βThere's a lot of fear out there. Just remember, Warren Buffett said be be greedy when others are fearful and fearful when others are greedy. So the first wave of AI was a lot of people being greedy, and now all of a sudden there's fear for the first time. So if you're a net buyer of stocks, this is when you it's when you sharpen your pencil.β
Most employees stop learning the moment they leave school
βmost people don't think about continuous learning in their job. Now the the founders do because they they're learning these new technologies, and maybe doctors do because it's required by law, but most people that get into a field, I think I think the college experience and the high school experience were so exhausting. They're like worn out and they're like, I'm glad I'm done learning and then they're gonna go to work. But whatever you do, I guarantee you, especially with AI out there, there's some nuance of what you could be doing that's new and and unless you're trying to find that edge, somebody else may be.β
The CEO job requires running emotionally opposite the company
βI think the CEO job is the loneliest job in America. I've said that many many times before. It's hard. And one of the things that makes it particularly hard, you need to run culturally opposite what's happening at the company. So if the company's doing poorly, you have to bring the positive energy and make people believe it's possible. And if the company's running hot, you wanna bring them down to earth.β
Bezos invests only in founders with insane determinism
βI once asked Jeff Bezos how he could possibly be good at angel investing while he's running this company. Oh, he did, Google, Uber. Like, it's a murderer's road. But but but to get to the point, he said the only thing he looks for is this insane determinism. He's like he he wanted to believe the person was gonna go do this no matter what come hell or high water.β
Acquired Podcast charges up to $4.7M for four mid-roll ads
βDid you see, like, the, what the acquired podcast guys are selling podcast ads for? Over my Twitter 4,800,000 for a pre roll. Four episodes, twenty 20 nine season. Four episodes for mid roll ads is $4,700,000. I think they're selling out because this they're selling into 2028 and 2029.β
Social media has effectively replaced traditional blogging
βI think if you're, like, an alien and you come and look at humans or how they're using their computers and stuff, like blogging people differentiate blogging and social media, and I'm like, I think social media is blogging. Right? So let's say Twitter or x, whatever, Instagram. I have a piece of content, a picture, a text update. I post it on this network. People read it and comment on it. That's blogging. It's the same thing.β
Style and weirdness now beat sanitized professional content
βI actually did. I rerecorded my whole course a long time ago because I used to use a lot of profanity and just weird examples, and I made a copywriting for business course. And I recorded the whole thing. I wore a suit and tie, and it flopped hard. And every business that is like, why don't you buy this version instead of the normal one? They're like, no. No. No. We want the stupid version because, like, that's what is is, like, fun.β
Big sales come from small dinners, not cold emails
βI said, do you send out cold emails to drum up? You know, he's just like, I'd rather go to one conference and just host a private dinner with four people rather than sending out 10,000 emails. Because of those four people, something will come up two of them, and two of them may not do direct business of with us, but they might, like, intro us later or later in a career change have some sort of, like, you know, synergy, whatever. More business comes from all of those than all of their outreach combined.β
Passion is overrated β chase fascination instead
βWe highlight in the book that that word's kind of cliched and overused. Seinfeld gave a talk at Duke where he said fascination was a better word. I think obsession's a good word. We titled the chapter chase your curiosity. Like, what just what is it that you you can't ignore? Like, what is this thing that you love so much that you always wanna know more about it?β
One properly written email delivered AppSumo's first $10K profit day
βI sent out a properly copy written email where I was just like, hey. I have too much inventory on this thing. Last call to get it. No pictures. No nothing. One link. And that was my first $10,000 day that I ever did. I never made that much money in one day before outside of, like, Halloween or something. And I was like, woah. Something's up with this.β
Sponsorships should ramp down on performance, not get yanked
βWe're gonna pay you I'm gonna make a $10,000 a month, right, for six months. And then what's gonna happen is, unless you hit certain goals by that sixth month, the seventh month, you only make what percentage of that goal you hit. So if you hit 1010% of your goal number, we'll pay you 10% of that $10,000. I think a lot of sponsors, what happens, they pull the plug, and then it severs the tie. So then I feel like, oh, they don't wanna work with me? Whereas this way, I'm still making money, but it goes down, and there's a natural conclusion to the sponsorship that feels very natural and not like they yank the cord.β
A 50-something Haitian immigrant built a million-dollar pillow business
βSo my mother-in-law, her name's Smithy. She came here, to to America from Haiti at, like, 14 years old. Didn't speak English. Married my father-in-law, Jeff. Jeff owned a moving company. Smithy was a stay at home mom for a long time. The kids grew up, and she was like, I'm kinda lost. I need to do something. So about five years ago, she says to me. She goes, Sam, I think I'm gonna start an online store that sells pillows. She now has a pillow company that sells over $1,000,000 a year in pillows. She has a warehouse in New Jersey with five full time employees selling pillows.β
βIf you're crafting your own personal career and you're high agency, I think that's the word you used earlier, AI is like a jetpack. Like, you can do more stuff than you ever could before. You can learn faster than you ever could before in the history of time. You can find people to connect with. You can network faster than than you ever could before. And so if you have agency and and a direction you're headed in, AI is gonna make things way better.β
βDaniel O'Shea, the guy who is the director of x engineering team, he told me this. Everything I'm building has to be defensible by, like, ChatGPT seven. Right? So it used to be with ChatGPT sorry. Before ChatGPT, OpenAI, you had to give it long prompts. Everyone thought everyone's gonna be prompt engineers. I was telling people from the beginning. I'm like, the next model that come out, you will not need this prompt. It just gets that good.β
Selling software is dead because anyone can vibe-code it
βSo in the past, I thought, man, if I could just make software and sell it, I would be the king of the world. And that was true ten years ago. It is not necessarily true. The moat of just having a piece of software is not really big anymore. So it's really hard to sell those small tools unless you're in a very niche industry or there's some extra rules around it.β
βWe came across this Gallup poll that said 53% of people aren't engaged at work. And so we had this idea to ask, like, a thousand people if you could start your career over again, would you do it differently? And and seven out of 10 said yes. And then we we took that to to Wharton People Analytics to do the official academic version so you make sure you get all the statistical data correct. And their their number came back six out of 10, so still a really big number.β
βI think the way you describe it is right. Like, everyone talks about mentors and no one talks about peers. So I do have a chapter on mentors, and I offer a ton of very practical advice about how to play that correctly. But the peer thing, the idea is that when you get on that first rung of the ladder and you're trying climate, if you could develop a friend group, it might be four, it might be six that are also on that same journey. And hopefully, I think outside your organization.β
Lifestyle inflation traps high earners in jobs they hate
βI saw a ton of those people when I came to New York. we were getting paid decent money, like, for entry level jobs, but they would run and get they'd go get the place in the Hamptons, and they'd join the private club, and they'd run their budget right up to the top, sometimes above it. It's where if they don't get the bonus, they're underwater.β