So You Want to Launch a Newsletter: Tips From Substack Writers
a16z Podcast17 Sep 2020

So You Want to Launch a Newsletter: Tips From Substack Writers

This episode, part one in a two-part series on the Creator Economy, explores the process and economics behind creating an independent newsletter. In this candid conversation, host Lauren Murrow talks with four Substack writers—an artist, a technologist, a journalist, and a clinical researcher-turned-psychedelics scholar—about how to find and foster an audience, the calculus behind going paid versus unpaid, the pressure to produce, and financial benchmarks for making a living from newsletter writing.

The pandemic has prompted a reckoning within traditional media and, in parallel, a surge in the newsletter ecosystem. On Substack, readership and active writers both doubled from January through April. The newsletter hosting platform now has more than 100,000 paying subscribers.

This episode reveals the behind-the-scenes experiences of four newsletter creators, all of whom launched roughly within the past year:

Software engineer Lenny Rachitsky, most recently a growth product manager at Airbnb, whose tech-focused dispatch is called Lenny’s Newsletter.

Artist and writer Edith Zimmerman, creator of the Drawing Links newsletter, which chronicles her life and musings through comic-style illustrations.

Zach Haigney, an acupuncturist and researcher whose newsletter, The Trip Report, explores the science, policy, and business behind medicinal psychedelics.

And Patrice Peck, a freelance journalist—previously a staff writer at BuzzFeed—whose newsletter, Coronavirus News for Black Folks, highlights the pandemic’s disproportionate impact on the black community.

Listen to the end of the episode to hear more about Patrice, Zach, Edith, and Lenny's top newsletter recommendations:

Patrice’s newsletter recs:

The Intersection by Adriana Lacy

Beauty IRL by Darian Symone Harvin

Carefree Black Girl by Zeba Blay

Maybe Baby by Haley Nahman

Zach’s newsletter recs:

Stratechery by Ben Thompson

Sinocism by Bill Bishop

A Media Operator by Jacob Cohen Donnelly

Off the Chain by Anthony Pompliano

The Weekly Dish by Andrew Sullivan

Edith’s newsletter recs:

The Browser by Robert Cottrell

The Ruffian by Ian Leslie

Ridgeline by Craig Mod

Dearest by Monica McLaughlin

Why Is This Interesting? by Noah Brier and Colin Nagy

Lenny’s newsletter recs:

2PM by Webb Smith

Li’s Newsletter by Li Jin

Alex Danco’s Newsletter by Alex Danco

Turner’s Blog by Turner Novak

Next Big Thing by Nikhil Basu Trivedi

Big Technology by Alex Kantrowitz

The Profile by Polina Marinova

Everything by Nathan Baschez, Dan Shipper, Tiago Forte, and Adam Keesling

Not Boring by Packy McCormick

Illustration: Edith Zimmerman

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a16z Podcast: Independents on the Board

a16z Podcast: Independents on the Board

with Anne Mitchell, Lars Dalgaard, and Scott Kupor"Orthogonal thinking" but "shared core values" -- that's what makes an ideal board... especially when it comes to "independents", i.e., board members who aren't also investors. But how do you get the most out of those independent directors, who are often in the minority? How do you bring in the best board member for the company, team, product -- not just as another box to check on the road to IPO, but to ensure a fresh and/or missing perspective? And finally, how can the existing board -- and CEO -- best prepare for the changing dynamics? Leaders have to evolve with the company after all.In this episode of the a16z Podcast, moderated by managing partner Scott Kupor, general partner Lars Dalgaard (formerly CEO and founder of SuccessFactors) and executive coach (and former investor) Anne Mitchell -- both of whom have served on boards for companies all the way from private stage to IPO -- share their thoughts and experiences. The conversation took place as part of our annual Director’s College at Stanford University in April 2017.

