The Ledger

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Opinion
Lieberman: Exploring fringe 'Edge City' subcultures is mandatory for finding ideas
“Because I want to set the foundation such that you understand why Edge City is mandatory for finding great business ideas.”
Alex Lieberman Sep 11, 2023 ▶ 2:31 Where I Go For Startup Ideas
Opinion
Lieberman is bearish on cold plunges, pickleball, and 99% of AI startups
“And then I said, I'm bearish on cold plunges. Sorry to people who enjoy cold plunges. Pickleball, 99% of AI startups, and BTC creator businesses.”
Alex Lieberman Sep 4, 2023 ▶ 7:16 The Difference Between Demand and Product Market Fit
Opinion
Sending voice notes unfairly transfers your time burden to the recipient
“I fucking hate voice notes. And the reason why is I think you're transferring your time to somebody else.”
Codie Sanchez Aug 30, 2023 ▶ 12:15 Why All Entrepreneurs Are Contrarians w/ Codie Sanchez
Opinion
Alex Lieberman believes building a B2B business is easier than B2C
“It's B to B, which I generally think is easier than building a B to C business.”
Alex Lieberman Jun 26, 2023 ▶ 13:51 Failure is Part of the Journey
Opinion
Lieberman: Social media content can generate nearly unlimited agency client demand
“I think the first thing is generating demand, meaning I think that just by me creating content on Twitter and LinkedIn, I can generate unlimited or close to unlimited demand from clients such that clients should never be the bottleneck.”
Alex Lieberman May 30, 2023 ▶ 9:26 I Started Another Business. It Was By Accident.
Opinion
Traditional venture capital avoids high-risk, capital-intensive deep tech startups
“There's, you know, some folks at the big groups that focus on D tech, but they really focus on like kind of the ancillary businesses. They're not focused on the businesses that need a ton of cash that have potentially low odds of success that could be really g…”
Brett Adcock May 23, 2023 ▶ 22:16 Building Technology With Infinite Scale
Opinion
Silicon Valley cultures split between lifestyle perks and mission-driven execution
“And I think there's like, there's, like, there's basically two bifurcated cultures out here in Silicon Valley. There's the culture of like, you know, Google, Facebook, Pinterest, that like, you know, we're here for you. We'll pay you as much money as possible,…”
Brett Adcock May 23, 2023 ▶ 39:58 Building Technology With Infinite Scale
Opinion
Jain: Silicon Valley Has Damaged Its Goodwill and Trust With Regulators
“Silicon Valley has not done itself any favors in building goodwill and trust with the regulators.”
Ankur Jain Apr 4, 2023 ▶ 40:00 How This Founder Wants to Reward You for Paying Rent
Opinion
Lieberman: Twitter and LinkedIn deliver higher ROI for founders than video
“I feel as though text-based platforms like Twitter and LinkedIn, which to be honest, for founders and for business professionals, probably have higher ROI of generating revenue or partnerships or investor dollars because I think these platforms have been forgo…”
Alex Lieberman Mar 30, 2023 ▶ 6:42 This Content Agency Will Change The Game for Founders
Opinion
Pujji: Claiming employees must have equity to act like owners is manipulative
“I don't think you have to own part of the company. And I think that's like a faux narrative oftentimes that founder, you know, founders will somewhat be manipulative around, oh, everyone's an owner here.”
Jesse Pujji Mar 28, 2023 ▶ 14:24 The Business Behind Conferences + Embracing Confrontation
Opinion
Pujji: SVB's headwinds justified shorting the bank, not FDIC receivership
“Now, all of that is a good reason to short a bank and make money off the equity being worth less. None of that is a good reason for Silicon Valley Bank to now be in receivership.”
Jesse Pujji Mar 13, 2023 ▶ 11:55 Silicon Valley Bank: What Happened and Why
Opinion
Lieberman: Meetings are often a lazy alternative to doing work
“And I find meetings are oftentimes a lazy attempt to get something done. Something needs to be done, and the easiest thing to do is for you to just throw time on a calendar instead of just doing the thing now.”
Alex Lieberman Mar 9, 2023 ▶ 3:05 How to Not F*ck Up Your Meetings
Opinion
Lieberman: VC funding may force Doola to expand too broadly
“I think my biggest skepticism is I don't know if the venture route was right for them. It's not a winner takes all market. I just think to your point, I think for the business they're in, it could cause them to go super wide too soon.”
Alex Lieberman Mar 7, 2023 ▶ 45:41 The Story of Sam Zemurray is Bananas
Opinion
Medeiros: Meta's biggest problem is that it does not care about advertisers
“And I think that's meta's biggest problem is just like, doesn't care about advertisers even though it's their business.”
Isaac Medeiros Feb 28, 2023 ▶ 17:31 How a 26-Year Old With Autism Built a $10 Million Samurai Sword Business
Opinion
Lieberman: Buyers and sellers rarely act in good faith during M&A
“Most people do not act in good faith when they're buying or selling companies.”
