27 Comments

Heather Havrilesky is one of those writers who comes up a lot when I talk to writers; I don’t mean she’s a “writer’s writer,” whatever that means (although she might be); it’s more that she’s been exemplary at finding new and interesting and useful ways to write well online even as the Internet continually changes, and her writing seems to get better and better even though it started off so strong. Basically: I feel like she’s a borderline institution in a sneaky (and good) way. She’s always producing but she never seems to be chasing. Her voice is always her voice but she’s never stale. I feel like her career is what success with integrity looks like for a modern writer, and anyway setting all that aside: I just know so many people who, like me, drop what they’re doing to read her posts.

Great interview!!!

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“When you start taking yourself too seriously, you’re in danger of writing some of the world’s worst prose.” 🔥🔥🔥

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I agree with the comment about writing books, except that there is no denying that books, especially physical ones, still have a cachet that newsletters, being perceived as more ephemeral, don't.

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I just loved listening to this while I started my morning. Hearing a full circle story in context of where we are today is inspiring to me. I love that Substack gives me access to listening to such talented and intelligent humans. It gives me hope and I love Heather, her wit and her writing is inspiring because I love her no age vibe throughout her career. Not to mention her tough, speak your mind, I feel comfortable in my skin vibe. She is definitely one of my "if you could have dinner" with someone or meet IRL. Thanks for this Heather and Hamish.

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After 52 wonderful years of marriage, I humbly offer this hypothesis:

Men are stupid; women are crazy.

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Love your insightful, snarky, weirdo humor, way to go if you ask me.

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That all sounds beautiful! I tink I might be inspired to write myself. You sound like someone I could drink a few beers with, but if that's not your Forte that's cool 😎 too! Be Blessed! 😘

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Heather Havrilesky writes the most meaningful, enticing, high-larious, saddest, wisest advice columns in the history of civilization.

I have been waiting for this one, Hamish!!!!

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“Books just feel almost ridiculous”, says the person who started a column titled “Dear Tiny Little Penis”.

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Very interesting conversation. Appealing in answers and conclusions with simple, engaging and honest opinions. It was a pleasure to listen to the woman and the writer.

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Nice

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"It’s so easy to feel, like, invisible and small in a life today, and it’s so important to remind people that they already have a whole world of sensation and joy inside them that they just have to access by allowing reality to be what it is."

That's about the best advice there is... Many thanks!

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Maybe she can now understand the 22 year old antifa and BLM drones and how to snap them out of their delusions

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Very fantastic 👏

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Why is this exactly what I needed to read at this very moment

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"Even though I'm all FOR mean-spirited at times"---- #soul mate heh

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