4 Aug 201722min

a16z Podcast: From Mind at Play to Making the Information Age

a16z Podcast: From Mind at Play to Making the Information Age

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a16z Podcast: The Curious Case of the OpenTable IPO

There are the things that you carefully plan when it comes to an IPO -- the who (the bankers, the desired institutional investors); the what (the pricing, the allocations); and the when (are we ready? is this a good public business?). But then there are the things that you don't plan: like the worst financial crisis since the Great Depression... as happened before the OpenTable IPO. There's even a case study about it. And so in this episode of the a16z Podcast, we delve into those lessons learned and go behind the scenes with the then-CEO of the company -- now general partner Jeff Jordan -- and with the then-banker on the deal, J.D. Moriarty (formerly head Managing Director and Head of Equity Capital Markets at Bank of America Merrill Lynch), in conversation with Sonal Chokshi. Is there really such a thing as an ideal timing window? Beyond the transactional aspects of the IPO, which relationships matter and why? And then how does the art and science of pricing (from the allocations to the "pop") play here, especially when it comes to taking a long-term view for the company? What are the subtle, non-obvious things entrepreneurs can do -- from building a "soft track record" of results to providing the right "guidance" (or rather, communication if not guidance per se) to the market? And finally, who at the company should be involved... and how much should the rest of the company know/ be involved? In many ways, observes Jordan -- who got swine flu while on the road to the OpenTable IPO -- "your life is not your own" when you're on the road, literally. But knowing much of this can help smooth the way.

24 Juli 201730min

a16z Podcast: Making a (Really) Wild Geo-Engineering Idea Real

a16z Podcast: Making a (Really) Wild Geo-Engineering Idea Real

Here’s what we know: There’s a pair (father and son) of Russian scientists trying to resurrect (or rather, "rewild") an Ice Age (aka Pleistocene era) biome (grassland) complete with (gene edited, lab-grown) woolly mammoths (derived from elephants). In Arctic Siberia (though, not at the one station there that Amazon Prime delivers to!). Here's what we don't know: How many genes will it take? (with science doing the "sculpting" and nature doing the "polishing")? How many doctors will it take to make? (that is, grow these 200-pound babies in an artificial womb)? What happens if these animals break? (given how social elephants are)? And so on... In this episode of the a16z Podcast -- recorded as part of our podcast on the road in Washington, D.C. -- we (Sonal Chokshi and Hanne Tidnam) discuss all this and more with Ross Andersen, senior editor at The Atlantic who wrote "Welcome to Pleistocene Park", a story that seems so improbably wild yet is so improbably true. And while we focus on the particulars of what it takes to make this seemingly Jurassic Park-like story true, this episode is more generally about what motivates seemingly crazy ideas -- moving them from the lab to the field (quite literally in this case!) -- often with the help of a little marketing, a big vision, and some narrative. And: time. Sometimes, a really, really, really long time... image: National Park Service

18 Juli 201730min

a16z Podcast: Addiction vs Popularity in the Age of Virality

a16z Podcast: Addiction vs Popularity in the Age of Virality

In the age of virality, what does it actually mean to be popular? When does popularity -- or good product design, for that matter -- cross over from desire and engagement... to addiction? Journalist and editor Derek Thompson, author of Hit Makers: The Science of Popularity in an Age of Distraction -- and NYU professor Adam Alter, author of Irresistible: The Rise of Addictive Technology and the Business of Keeping Us Hooked -- share their thoughts on these topics with Hanne Tidnam in this episode of the a16z Podcast. The discussion covers everything from the relationship between novelty and familiarity (we like what we know we like! and want more of it!) to what makes a hit. And what's going on when we suddenly fall in love with something "new" and can't get enough of it -- like playing a new video game or binge-watching a TV show.

