Substack Publication Acquired + Newsletter Replies

October 9, 2025 |
Keenen Charles

This week, we look at a big acquisition in the newsletter space, how some newsletters are building other businesses, and why replies are the most important metric to focus on.

Also the featured newsletters this week cover art, data, real estate, and more!

📰 News & Articles

Building a Newsletter to Bolster Other Businesses

A look at how some newsletters are using their content to start and support other business ventures.

“The AI-ification of email” keeps 404 Media’s Jason Koebler up at night

Jason Koebler of 404 Media discusses how valuable email has been to his business and how AI tools could change the landscape.

10 beautiful newsletter design templates

The team at Kit has put together a list of 10 beautiful newsletter design templates that you can use for your own newsletters.

The #1 Newsletter Metric To Focus On

A look at why the reply rate is the most important metric for newsletters and how to improve it.

Substack news publication The Free Press bought by Paramount for a reported $150m

A big acquisition in the newsletter space though it could be more about the team than the publication itself.

⭐ Featured Newsletters

Data Punk Media

Teaching creators how to tell data-driven stories

The HOBT

Entrepreneur's Essential Toolkit

The Brick Brief

Daily Real Estate Insights - Understand the Market in Minutes

Court Watch

The Definitive Source for Legal News

tld-art

a weekly roundup of art news, essays, reviews, and interviews.

See Ya

This is our weekly newsletter covering tips and tools for newsletter operators and everything else happening in the email newsletter space. Hope you enjoyed it!

Keenen Charles

Keenen is the creator of InboxReads and a believer in the future of newsletters and email for sharing great content.

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