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: The Role of Academia in the Startup World

a16z Podcast: The Role of Academia in the Startup World

Getting denied another round of NSF funding in the early days of Mosaic turned out to be a huge catalyst to start a company around the fledgling web browser, says Marc Andreessen. That company was Netscape. Andreessen was still at the University of Illinois at the time, and he wanted the NSF money to help build what amounted to a customer support team. That wasn’t the NSF’s business. Since Andreessen’s Mosaic days, calibrating the interplay between academia, government, and the private sector has gotten, if not easier, less exotic -- with schools like UC Berkeley and Stanford setting the standard for providing students and faculty with a clear path forward. From picking the right classes, to picking the right institution from which to turn research into a company, Andreessen and Chris Dixon discuss the role academia plays in the startup world in this segment of the a16z Podcast. This discussion was part of the firm’s 2015 Academic Roundtable.

13 Okt 201546min

a16z Podcast: How Big Companies Can Get the Most From Silicon Valley

a16z Podcast: How Big Companies Can Get the Most From Silicon Valley

There is a stream of the world's largest companies coming to Silicon Valley looking for innovation. But how do they find it, and then, how do they bring it back home? a16z's Elizabeth Weil joins this segment of the pod to lay out what the Fortune 500 and Global 2000 are looking for in Silicon Valley's startup landscape, and how both sides -- big companies and small -- can initiate and nurture profitable relationships. The views expressed here are those of the individual AH Capital Management, L.L.C. (“a16z”) personnel quoted and are not the views of a16z or its affiliates. Certain information contained in here has been obtained from third-party sources, including from portfolio companies of funds managed by a16z. While taken from sources believed to be reliable, a16z has not independently verified such information and makes no representations about the enduring accuracy of the information or its appropriateness for a given situation. This content is provided for informational purposes only, and should not be relied upon as legal, business, investment, or tax advice. You should consult your own advisers as to those matters. References to any securities or digital assets are for illustrative purposes only, and do not constitute an investment recommendation or offer to provide investment advisory services. Furthermore, this content is not directed at nor intended for use by any investors or prospective investors, and may not under any circumstances be relied upon when making a decision to invest in any fund managed by a16z. (An offering to invest in an a16z fund will be made only by the private placement memorandum, subscription agreement, and other relevant documentation of any such fund and should be read in their entirety.) Any investments or portfolio companies mentioned, referred to, or described are not representative of all investments in vehicles managed by a16z, and there can be no assurance that the investments will be profitable or that other investments made in the future will have similar characteristics or results. A list of investments made by funds managed by Andreessen Horowitz (excluding investments and certain publicly traded cryptocurrencies/ digital assets for which the issuer has not provided permission for a16z to disclose publicly) is available at https://a16z.com/investments/. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see https://a16z.com/disclosures for additional important information.

9 Okt 201516min

a16z Podcast: Wall Street's Most Hated Man -- A Conversation With Overstock.com's Patrick Byrne

a16z Podcast: Wall Street's Most Hated Man -- A Conversation With Overstock.com's Patrick Byrne

