Newsletter

topic on 14 shows · 50 statements across 39 episodes

Acquired the Y Combinator Startup Podcast Founder's Journal Startup Acquisition Stories More or Less Another Podcast Lenny's Podcast My First Million the Official SaaStr Podcast the Startup Ideas Podcast How I Built This the a16z Podcast All-In 20VC

50 statements about Newsletter, every show

Howell: Newsletters and directories offer lowest entry barrier with GrokBot
“I think the lowest barrier to entry with crockbot to start a business is probably newsletter and then directory. I think that stack goes together really nice.”
Billy Howell Aug 21, 2026 ▶ 41:39 Making $$$ with Grok Bot
Isenberg: A 10,000-subscriber newsletter can be bought for $5k-$20k
“You can go and like buy a 10,000 subscriber newsletter for five to 20,000 dollars. You inherit that trust from day one, you plug in your product immediately, and then you can repeat that across niches.”
Greg Isenberg Mar 30, 2026 ▶ 19:30 Stop Vibe Coding. Start Getting Customers.
LENNY'S PODCAST Assertion Not checkable as stated
Rachitsky: Public recognition began with video podcast, not newsletter
“When I walk around the Bay Area in particular, people often recognize me, which is extremely weird, and started with the podcast once, like, interestingly, I had the newsletter for four years. ... Once I started the podcast, people just, yeah, it just, it was,…”
Lenny Rachitsky Mar 12, 2026 ▶ 29:08 A behind-the-scenes interview with Lenny Rachitsky on building his newsletter and podcast
Isenberg: Generic newsletter signup prompts fail due to audience fatigue
“And, you know, of course you can have a link that says subscribe to my newsletter, but that just doesn't work anymore. Subscribe. I guess that's the insight, you know, subscribe saying like, Hey, subscribe to my newsletter. Like people have hit fatigue. In ter…”
Greg Isenberg May 19, 2025 ▶ 13:19 5 AI Startup Ideas So Good You’ll Quit Your Job in 24hrs
Rachitsky: Public speaking offers terrible ROI compared to newsletters and podcasts
“I just find the ROI on my time is so not worth doing a talk, doing a fireside thing, doing another podcast. It's just like, if I can spend more time on this newsletter and the podcast, the leverage is so much higher than just doing a talk because that takes so…”
Lenny Rachitsky Apr 6, 2025 ▶ 1:31:04 Become a better communicator: Specific frameworks to improve your clarity, influence, and impact
LENNY'S PODCAST Assertion Supported
Rachitsky: Lenny's Newsletter surpasses 1 million active subscribers
“I just had a post about reaching a million subscribers, a newsletter”
Lenny Rachitsky Apr 6, 2025 ▶ 1:31:53 Become a better communicator: Specific frameworks to improve your clarity, influence, and impact
Newsletter subscribers are worth significantly less today due to market saturation
“The value of a subscriber is significantly less than it was when we started because there are so many newsletters out there.”
Austin Rief Apr 4, 2025 ▶ 56:06 How to build a $100M+ newsletter business
ALL-IN Assertion Not checkable as stated
Williamson: Modern Wisdom newsletter has 300K subs, 50% open rate
“Newsletter drops on my newsletter, which has got 300,000 subs and a 50% open rate”
Chris Williamson Apr 3, 2025 ▶ 58:59 All-In Live from Austin: Colin and Samir, Chris Williamson, and Bryan Johnson
Isenberg: Packaging social posts as lead magnets is a top growth channel
“The way to get news, you know, one of the ways that I've noticed has been really helpful to get newsletters subscribers is to say, okay, how can you package up value? And that's related to a piece of, you know, a tweet, an Instagram post, whatever, and give th…”
Greg Isenberg Mar 31, 2025 ▶ 38:54 Build $1000/day cash-flowing startup on beehiiv (here's how)
ACQUISITION STORIES Assertion Not checkable as stated
Rosen: Newsletters with strong engagement sell for $2 to $4 per subscriber
“So like a lot of people will sell their subscribers from anywhere from like two to four dollars per subscriber. They have strong engagement where we just sold it.”
