Honest conversations with working writers about how they make money.

"Financial stability mostly removed some fear from the equation. It let me treat publishing like a long-term creative investment." Software engineer @Michael_Vadney on how keeping his day job gave his writing room to breathe.
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"I spent years cold-pitching with a success rate of maybe 5%. I can’t imagine how many unanswered emails I sent between 2014-2020." @svershbow on pitching, patience, and landing bylines in Vogue, The Atlantic, and The New York Times:
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How does an award-winning freelance journalist turn a specialized beat on psychedelics and drug policy into a £35k–£50k/year living? @matthabusby breaks down the reality of book advances, funding international reporting trips, and why rate transparency matters for freelancers.
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How does a policy wonk, freelancer, and author make money? In our latest interview, @LeahLibresco breaks down: * Using a day job for creative freedom * Low book advances vs. fellowships * Her "PBS-style" Substack monetization model Read the interview: howimakemoneywriting.substac…
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How does @adam_al_sirgany fund experimental fiction, local community arts, and his role as Poet Laureate? By ghostwriting medical and real estate narratives. He breaks down geographic arbitrage, avoiding burnout, and the blueprint for a portfolio writing career. Read 👇
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For 20 years, @mitch_moxley has balanced writing and editing across the industry, filing stories from North Korea and editing for Maxim and Penta. We discussed the math of book publishing, why editing was a financial turning point, and building a sustainable career.
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"Make yourself indispensable by completely owning a beat." @ddayen, Executive Editor of @TheProspect, breaks down his writing income, the reality of book advances, and how he funded his journalism pivot with a 15-year TV career. Interview here: howimakemoneywriting.substac…
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Most writers fall into the attention trap, chasing viral metrics instead of building actual trust. In this week's interview, CEO coach @dipietromedia explains why smart media operators are abandoning broad advertising models to build gated communities for their audience.
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“Understand that published writing is a product... Do you want people to read it, buy it, share it?” Great chat with @FZierer on how he went from writing SEO plumbing copy on Upwork to leading editorial strategy for beehiiv. Read the full interview here: howimakemoneywriting.substac…
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How do you survive as a cultural critic in NY? For @andrewmarzoni, the answer was stepping off the academic track and into a high school classroom. By securing a teaching salary that covered the rent, he freed his writing from the pressure of survival. howimakemoneywriting.substac…
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Pulitzer finalist @SteelandBallast breaks down the reality of funding high-stakes reporting through a patchwork of fellowships, grants, and short-term contracts, and why grant writing has basically become a mandatory second job. howimakemoneywriting.substac…
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Most writers dream of quitting their day jobs. @natashajouk leaned into hers. In our newest interview, she explains how a corporate salary subsidizes her literary life and buys her the ultimate creative freedom to ignore the market and say "no." howimakemoneywriting.substac…
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In this interview, @KJezerMorton talks about how cheap Montreal daycare made her career possible, why she treated her day job as a scholarship for her writing, and how getting a PhD later in life gave her the substance she needed to stand out. howimakemoneywriting.substac…
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The average Australian author earns just $18,200 a year from their books. In our latest interview, @PatrickLenton gets honest about piecing together grants, advances, and a surprise tax bill, and why he returned to the newsroom to save his sanity. Read: howimakemoneywriting.substac…
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