Mention Patrick Byrne, the founder and CEO of Overstock.com, and you’ll elicit a strong opinion. In 2004, one hedge fund manager labeled Byrne the most hated man on Wall Street -- a label he wears proudly. Byrne started Overstock.com in 1999, and the online retailer has been through a lot of change in the intervening years. At the outset, Byrne didn’t want Overstock to be a technology company trying to get retail right, he wanted to be a retail company that was amplified by technology. Looking back, he says, he had the emphasis wrong -- it should have been on technology. Byrne has been focused on the technology side of things ever since, pushing Overstock further into the cloud, as well as becoming the first major online merchant to accept Bitcoin. Byrne joins this segment of the a16z Podcast to discuss the state of online retail, value investing in tech, and why he believes Bitcoin and the crypto revolution is bigger than the Internet. The views expressed here are those of the individual AH Capital Management, L.L.C. (“a16z”) personnel quoted and are not the views of a16z or its affiliates. Certain information contained in here has been obtained from third-party sources, including from portfolio companies of funds managed by a16z. While taken from sources believed to be reliable, a16z has not independently verified such information and makes no representations about the enduring accuracy of the information or its appropriateness for a given situation. This content is provided for informational purposes only, and should not be relied upon as legal, business, investment, or tax advice. You should consult your own advisers as to those matters. References to any securities or digital assets are for illustrative purposes only, and do not constitute an investment recommendation or offer to provide investment advisory services. Furthermore, this content is not directed at nor intended for use by any investors or prospective investors, and may not under any circumstances be relied upon when making a decision to invest in any fund managed by a16z. (An offering to invest in an a16z fund will be made only by the private placement memorandum, subscription agreement, and other relevant documentation of any such fund and should be read in their entirety.) Any investments or portfolio companies mentioned, referred to, or described are not representative of all investments in vehicles managed by a16z, and there can be no assurance that the investments will be profitable or that other investments made in the future will have similar characteristics or results. A list of investments made by funds managed by Andreessen Horowitz (excluding investments and certain publicly traded cryptocurrencies/ digital assets for which the issuer has not provided permission for a16z to disclose publicly) is available at https://a16z.com/investments/. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see https://a16z.com/disclosures for additional important information.

6 Okt 201535min

a16z Podcast: A Podcast about Podcasts

a16z Podcast: A Podcast about Podcasts

Podcasts and podcasting have been around a while, but seem to be going through a renaissance of sorts -- partly enabled by connected cars and other technologies. But how do we discover podcasts; is the ideal atomic unit the show, or an individual episode/topic? What makes a good podcast? And given their intimacy, how can brands and communities engage with podcasts? We discuss this and more in this oh-so-meta episode of the a16z Podcast-about-podcasts. And to help us do that, we invited longtime podcaster and radio host Roman Mars -- of the highly regarded design show 99% Invisible -- as well as fans (and now curators of) podcasts, Ryan Hoover and Erik Torenberg of Product Hunt. [Along with, of course, your a16z Podcast producers and hosts Sonal Chokshi and Michael Copeland.] The views expressed here are those of the individual AH Capital Management, L.L.C. (“a16z”) personnel quoted and are not the views of a16z or its affiliates. Certain information contained in here has been obtained from third-party sources, including from portfolio companies of funds managed by a16z. While taken from sources believed to be reliable, a16z has not independently verified such information and makes no representations about the enduring accuracy of the information or its appropriateness for a given situation. This content is provided for informational purposes only, and should not be relied upon as legal, business, investment, or tax advice. You should consult your own advisers as to those matters. References to any securities or digital assets are for illustrative purposes only, and do not constitute an investment recommendation or offer to provide investment advisory services. Furthermore, this content is not directed at nor intended for use by any investors or prospective investors, and may not under any circumstances be relied upon when making a decision to invest in any fund managed by a16z. (An offering to invest in an a16z fund will be made only by the private placement memorandum, subscription agreement, and other relevant documentation of any such fund and should be read in their entirety.) Any investments or portfolio companies mentioned, referred to, or described are not representative of all investments in vehicles managed by a16z, and there can be no assurance that the investments will be profitable or that other investments made in the future will have similar characteristics or results. A list of investments made by funds managed by Andreessen Horowitz (excluding investments and certain publicly traded cryptocurrencies/ digital assets for which the issuer has not provided permission for a16z to disclose publicly) is available at https://a16z.com/investments/. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see https://a16z.com/disclosures for additional important information.

4 Okt 201533min

a16z Podcast: Money, Risk, and Software

a16z Podcast: Money, Risk, and Software

Financial services are overdue for an overhaul. With a16z's newest general partner, Alex Rampell (who just officially started), this segment of the podcast explores the world of fintech... How software backed up by data is being brought to bear on lending, insurance, and the science (oftentimes art) of underwriting risk. We also get a taste of what life was like for Rampell running a successful internet business out of his bedroom -- an experience that would lead him toward the world of monetization/ payments and eventually co-founding numerous startups.