Gabby Rosen Feb 12, 2025 ▶ 9:46 How Gabby Rosen Flipped a Newsletter for 18x in Under a Year
Isenberg: Social Pre- and Post-CTAs Are Best for Converting Newsletter Subscribers
“Pre CTAs and post CTAs are just, you know, some of the best ways to get people to, from your social audience, X, Instagram, TikTok, and get them on your newsletter.”
Greg Isenberg Jan 1, 2025 ▶ 16:09 10 (Profitable) Newsletter Business Ideas To Start In 2025
STARTUP IDEAS Assertion Not checkable as stated
Isenberg: Shortage of vertical-specific ad creative newsletters exists in the market
“But there's a lack of newsletters dedicated to ad creative for media companies, SAS, info products, lead gen, and many other industries.”
Greg Isenberg Jan 1, 2025 ▶ 25:09 10 (Profitable) Newsletter Business Ideas To Start In 2025
STARTUP IDEAS Prediction Not checkable as stated
Isenberg: Newsletters will become increasingly visual in 2025
“The big idea is today's newsletters are texts, and in 2025, they are going to be more and more visual.”
Greg Isenberg Jan 1, 2025 ▶ 28:15 10 (Profitable) Newsletter Business Ideas To Start In 2025
Isenberg: Leadership profile newsletters grow audiences fast but are tricky to monetize
“This type of newsletter is trickier to monetize because there's no clear niche, but it's a great way to grow a broad audience fast.”
Greg Isenberg Jan 1, 2025 ▶ 31:12 10 (Profitable) Newsletter Business Ideas To Start In 2025
Shipper: Media creators in 2025 should start on YouTube, not newsletters
“It's much harder to grow a newsletter now than it was five years ago. I'd probably start with YouTube actually. I think, and funnel people into, from YouTube into a newsletter that feels like the right move.”
Dan Shipper Dec 9, 2024 ▶ 38:12 3 AI app ideas that are goldmines (and how to grow them)
Isenberg: Newsletters possess liquid intrinsic value comparable to real estate
“So the good news about newsletters is people know what a subscriber is worth, and people who buy newsletters know what a subscriber is worth, so you can sell it relatively quickly. It's almost like real estate, right? Like, of course, you can sell real estate …”
Greg Isenberg Nov 4, 2024 ▶ 42:47 7 $1M+ AI startup ideas you can launch tomorrow with $0
Chaudry: YouTube is interruption-based; podcast feeds and newsletters are permission-based
“YouTube is like an interruption-based platform. Like, I have to interrupt your experience with a compelling title and thumbnail to get you to watch. Podcast feeds are actually permission-based as well as newsletters are permission-based.”
Samir Chaudry Oct 7, 2024 ▶ 32:43 How Creators Can Thrive in the AI + AR Era (Samir from Colin and Samir)
STARTUP IDEAS Assertion Not checkable as stated
Isenberg: Lead magnets add 5,000 to 10,000 subscribers to his newsletter
“This adds, you know, at least five to 10,000 subs to my newsletter from these things.”
Greg Isenberg Sep 24, 2024 ▶ 8:23 My $0 to $10 Million step-by-step guide (watch this)
Isenberg: B2B newsletter lists are worth $1 to $10 per subscriber
“If you have a 100,000 subs, especially B to B, at the worst case, it's worth, call it a dollar. At the best case, it's worth 10 dollars. If it's worth 10 dollars, that's a million dollar asset that you're sitting on. There's your real estate. If it's worth a d…”
Greg Isenberg Sep 2, 2024 ▶ 41:24 5 $1M+ startup ideas you can launch tomorrow with $0
Jessica Lessin: People subscribe to newsletters for voice, not bulleted summaries
“People don't subscribe to newsletters that summarize points. They want the voice. They want the perspective.”