15 Juli 201726min

a16z Podcast: The Golden Era of Productivity, Retail, and Supply Chains

a16z Podcast: The Golden Era of Productivity, Retail, and Supply Chains

This episode of the a16z Podcast takes us on a quick tour through the themes of economics/historian/journalist Marc Levinson's books -- from An Extraordinary Time, on the end of the postwar boom and the return of the ordinary economy; to The Great A&P, on retail and the struggle for small business in America; all the way through to The Box, on how the shipping container made the world smaller and the world economy bigger. In this hallway-style conversation, Levinson and we (with Sonal Chokshi and Hanne Tidnam) touch on everything from productivity growth & GDP to the "death of retail" -- to finally connecting all the dots through logistics, transportation, infrastructure, and more. How are supply chains changing? How does all this, taken together, affect the way we work? And what can -- or can't -- policymakers do about it? Perhaps, Levinson argues, a lot of the improvement to our living standards really comes out of "microeconomic improvements at the private sector level rather than as a matter of great policy". But that's a bitter pill to swallow for those seeking solace in easy answers from governments, whether at a national or city level. Maybe it's just a matter of managing our expectations -- or resetting our clock for when the new normal begins... and ends.

11 Juli 201733min

a16z Podcast: The Cloud Atlas to Real Quantum Computing

a16z Podcast: The Cloud Atlas to Real Quantum Computing

A funny thing happened on the way to quantum computing: Unlike other major shifts in classic computing before it, it begins -- not ends -- with The Cloud. That's because quantum computers today are more like "physics experiments in a can" that most companies can't use yet -- unless you use software, not just as cloud infrastructure for accessing this computing power commercially but for also building the killer app on top of it. What will that killer app be? With quantum virtual machines and special languages for connecting and trading off classic and quantum computing, companies and developers may be able to help figure that out, not to mention get ahead of this next computing platform (before it surprises them). Ok, sounds great. Only the old rules don't all apply: You have to fundamentally rethink algorithms for quantum computing, just as with previous waves of high-performance computing before it -- from CPU to GPU to TPU and now to QPU. Because as chips evolve, so do algorithms, and vice versa, in an iterative way. But the chicken-egg question of which came first (the algorithm or the specialized hardware for running it?) doesn't matter as much because the answer itself involves herding chickens: "You're trying to get all of these independent processes to run and cooperate with each other to produce an answer and do so in a way that was faster" than the other way before it, observes Jeff Cordova, interim head of software engineering at quantum computing startup Rigetti Computing. "In hindsight, we really care about the statistical model, not watching the entire movie", shares general partner Vijay Pande, based on his own experiences in the world of high-performance computing. In this episode of the a16z Podcast (in conversation with Sonal Chokshi), Cordova and Pande talk all about the realities of engineering -- and using -- the next computing platform beyond scientific research and hardening it into practical, commercial, industrial-scale reality. Luckily, the cloud provides a map to get us there, today.

30 Juni 201725min

a16z Podcast: Companies, Networks, Crowds

a16z Podcast: Companies, Networks, Crowds

Is a network -- whether a crowd or blockchain-based entity -- going to replace the firm anytime soon? Not yet, argue Andrew McAfee and Erik Brynjolfsson in the new book Machine, Platform, Crowd. But that title is a bit misleading, because the real questions most companies and people wrestle with are more "machine vs. mind", "platform vs. product", and "crowd vs. core". They're really a set of dichotomies. Yet the most successful systems are rarely all one or all the other. So how then do companies make choices, tradeoffs in designing products between humans and machines, whether it's sales people vs. chatbots, or doctors vs. AIs? How can companies combine the fundamental building blocks of businesses -- such as network effects, platforms, crowds, and more -- in a way that lets them get ahead on the chessboard against the Red Queen? And then finally, at a macro level, how do we plan for the future without falling for the "fatal conceit" (which has now, arguably flipped from radical centralization to radical decentralization) ... and just run a ton of experiments to get there? We (Frank Chen and Sonal Chokshi) discuss all this and more with Brynjolfsson and McAfee, who also founded MIT's Initiative on the Global Economy -- and previously wrote the popular The Second Machine Age and Race Against the Machine. Maybe there's a better way to stay ahead without having to run faster and faster just to stay in place like Alice in a tech Wonderland.

29 Juni 201735min

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