2 Okt 201538min

a16z Podcast: Advertising vs. Micropayments in the Age of Ad Blockers

a16z Podcast: Advertising vs. Micropayments in the Age of Ad Blockers

Apple included support for ad blocking in its recent iOS 9 update, and for many that prompted discussions around an age-old question: Is traditional advertising a viable business model for content -- and if it isn’t, what has a shot at replacing it? In this segment of the a16z Podcast [and one of our first podcasts 'by request'], Chris Dixon (who led our BuzzFeed investment and has previously shared his thoughts on the topic) and Benedict Evans (who has also been an independent content site producer himself and has shared some of his thoughts on the topic) discuss the future of advertising; why micropayments have been mostly a non-starter until now; the chicken-egg issue; and which alternative forms of advertising -- native ads, for example -- are showing promise. Finally, why quality media outlets will do extremely well once the industry comes out on the other side of this wrenching transitional period. The views expressed here are those of the individual AH Capital Management, L.L.C. (“a16z”) personnel quoted and are not the views of a16z or its affiliates. Certain information contained in here has been obtained from third-party sources, including from portfolio companies of funds managed by a16z. While taken from sources believed to be reliable, a16z has not independently verified such information and makes no representations about the enduring accuracy of the information or its appropriateness for a given situation. This content is provided for informational purposes only, and should not be relied upon as legal, business, investment, or tax advice. You should consult your own advisers as to those matters. References to any securities or digital assets are for illustrative purposes only, and do not constitute an investment recommendation or offer to provide investment advisory services. Furthermore, this content is not directed at nor intended for use by any investors or prospective investors, and may not under any circumstances be relied upon when making a decision to invest in any fund managed by a16z. (An offering to invest in an a16z fund will be made only by the private placement memorandum, subscription agreement, and other relevant documentation of any such fund and should be read in their entirety.) Any investments or portfolio companies mentioned, referred to, or described are not representative of all investments in vehicles managed by a16z, and there can be no assurance that the investments will be profitable or that other investments made in the future will have similar characteristics or results. A list of investments made by funds managed by Andreessen Horowitz (excluding investments and certain publicly traded cryptocurrencies/ digital assets for which the issuer has not provided permission for a16z to disclose publicly) is available at https://a16z.com/investments/. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see https://a16z.com/disclosures for additional important information.

25 Sep 201525min

a16z Podcast: Building the Right Technical Advisory Board

a16z Podcast: Building the Right Technical Advisory Board

There is increasing interest among companies -- small and large -- in putting together technical advisory boards. It sounds pretty straightforward: get some senior technical experts to help with the technical speed bumps. But if that is all your technical advisory board is, you are missing out. Built and utilized correctly, a technical advisory board can be a huge advantage when it comes to mapping out a long-term strategic plan, finding talent, and building a great engineering culture. On this segment of the a16z Podcast we break down the right way to build a technical advisory board; what you should expect from the board (and just as important, what you shouldn’t). And for those looking to serve on a technical advisory board, the reasons to do it, as well as the things to consider before committing. This conversation was recorded as part of an event featuring four technical experts: Arnie Goldberg from PayPal; Purnima Padmanabhan, former CEO of Cavirin; Alex Roetter, SVP of Engineering at Twitter; and a16z General Partner Peter Levine.

21 Sep 201535min

a16z Podcast: Making the Case for Permissionless Innovation

a16z Podcast: Making the Case for Permissionless Innovation

The internet as it has evolved in the United States is perhaps the best example of “permissionless innovation” -- the idea that you can innovate without first waiting for permission or clearance. And so academics, entrepreneurs, and people took up the internet, developed technologies over it, and in the process created fantastically valuable companies that are now household names around the world. But such innovation hasn't happened outside the U.S., argues Adam Thierer -- research fellow with the Technology Policy Program at the Mercatus Center at George Mason University -- because other regions have reversed the model of "innovate first, regulate later" (or rather, regulate only as necessary and if not already covered by existing laws). Thierer, who has also authored a book on Permissionless Innovation, joins this segment of the a16z podcast to discuss "technopanic" cycles; emerging areas of interest; and where "best practices" help ... or hurt when it comes to soft regulation.

17 Sep 201522min

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