Jessica Lessin Jul 5, 2024 ▶ 54:48 #54: Sun Valley, Tennis and Robots: Summer Adventure Preview · More or Less Podcast
Schneider: Acquiring engaged newsletter subs under $1 is a great buy
“Like if you could get email subs for under a dollar a piece, like, so say it's a 20,000 person newsletter and like, it's an active newsletter. Like we'll say it's like open rates are averaging, we'll say 50 plus percent. And you know, CTRs are in the range of,…”
Cody Schneider May 27, 2024 ▶ 1:07:38 I can't believe he gave away these GENIUS 7 profitable startup ideas (watch this)
STARTUP IDEAS Prediction Not checkable as stated
Feroldi: Newsletter consolidation opportunities will surge as creator fatigue sets in
“So I think there will be Increasing opportunities over the next six to nine months to look at other newsletters that are in your space and in your category that have kind of fizzled out, but have, you know, a couple thousand subscribers to them and to reach ou…”
Brian Feroldi Mar 28, 2024 ▶ 41:38 He has 1M+ followers and $1M startup ideas for you
STARTUP IDEAS Prediction Not checkable as stated
Isenberg: Top creators acquiring subscriber lists will win the newsletter boom
“And I think the ultimate winner of this whole gold rush for newsletters is going to be, when we look back on it, will have been the largest creators in the space who are buying tons of newsletter, newsletter subs, and have become like the king of their categor…”
Greg Isenberg Mar 28, 2024 ▶ 43:10 He has 1M+ followers and $1M startup ideas for you
Morning Brew CEO: No More Alpha Left in the Newsletter Game
“I think there's no more alpha in the newsletter game. Everyone talks about everything.”
Austin Rief Jan 24, 2024 ▶ 13:31 Brainstorming +$1M Weird Business Ideas With Morning Brew’s CEO Austin Rief (#543)
MORE OR LESS Prediction Not checkable as stated
Sam Lessin: Elites will retreat to smaller, expensive private newsletters
“What's going to happen is what happened after the printing press was invented, which is elites and people who care about the real world are going to retreat to expensive private newsletters that are great businesses, right? And smaller. And the vast majority o…”
Sam Lessin Jan 12, 2024 ▶ 44:00 #29: Is the Year of Startup Austerity Over? What Can Save the News Business? · More or Less Podcast
Larson: Write a few great essays rather than starting a newsletter
“I tell people if you just want to like write something that is going to help advance your career, you should really focus on writing like two or three really good things and spend a ton of time drafting, revising, getting feedback. You just focus on making lik…”
Will Larson Jan 7, 2024 ▶ 37:54 The engineering mindset | Will Larson (Carta, Stripe, Uber, Calm, Digg)
Direct email replies are the ultimate indicator of newsletter audience engagement
“The ultimate test to is your newsletter engaged or not is how many people are sending you a reply back?”
Greg Isenberg Nov 30, 2023 ▶ 5:03 How To Make MILLIONS As A Faceless YouTuber | Dru Riley
STARTUP IDEAS Disclosure
Trends.vc uses its newsletter to split-test startup value propositions within hours
“We've often used the newsletter itself to sort of split test the value proposition because we know Within a matter of hours, which one resonates better? Whereas if that was a web split test and we threw that on the landing page, it could take weeks or months t…”
Dru Riley Nov 30, 2023 ▶ 7:53 How To Make MILLIONS As A Faceless YouTuber | Dru Riley
Sam Lessin: When Trust Erodes, Elites Retreat To Expensive Private Newsletters
“In times when trust gets eroded in the public, you know, places for news, that the elites all retreat to very expensive newsletters.”
Sam Lessin Oct 20, 2023 ▶ 21:56 #19: Answering for Misinformation: The New York Times Needs to be Held To Account · More or Less Podcast
Lieberman: Podcasts are highly inefficient content mediums, much like books
“The issue with podcasts is they're highly inefficient. Like, if you think about all of the ways to consume content from newsletters to social posts to books to podcasts, I would actually say podcasts are similar to books in the regard that they're really ineff…”
Alex Lieberman Oct 9, 2023 ▶ 8:45 These 8 Business Ideas Were Pitched To Me. I Pick My Favorites.
