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So this is the 68th episode of my podcast, and if you’ve been listening to it for any amount of time, you’d know that it never has ads. And while I don’t have anything against podcasts that have advertising, I don’t envision a future for this podcast where I’m reading promos for Squarespace of Mailchimp.

But at the same time, I’d like for this podcast to contribute to my income, mostly so I can justify spending more time on it. During a good month, I might put out a new episode each week, but I’ve had busy months where I was lucky if I could produce more than a single episode. 

If I can start making money from this podcast, then it’ll be easier for me to justify spending more time on it, and then everyone gets to benefit.

And I didn’t want to do just a quick promo and then be done with it. Given that most of my listeners actually care about business models for content, I wanted to go deep on my decision making process, and to do that I enlisted the help of my friend Jaclyn Schiff.

Jaclyn is a content expert like me who specializes in converting podcast episodes into shareable articles for clients. You can find her work at

She recently interviewed me about my history covering the business of content and how I came up with my monetization strategy.

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