Jessica Lessin is all in on paywalls. The founder and editor-in-chief of The Information — an ad-free tech and business publication where subscriptions cost $399/year — has long been a vocal advocate for sustainability through reader-generated revenue. It’s something that comes up often in her interviews, the weekly column on media and tech she writes, and the formal (and informal) advice she doles out to other journalists-turned-founders.
Lessin left The Wall Street Journal to launch The Information in 2013 and retains full ownership of the profitable company. In the seven years since the first WordPress post, Lessin has been tapped for advice — particularly on recreating her publication’s envy-inducing subscription business — by newsy startups including The 19th, Punchbowl, and Rest of World. She’s mentored a dozen more emerging outlets through The Information Accelerator, half of which have at least one female founder.Lessin is sharp, thoughtful, and downright bullish about what subscriber-driven journalism can do. The Information itself is planning a newsroom expansion in 2021, including a just-hired tech and media reporter covering antitrust and other regulatory issues. (Sure to be a quiet beat!) We talked about mentoring, the best advice she got as a new founder, and what matters more than building “the fanciest website.” My conversation with Lessin, edited for clarity and length, is below.
We’ve seen a huge uptick in the number of entrepreneurs we’re working with. In some cases, it’s a little more formal. In other cases, we host publications for Zoom calls. We had one last week on the very sexy topic of funnel optimization.
Everybody wants to grow fast. That’s expected, but how do you achieve the right kind of growth? Everyone knows you could slash your price and get a boost that day, but what’s the long-term path? Any startup is going to be very focused on the team and getting hiring right. That’s a big focus, as well. How to leverage — or not — the tech platforms is another recurring theme. When do you partner with Google and Facebook and Apple? When do you not? That calculus is a very different if you’re a smaller company or a larger company.
For me, what’s most exciting is to see the excellence everyone has when it comes to their domain in terms of reporting. Take Punchbowl, which launched a couple of weeks ago, as a new outlet in Washington. I’ve just been glued to them. The amount of news they’re breaking about dynamics in Congress every day is true journalistic excellence. Our expertise sits in in the world of technology and business, and it’s been fascinating to see others in other areas just crush it. A lot of my advice is around embracing that, and doubling down on that, and tripling down on that.
Frankly, the really hard part is the journalism. Everything else can be learned and shared. That’s the philosophy of how I approach advising these companies: “Let me help you get up to speed as fast as possible on everything else, as much as we’ve learned, so you can focus on the journalism.”
I certainly believe in other models. The 19th [where Lessin serves as board chair] is a nonprofit but also has a booming membership program. That’s a key asset both in terms of revenue to support the journalism but also in terms of the community it’s building.
We have to get over this idea that membership and subscription models are premium or lock some people out. The problem I’m worried about most is that if we don’t have ways to pay and support and encourage professional journalists, the amount of professional reporting that’s going to happen is going to be diminished. I think we need to come up with great models and just because a publication has a portion of its revenue stream that is paid doesn’t mean that it’s locking out readers. I think you’d be hard pressed today to find a publication that doesn’t do that to some degree. I mean, even Axios now has a B2B subscription product. I’m encouraged that news organizations are exploring a bit.
Many people — and people I respect — say the rise of subscriptions has led to more partisanship in journalism. I actually think the opposite is true, if you look at the facts. The days of clickbait and sensational, ad-driven news models put us in this place. We have to be careful; you see subscription publications that have a narrowing of perspective because they’re catering too much to their subscribers. But the bigger problem for society and the bigger crisis around misinformation would be if we don’t have outlets breaking the real, important, true information. That’s the thing we need more of. If the story is important enough, everyone will know about it.
I think that’s a bit counterintuitive to people. I certainly know that when I started The Information, it didn’t seem like the world needed another tech publication. There were so many blogs and it just seemed like we were swimming in it. But what we saw is that that coverage was skewed, it was often hype-y, and it was not very deep. We found this huge open field of coverage no one was doing by digging and trying to get to the bottom of how businesses were actually doing. There’s a huge market for that. It really comes back to the originality of the journalism.
Most of the people I work with are building companies and teams — they’re not one-man shops. But I think you’re also seeing the rise of individuals go to platforms like Substack and others and the same dynamics play out there. The ones that are saying things that are unique and valuable are seeing very substantial audiences and ones that are not doing that aren’t. It’s kind of that simple.
For me, it’s a small example, but I hated the fact that if I wanted a chart made, I had to email my data to some person who I’d never meet and there was no back and forth between me and the data journalists around building this visual that I think really explained my story. Again, it’s a very small thing, but it’s something that we could fix day one with how we structured our team. I also really felt like readers didn’t really want another, “Is this founder really worth $3 billion?” kind of story. They wanted to understand, “What is this business? Why are people using it? How is it making money? How may it make money 10 years from now?” It’s funny how often you go back to the same advice, even at our scale.
As a publication that cares about our journalists’ reputations and protecting them, we can’t ignore the fact that if someone is really active on social media around certain causes or issues that could that could impede what they can report and it could also unfairly create complications for their team. Maybe you’re not covering that CEO that you’ve been critical of, but someone else is. We’ve asked our journalists to take that very seriously — and I think they do. It isn’t something I like to have black and white lines around. We put a lot of confidence in our reporters to understand the dynamics and feel grateful that they do.