Diego Perez: I should have prioritized building a newsletter in 2016
“And I think, looking back, I feel like if I would have done things differently, I would have definitely put a lot more emphasis on building a newsletter in like starting in 2016, as opposed to starting in 2020.”
Diego Perez (Yung Pueblo) Oct 5, 2023 ▶ 11:02 How To Build An Audience From Scratch | Yung Pueblo
Perez: Clear and Manson outsell him due to their focus on newsletters
“I think I probably have more, more social media followers than both of them, but they sell more books than I do, and I think it's because of the way that they have set up their being more newsletter focused and having just fantastic content”
Diego Perez (Yung Pueblo) Oct 5, 2023 ▶ 16:50 How To Build An Audience From Scratch | Yung Pueblo
Sam Parr: Newsletters are overhyped treadmills and vastly more competitive now
“I think starting a newsletter is really popular right now. Most people don't realize it is a treadmill. It is very challenging to create new content, just like this podcast. It's hard. This is a hard job. I like it because I think I'm good at it, or I'm decent…”
Sam Parr Sep 29, 2023 ▶ 17:46 How I Live On $25,000/Month In New York City
Isenberg: Organic newsletter growth is stalling due to market saturation
“It's so hard to grow a newsletter organically right now because there's so many people with newsletters. So basically what's happening is When people are like, if you like this tweet, you'll like this newsletter. It's like people become blind to it.”
Greg Isenberg Jun 1, 2023 ▶ 43:02 The IRL Tribes That Could Change Your Life
Cowanbran: Creator businesses lacking direct email access are unstable
“Like if you don't, if you want an actual connection and you want an actual audience, if you don't actually have that email address and have that privilege of getting into someone's inbox, you probably have an unstable business if that platform ever disappears.”
Toni Cowan-Brown Apr 24, 2023 ▶ 7:10 Buzzfeed News, Reddit and OpenAI
Ezeike: First paying SaaS customers came from student newsletter
“My first way of getting proper customers was definitely through that newsletter.”
Lotanna Ezeike Mar 28, 2023 ▶ 3:54 Startup Acquisition Stories with Lotanna Ezeike, Founder of Creator Check
a16z Insight
Steph Smith: Podcasts Are Uniquely Intimate Compared to Written Media
“The listener is with you for an hour every week, maybe more than that. And so it's very different than reading a newsletter for five minutes or stumbling upon a blog post randomly online and spending a couple of minutes where you don't even know who wrote it. …”
Steph Smith Mar 20, 2023 ▶ 17:23 The Art and Science of Podcasting with Sriram and Aarthi
Amoruso: Red Ventures' website playbook can be replicated with newsletters
“What Red Ventures did with websites someone can do with newsletters is just something really neat.”
Sophia Amoruso Dec 20, 2022 ▶ 21:06 We Give Away 7 Profitable Side Hustle Ideas for 2023
Rief: Cross-promoting in other newsletters yields highest-quality subscriber growth
“The best or one of the best ways to grow a newsletter is to promote yourself in other newsletters. We saw that our cross promotion had our highest quality subscribers. So we'd run ads in other newsletters and those subscribers Would click more, they'd read mor…”
Austin Rief Dec 15, 2022 ▶ 5:01 Why Every Creator Should Have a Newsletter with Austin Rief
Rief: Converting newsletter readers to podcasts is much harder than podcast cross-promotion
“It's hard because it's hard to convert people from newsletter to podcasts versus to your point, it's very easy to move people around from podcast to podcast.”
