Not Boring

“There's a path to this being a million person newsletter at some point in the next five years.”

“I don't think it's gotten, you know, any easier convincing founders to give me allocation at 50,000 readers or 88,000 readers. Like if they're a reader, then they kind of get it. And if they're not, then You know, they don't on the sponsorship side. It's diffe…”

“And I have a few pieces kind of coming up, and so I think chances are we're going to just kind of cross a million dollars in 2021.”

“It's been probably close to a million words in a year and a half at this point.”

“I did some research last night. Not Boring is the number one substack newsletter on business.”

“If you're not yourself, it's not like a be true to yourself kind of thing. It's like, you're going to have a miserable experience because all of your interactions are going to be other people wanting to interact with this persona, or if I were writing from a d…”

“The more I do of that stuff, the more dilutes the core thing. And the more it makes it seem like kind of a shill factory”

“As soon as I go in-house somewhere, Like I lose half of my value or, you know, X percent of my value as soon as I go in-house somewhere. And that is kind of one, even though, you know, I do do sponsored posts and all of that, there is like this independent voi…”

“Lenny's audience is so specific and like, you know exactly who you are and who should be paying for that, which is people who do product or people who do growth. And not only do they know that they should be reading that and that they need to pay for it, their…”

“The most beautiful part about sub stack is because they've taken such a strong stand for subscriptions and against advertising. No one on their team has ever even reached out to me. And so I paid zero dollars for my main platform because they want to pretend l…”

“I'm like, you know, a 105 or something on Twitter and 88 in the newsletter.”

“If I get hit by a bus, like not boring is just done. And that's like the extreme example and the example that everybody uses when they talk about one person things, but that means that like every week, if I don't show up and write something, the momentum slows…”

“I think I don't want to raise money because then I'd have bosses and I don't think I'd get a valuation that I'd be happy to sell part of myself for.”

“It still grows a thousand to 2000 people a week, the newsletter, but a thousand to 2000 people a week is a lot different when you're at 40,000 versus 80,000.”

“One of the tests that I always run for myself, and I probably actually would have failed this test, is if Theranos had come to me on a sponsored post, you know, however many years ago, chances are, frankly, I would have written something positive on Theranos b…”