Gill sees sponsorships as a practical fit for podcasting, where audiences are used to free content, while Best argues that paid creator relationships could support far more cultural work. They agree that advertising and subscriptions can coexist, with different models fitting different content and audiences. Best points to China’s larger market for paid audio and educational content as an example of how payment habits can vary.
Monetizing Podcasts and Newsletters
Speakers
Chris Best, CEO of Substack, and Jonathan Gill, co-founder and CEO of Backtracks, discuss podcast and newsletter monetization with Y Combinator.
Gill says download counts do not show whether listeners actually engaged, and Backtracks measures how long people listen. Affiliate codes can track direct response, but they do not cover every advertiser or brand campaign. More accurate measurement may produce lower numbers, Gill says, but can help advertisers and publishers make better decisions.
Best argues that audiences may pay for creators they find valuable, even when those creators have a relatively small following. He expects more individual creators to build direct relationships with subscribers, while Gill notes that advertisers can also value a smaller, well-matched audience. Both warn that optimizing content solely for platform or advertiser metrics can narrow what gets made.
Best recommends publishing accessible work for free so people can discover and share it, then offering more specialized material to subscribers. For newsletter growth, he points to searchable web posts, clear signup prompts, and referral programs, including gift subscriptions. Gill advises creators to define why they are making a podcast, plan topics and frequency, and focus on a compelling story and consistent quality.
Takeaways
- Choose advertising, subscriptions, or a blend based on the content and audience.
- Set measurement goals before launching a podcast, and look beyond downloads to listening and engagement.
- Give new audiences useful free work they can sample and share.
- Start with a clear reason and topic, then improve the format through consistent publishing and feedback.
Mentioned in this talk
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What was claimed 11
- feature
Substack: Makes it simple to start a paid newsletter and add audio
“We make it simple to start a paid newsletter, and now you can put audio in it.”
YouTube Unverified1 source· Talk
- ceo ofChris Best CEO of
Substack
CEO“I'm the CEO of Substack.”
YouTube Unverified1 source· Talk
- featureBacktracks: Helps audio content creators understand and grow their audience and revenue
“We help audio content creators know and grow their audience and their revenue.”
YouTube Unverified1 source· Talk
- ceo ofJonathan Gill CEO of BacktracksCEO
“I'm Jonathan Gill, co-founder and CEO of Backtracks.”
YouTube Unverified1 source· Talk
- foundedJonathan Gill founded BacktracksCo-founder
“I'm Jonathan Gill, co-founder and CEO of Backtracks.”
YouTube Unverified1 source· Talk
- featureBacktracks: Measures how long someone listened to a podcast
“Part of our tech stack lets you directly measure how long someone listened to a podcast.”
YouTube Unverified1 source· Talk
- featureBacktracks: Detects fraud in podcast measurement
“We have people who use us because we detect fraud.”
YouTube Unverified1 source· Talk
- metricBacktracks: Its measurement numbers are generally lower than download-based numbers
“Our numbers in general are lower, I will say that.”
YouTube Unverified1 source· Talk







