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Ann Handley

Writer. Speaker. Marketer.

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Why We Write: A Story About AI and a Sentient Toaster Oven

Source: Claudio Schwarz on Unsplash A version of this story appeared in Total Annarchy, my fortnightly newsletter that helps you be a better writer, storyteller, marketer. Get it in your inbox; you’ll love it. * * * My friend Paul shared his out-of-office email with me. ChatGPT4 had written it. The prompt Paul gave ChatGPT4: […]
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What Does AI Mean for Writers?

A version of this story appeared in Total Annarchy, my fortnightly newsletter that helps you be a better writer, storyteller, marketer. Get it in your inbox; you’ll love it. * * * Above is a screenshot of a video I posted recently on LinkedIn announcing earliest-bird pricing for the MarketingProfs B2B Forum. The captions you see below […]
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The One Email Metric You Need to Track

A version of this story appeared in Total Annarchy, my fortnightly newsletter that helps you be a better writer, storyteller, marketer. Get it in your inbox; you’ll love it. * * * That’s a quote from Paulo Coelho, Buddha, or The Little Engine That Could, the classic children’s tale of a small train that persevered in […]
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AI Writing and Typewriters

A version of this story appeared in Total Annarchy, my fortnightly newsletter that helps you be a better writer, storyteller, marketer. Get it in your inbox; you’ll love it. * * * This is a story about AI Writing and typewriters. Over the holiday break I lifted a curious grimy, gray case up off the […]
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How to Write Like Robots Can’t

A version of this story appeared in Total Annarchy, my fortnightly newsletter that helps you be a better writer, storyteller, marketer. Get it in your inbox; you’ll love it. * * * One of the things I love about the explosive chatter around AI writing is how overnight the conversation shifted from this: Yo! No […]
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Unclog Your Copy With This Easy Four-Step Framework

A version of this story appeared in Total Annarchy, my fortnightly newsletter that helps you be a better writer, storyteller, marketer. Get it in your inbox; you’ll love it. * * * Above ^^ is a sign I read in a hospital waiting room a few days ago. It’s one of the top hospitals in […]
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a white brick wall with a written mural in black all-caps type "Be brave enough to suck at something new."

Brave Enough to Suck at Something New

A version of this story appeared in Total Annarchy, my fortnightly newsletter that helps you be a better writer, storyteller, marketer. Get it in your inbox; you’ll love it. * * * “Be brave enough to suck at something new.” The quote is attributed to business book author Jon Acuff, the great Greek god Pinterest, […]
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How to Create a Smarter Go To Market Approach in 4 Steps

Let’s talk about how you can create a smarter Go To Market approach… in four steps. Here’s my advice on the questions you need to ask/answer to create a smarter GTM approach: * * * Do your sales and marketing teams ask themselves four fundamental questions before they send a single email or post a […]
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a two-dimensional sketch figure grips a telescope and stands on the page of an open book. They peer out the telescope into the sky at something off-camera.

Brilliant Creative on a Tiny Budget: 5 Examples from an Unlikely Source

A version of this story appeared in Total Annarchy, my fortnightly newsletter that helps you be a better writer, storyteller, marketer. Get it in your inbox; you’ll love it. * * Has the pandemic made us more creative? I’ve been wondering this lately… Have the uncertainty and randomness of the past 18 months made us […]
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grayscale drawing of an elephant throwing a paper airplane

Addressing the Elephant In the Room: 6 Strategies for Writing About the Hard Stuff

A version of this story appeared in Total Annarchy, my fortnightly newsletter that helps you be a better writer, storyteller, marketer. Get it in your inbox; you’ll love it. * * * How do you write about Difficult Topics? How do you message to an audience about the Hard Stuff? At a time everything is wildly […]
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How to Get Better at Writing: 10 Ideas to Ignite Your Best Work This Year

A version of this story appeared in Total Annarchy, my fortnightly newsletter that helps you be a better writer, storyteller, marketer. Get it in your inbox; you’ll love it. * * * <Hand over heart; eyes to the heavens.> This year, you resolve to…. 1. WRITE THE FIRST DRAFT AS FAST AS YOU CAN. Get it […]
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How to Build a Daily Writing Habit

A version of this story appeared in Total Annarchy, my fortnightly newsletter that helps you be a better writer, storyteller, marketer. Get it in your inbox; you’ll love it. * * * I’m typing this with one hand—let’s call it Lefty, because it’s my left hand. Righty hangs by my side, injured but itching to get […]
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an array of colorful erasers arranged against a white backdrop

How to Turn Editing Into the Best Part of Writing

A version of this story appeared in Total Annarchy, my fortnightly newsletter that helps you be a better writer, storyteller, marketer. Get it in your inbox; you’ll love it. * * * Long before I wrote books and your favorite newsletter 😊, I wrote for a financial newspaper about Federal Reserve regs and housing prices. […]
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