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How I Make Money Writing

Why This New York Times Writer Says Freelance Journalism Is Financially Dead

Making a living in investigative journalism requires an almost irrational level of stubbornness. For the vast majority of his twenty seven year career, Christopher Maag barely scraped by. Before landing his current enterprise role at The New York Times where he now makes between $100,000 and $150,000 a year, he spent decades earning poverty wages. His income hovered between $20,000 and $40,000 for years.

Even when he reached the absolute top of the local newspaper hierarchy as a featured columnist, his salary capped out at just $55,000 while he worked under the constant threat of newsroom layoffs. He survived this grueling financial reality by living in cheap Cleveland apartments where rent never exceeded $600 and driving cars that constantly broke down.

The prestige of a national byline is often built on a hidden foundation of unpaid labor and side hustles. During his eleven years as a freelance contributor for The New York Times, Christopher admits the math was completely broken.

At one point, he was being paid roughly $120 for an entire month of reporting. To subsidize these high profile but low paying journalistic pursuits, he tapped into the lucrative world of corporate thought leadership and personal finance writing.

By crafting messaging and analyzing industry trends for wealthy executives, he generated the actual cash flow needed to keep his investigative reporting alive. He even took a deliberate pay cut to take a staff job at a regional paper simply to secure health insurance.

Do not look to the current freelance market for financial salvation. Christopher delivers a devastatingly honest assessment of the modern media landscape, stating clearly that supporting yourself solely as a freelance writer today is basically impossible. He notes that outside of a few massive legacy institutions, the traditional advertising subsidies that used to fund journalism are completely dead.

He also aggressively dismantles the myth of the creator economy, warning emerging writers that banking on platforms like Substack to replace a full time salary is a statistical lottery ticket. Instead of viewing this reality as a defeat, he suggests using it as permission to find high paying work in other industries so you can finally write exactly what you want without the crushing pressure of paying the rent.

If you want the full picture, including deep dive interviews with 100+ writers where I’ve sat down with authors, poets, ghostwriters, and freelance reporters, alongside New York Times bestsellers, Pulitzer finalists, and Academy Award nominees, make sure you subscribe to How I Make Money Writing

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