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The Nathan Barry Show
Nathan Barry
The Newsletter Is Dead. Here’s How To Survive AI Agents | Dan Shipper | 152
OCT 29, 202671 MIN
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Description
What happens to your newsletter when the first thing to read it isn't a person, but an AI agent? For anyone who has built a business on email, that shift is coming a lot faster than most of us expect.
I sat down with Dan Shipper, co-founder and CEO of Every, a company that writes about AI, builds AI software, and gets to test the models before they're released. Dan has interviewed Sam Altman and is one of the people closest to the cutting edge that I know.
We get into how good AI has become at using your computer, why Dan thinks the newsletter as we know it is dead, why OpenAI or Anthropic will likely build a new kind of inbox, and the one number his team is chasing right now that they might stop chasing soon. Dan also shares why, despite all the change, he's so optimistic about where this is going.
If email sits at the heart of your business, I think you'll get a lot out of this conversation.
Timestamps:
00:00 Introduction
01:22 The AI workflow every creator should set up
02:43 How Dan writes by talking to his AI
04:21 Why computer use is suddenly so good
05:12 How an agent reordered Dan's 8,000-word story
07:31 Turning an editor's taste into an AI skill
09:44 How to build a skill without writing it yourself
10:49 Using evals to make your skills better over time
12:45 Should you go deep on one AI platform?
15:29 Nathan's AI workflow for following up after events
18:24 Why Dan is so optimistic about AI
20:55 The three stages of adapting to new technology
23:59 Ambition in the age of AI
25:30 Why creators should stay diversified
26:01 Building an app for your audience in a weekend
27:08 Why every creator can now have a feed
29:08 How Dan uses custom feeds to run Every
31:06 Everyone can now work like Ryan Holiday
32:08 Why AI curation hasn't caught up with creation
32:51 Frontier alerts and writing for each reader
34:29 Why Every is hiring more engineers than ever
37:02 Why Dan says the newsletter is dead
40:21 When your open rate drops to zero
41:05 Seth Godin and being missed when you don't publish
42:27 Why OpenAI and Claude will build a new inbox
43:43 What actually replaces email?
46:26 How Dan is positioning Every for what's next
47:25 Why Every may stop chasing email signups
48:35 Pushing content through MCP servers
49:52 What creators should do to get ready
51:59 Why quality matters more than ever
54:00 What a high-quality audience has done for Dan
55:21 Why Nathan is underusing his AI tools
56:44 The Eight Levels of AI
58:02 How Every makes money
58:53 Splitting Every into frontier and product teams
1:01:56 Pirates vs architects
1:02:41 Kit's App Store and the cost of experiments
1:03:54 How Every launches experiments it won't support
1:06:04 Dan's hot take on AI and jobs
1:07:23 What Andrew Carnegie's story teaches us
1:08:07 What Dan is reading right now
1:10:24 Where to start with Every
1:11:05 Final thoughts
If you enjoyed this episode, please like and subscribe, share it with your friends, and leave a review. I read every single one.
Learn more about the podcast: https://nathanbarry.com/show
Follow Nathan:
Instagram: https://www.instagram.com/nathanbarry
LinkedIn: https://www.linkedin.com/in/nathanbarry
X: https://twitter.com/nathanbarry
YouTube: https://www.youtube.com/@thenathanbarryshow
Website: https://nathanbarry.com
Kit: https://kit.com
Follow Dan:
X: https://x.com/danshipper
LinkedIn: https://www.linkedin.com/in/danshipper
Website: https://danshipper.com
YouTube: https://www.youtube.com/@EveryInc/videos
Featured in this episode:
Kit: https://www.kit.com
Every: https://every.to
How Codex Happened: https://every.to/p/how-codex-happened
The Eight Levels of AI Adoption: https://every.to/guides/the-eight-levels-of-ai-adoption
After Automation: https://every.to/chain-of-thought/after-automation
Highlights:
02:43 Why Dan writes by talking out loud to his AI
08:35 Turning 40,000 copy edits into a "Kate pass"
21:17 The agency rupture everyone feels with AI
37:29 Why the newsletter as we know it is dead
47:25 The one number Every might stop chasing