Austin Rief Dec 15, 2022 ▶ 7:16 Why Every Creator Should Have a Newsletter with Austin Rief
Rief: Curated Link Roundups Are Part of a Stack, Not Standalone Businesses
“The third is the curation of links, the marketing email, the, you know, the Greg's Corner, here's five interesting, interesting things I found today. I think that is a great bang for your buck, because if you can curate well, curation is valuable, right? And s…”
Austin Rief Dec 15, 2022 ▶ 32:50 Why Every Creator Should Have a Newsletter with Austin Rief
Lieberman: Passion for Morning Brew followed user momentum, not early excitement
“I was not wildly passionate about writing a newsletter in the early days, but I got passionate because it felt like there was momentum, and I got passionate because people felt like they were getting value, and that's what ultimately gave me kind of, you know,…”
Alex Lieberman Dec 13, 2022 ▶ 43:59 Why Airlines Are Banks, How to Annual Plan for Your Business & The Biggest Myths About Founders
ACQUIRED Insight
Thompson: Podcasts are much harder to grow virally than written content
“The problem is people don't share podcasts, right? You listen to a podcast, you go to the next podcast, you do X, Y, Z. Whereas if you're reading something, it's super easy to tweet it or to forward the email.”
Ben Thompson Dec 6, 2022 ▶ 1:07:16 Stratechery (with Ben Thompson) · Acquired
SAASTR Assertion Not checkable as stated
Unpolished, text-heavy newsletters drastically outperformed highly designed emails at Elastic
“What we found at Elastic was the simpler looking newsletters that were actually not super polished looking, that were shorter, did much better in terms of clicks and engagement.”
Asawari Samant Mar 1, 2022 ▶ 17:20 Marketing Secrets to Hypergrowth from Building Elastic, Zuora, and Segment
Evans: Open rate metrics matter far less for paid subscription newsletters
“Now to say that it kills newsletters is equally simplistic because clearly if you're selling your subscription and people are paying 10 dollars a month, then the open rate means is less important because the open rate will be 80 or 90% anyway. And if you're op…”
Benedict Evans Jun 21, 2021 ▶ 34:07 The Business of publishing
Rief: New media entrants must target narrow niches to differentiate successfully
“The way to differentiate yourself, if you don't have three million readers, you won't be able to create a general business newsletter. You'll have to create A newsletter that is on bankruptcy you know, law or something really niche, and you'll have to figure o…”
Austin Rief Mar 4, 2021 ▶ 25:01 How I Built Resilience: Alex Lieberman and Austin Rief of Morning Brew
Gill: Podcasting and newsletters are the last channels for free speech
“Podcasting, and even, I probably say newsletters, it's one of the last ways to get direct free speech from someone's mind out into the world, and people will say things in a podcast that they couldn't Print or they can do something in a newsletter they couldn'…”
Jonathan Gill May 15, 2019 ▶ 17:27 Monetizing Podcasts and Newsletters - Chris Best of Substack and Jonathan Gill of Backtracks · Y Combinator
Y COMBINATOR Prediction Didn’t hold up
Best: Newsletters will replace social feeds for news within five years
“I think the answer is it won't replace the social network aspect of it. The thing that Facebook and the social networks are great at is having the relationship between you and like the people, you know, in real life... The part of it that should absolutely be …”
Chris Best May 15, 2019 ▶ 35:53 Monetizing Podcasts and Newsletters - Chris Best of Substack and Jonathan Gill of Backtracks · Y Combinator
Best: Building an engaging newsletter is harder than monetizing it
“If you get to a place where you have a newsletter that people are regularly reading, like if they're just regularly opening it chances are you'll be able to charge for it if you want to at some level, because it's actually harder to make something that's good …”
Chris Best May 15, 2019 ▶ 47:19 Monetizing Podcasts and Newsletters - Chris Best of Substack and Jonathan Gill of Backtracks · Y Combinator
20VC Assertion Not checkable as stated
Harry Stebbings Reports 64% Open Rate on Snapchat Versus 36% Newsletter Rate
“I think for me in particular, the conversion is better than any other channel that I've seen. So if you compare it to like my newsletter, whereby I will have, say, a I think currently it's about a 36% open rate. My Snapchat is currently a 64% open rate”
Harry Stebbings Apr 3, 2017 ▶ 29:18 20VC: Homebrew's Hunter Walk on Why There Is No Series A Crunch, How To Package Portfolio Companies For The Next Round & Why The Bridge Round Is Not Always A Negative Sign?

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