10 Years of Newsletter Advice in 65 Minutes

Dan Oshinsky is the founder of Inbox Collective, an email consultancy he launched in 2019 after building newsletter programs at BuzzFeed and The New Yorker. In this episode, he explains how AI is about to reshape the inbox, traces the eras of the newsletter industry from traffic driver to standalone product, and breaks down what's changing in newsletter growth, monetization, and reader loyalty. Read the newsletter: https://www.creatorspotlight.com/profiles __ open.video lets you host your videos on your own domain, under your own brand — so you control the channel, the data, and the direct connection to your viewers. Try it out at https://open.video __ Dan Oshinsky - Newsletter: https://inboxcollective.com - LinkedIn: https://www.linkedin.com/in/danoshinsky/ __ Timestamps 00:00 Introducing Dan Oshinsky 00:45 How AI is changing the inbox 08:05 Standing out amongst millions of newsletters 11:24 Entering a new chapter of email 15:30 The demographics are changing 21:38 The toughest part of growing a newsletter 35:55 Monetization in 2026 41:55 Building the world's best newsletter information resource 57:15 Overrated and underrated newsletter trends and metrics