exclusive bonus episodes of How To! and ad-free listening on all your favorite Slate podcasts. Subscribe from the How To! show page on Apple Podcasts or Spotify. Or, visit slate.com/howtoplus for access wherever you listen. Learn more about your ad choices. Visit megaphone.fm/adchoices
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