From the archive · Page 10 of 11

Archive · 2023

Writing on the Side with Hassan Osman

Today, I’m talking to Hassan Osman— he’s the host of Writer on the Side, and himself a prolific writer. We talk about crafting books that sell (and keep selling), self-publishing on Amazon, and how to write while having a full-time job. Her

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Be The Kindest Person in the Room

In a world of hostility and cut-throat competition, most founders keep to themselves. They build their businesses in stealth mode, get defensive when people question their ambition, and rarely contribute to their communities, afraid to be c

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Building an Authentic Personal Brand with KP

Today, I’m talking to KP — the build-in-public guy. KP has been a pillar of the indie hacker community, and we talk about how to involve yourself, empower others, and eventually build a community around your personal brand and the things yo

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Negative Reviews are Good for You

I was recently listening to the early episodes of my favorite Star Trek podcast, and the hosts talked about the unfairness of a particularly nasty Apple Podcast review. One star, paired with a snide comment about the show. One of the hosts

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Mastering Email Marketing with Brennan Dunn

Today, I’m talking to Brennan Dunn, the founder of Palladio, co-founder of RightMessage, and general email expert. As a newsletter author myself, I took to this opportunity to learn as much as possible about personalizing and optimizing my

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The Monkey and the Pedestal

Earlier this week, I talked to Laura Elizabeth, co-host of the Non-Technical Founders podcast, about prioritizing things on the solopreneur journey. We chatted about when to delegate, how much structure and process a business should have, a

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Expanding Your Opportunity Surface

Founders talk a lot about luck. When we’re successful, we are at the right place at the right time. When we’re failing, we dust ourselves off to go ahead and shoot another shot, temping fate once again. But what is luck — and can we influen

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Door-to-door to $2M ARR with Daniel Fayle

Today, I’m talking to Daniel Fayle — co-founder of Chekkit, a business he and his team have bootstrapped to $2mil in ARR. We’ll touch on finding the right vertical to get started, how to do things that don’t scale, and what choices need to

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The Role of Trust in Remote Work

I was chatting with Marissa Goldberg about remote work this week, and she gave me several handy frameworks for founders who want to build remote-first businesses. At the center of any successful remote work relationship lies trust. And surp

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