10 Best Internet Newsletters – Best Newsletters for Money, Parenting, Advice On the Internet

Does it suddenly feel as if everyone is asking you to subscribe to their newsletter lately? That’s because they are. Email editorials are experiencing a remarkable boom as of late, much in thanks to services like Substack, which serves as platform host and allows writers to send digital missives directly to their own readers.

But not every single one belongs in your inbox. Instead, these are the ten, as chosen by the editors of Esquire, to be worthy of your time, attention, and almighty contact information.

Books On Gif
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Throw a stone on the literary internet and chances are you’ll hit a quality book review, but only here will you find such write-ups punctuated by pitch-perfect gifs. Featuring eclectic deep cuts like Rebecca and The Bell Jar, Books on Gif is a brilliant high-low fusion of an old art form and modern story telling device. —Adrienne Westenfeld

The Will Leitch Newsletter
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Will Leitch’s regular missive encompasses sports, parenting, movies, culture, Wilco lyrics—a little bit of everything. But like a newspaper columnist of yore, Leitch always comes off as an old friend who has become a very good pen pal. —Dave Holmes

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A sharp, fun newsletter from Kate Lindsay and Nick Catucci for the perpetually logged on—or for those who aren’t and need a reader’s digest. Turn here for levity and insight via Q&A’s with Very Online personalities, plus reflections on how to send invitations to casual events in a post-Facebook world. —Lauren Kranc

The New Fatherhood
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There’s a lot of good advice and inspiration out there for moms. Less so for dads. The New Fatherhood fills this gap in a big way—with honest, useful, and frequently humorous dispatches. Think of it as one big group text with other guys fumbling their way through parenthood. —Michael Sebastian

Hung Up
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Part culture, part ephemera, Hunter Harris’s letter always includes what you wish you’d thought of about the most important moment in celebrity news that week. —Kelly Stout

Blackbird Spyplane
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The intersection of Newsletter Culture and Fashion Culture is fraught (read: It can get a little obnoxious and alienating, and fast), but Blackbird Spyplane manages to wrangle the weird and wonderful in a way that feels, if not super accessible, at least entertaining and understandable. Head here for everything that’s under the radar—for now. —Jonathan Evans

Politics with Charles P. Pierce
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Okay, so we’re a little biased. But where else can you find a discussion of the early-1800s congressional debate over building the National Road and how that might inform today’s arguments over infrastructure spending? Every Saturday, you’ll find the very best of Charlie’s wit, insight, and historical literacy, all in your inbox. —Jack Holmes

Platformer with Casey Newton
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Newton makes the world of big big tech like Facebook, Google, and beyond seem less abstract. Plus, the writing often tackles the issues of privacy and online safety in a relatable way. —Sarah Rense

Axios Pro Rata
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The worlds of venture capital, private equity, and big tech are murky, boring, and hard to parse. And that’s on purpose. The gatekeeper’s of America’s financial and technology institutions don’t want you to know how its inner workings work. Here, Dan Primack and Co. make sense of the mess and contextualize what’s happening with snappy writing, great analysis, and a dash of humor. —Danny Dumas

The Small Bow
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Written by Gawker’s infamous former editor, The Small Bow is not just for those in recovery. Lots of stories with huge heart that manages to be hilarious and easy while making you question everything you were certain of about yourself. —Kelly Stout

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