Alex Lieberman Jan 31, 2023 ▶ 42:29 Exclusive: Selling My Company & Making Life-Changing Money
Opinion
Swanson: Most Founders and CEOs Are Mediocre Delegators
“Most CEOs And founders are actually pretty mediocre delegators. when it comes to working with an assistant we've worked with, you know, a thousand plus at Athena and some of the best YC Sequoia back companies, and most founders never graduate beyond the kind …”
Jonathan Swanson Jan 24, 2023 ▶ 34:00 Jonathan Swanson on Building a Unicorn and Delegating 90% of Your Life
Opinion
Pujji: TikTok is the exact asset Microsoft has wanted for two decades
“Microsoft, on the other hand, this is the asset they've been waiting for like two decades.”
Jesse Pujji Jan 10, 2023 ▶ 30:09 Our 2023 Predictions, from AI to the Creator Economy
Opinion
Rief: The study claiming happiness caps at a $70k salary is wrong
“I think there's like that whole 70,000 dollar salary you know, study that people are happier at 70,000 dollars. I don't think that's true. I think I am happier”
Austin Rief Jan 3, 2023 ▶ 53:07 Co-founders Austin Rief and Alex Lieberman on Building Morning Brew
Opinion
Amoruso: Three-hour morning routines promoted on social media are a scam
“I think it's a scam. I think it's really dangerous to inspire people with a lifestyle or a morning that takes three hours and, you know, unless you can go to bed at nine PM, it's not possible for most of us and it makes most of us feel bad.”
Sophia Amoruso Dec 27, 2022 ▶ 19:27 Building a Multimillion Dollar Business…By Yourself
Opinion
Amoruso: Founders do not need a 'hustle at all costs' mentality
“There's a lot of rhetoric for entrepreneurs just around like, you need to do whatever it takes to get done. You're a crazy one. You're a misfit, like hustle, hustle, hustle. And that's not necessarily for everybody. And you can be an entrepreneur without neces…”
Sophia Amoruso Dec 13, 2022 ▶ 32:07 Why Airlines Are Banks, How to Annual Plan for Your Business & The Biggest Myths About Founders
Opinion
Pujji: Major investment bank fees are worth paying on $100M+ sales
“Typically if you're selling it for under a hundred million, you'll find a boutique bank who knows your industry, but if you're selling for over a hundred million, you'll call up Morgan Stanley or one of the big, big kahunas, and they charge one or two percent,…”
Jesse Pujji Dec 6, 2022 ▶ 25:13 The Genius of Spotify Wrapped and How to Copy It, and How to Sell Your Business for 9 Figures
Opinion
Sanchez: Finance Culture Stifles Curiosity by Equating Uncertainty with Low Intelligence
“Most people in finance, you know, there's almost like a downside to being curious. People think, well, your intelligence must be lacking because you don't have all the answers, and that's how a lot of financial people think.”
Codie Sanchez Nov 22, 2022 ▶ 5:37 How Codie Sanchez Built a $50 Million Portfolio of Boring Businesses, and the #1 Skill to Learn in a Recession
Opinion
Sanchez: Boring businesses fail less frequently than startups if sized properly
“It's just harder to have happen in these boring businesses if you do it right and you size them right, I think, than if you do a startup.”
Codie Sanchez Nov 22, 2022 ▶ 21:42 How Codie Sanchez Built a $50 Million Portfolio of Boring Businesses, and the #1 Skill to Learn in a Recession
Opinion
Sanchez says ATMs are a terrible business with tiny profit margins
“ATMs, terrible margin business, not into it. One to three percent. These businesses typically just, you cannot collect enough of them to get enough income on them. Plus money's going away.”
Codie Sanchez Nov 22, 2022 ▶ 28:23 How Codie Sanchez Built a $50 Million Portfolio of Boring Businesses, and the #1 Skill to Learn in a Recession
Opinion
Lieberman: Financial Services Has Higher Talent Density Than Media
“The density of smart, skilled, ambitious people was way higher in financial services”
Alex Lieberman Nov 15, 2022 ▶ 22:06 What You Need to Know Before Raising Capital, and The Billion-Dollar Media Company You’ve Never Heard of
Opinion
Amoruso: Therapists Usually Lack Understanding of Executive Leadership Pressures
“Therapists don't have the understanding of what leadership really looks like often in a way that consumes our lives as much as our time with our families or our friends and the other things we might go to a therapist about, but they can't speak to you at all.”
Sophia Amoruso Nov 8, 2022 ▶ 25:17 What Generative AI Means for Startups and Are Executive Coaches Worth It?
Opinion
Pujji: Twitter Has More Senior B2B Tech Decision-Makers Than Other Platforms
“There's something, by the way, about all these senior level decision makers and B to B in tech on there on more than any other platform”
Jesse Pujji Nov 3, 2022 ▶ 25:24 Can Elon Turn the Twitter Ship Around?
Opinion
Lieberman: Liquid Death is not worth $700 million
“So is this company worth seven hundred million? I personally don't think so.”
Alex Lieberman Oct 11, 2022 ▶ 5:15 How Liquid Death got a $700 Million Valuation, Making Your Pitch Deck Undeniable & The Hidden Truth of Being a Tech Entrepreneur
Opinion
Lieberman assigns a 25% to 50% chance Bitcoin goes to zero
“The amount of money I have in Bitcoin, I have to be okay with that going to zero because there is a, you know, what I would personally assign a 25 to 50% chance of that happening.”
Alex Lieberman Apr 25, 2022 ▶ 8:23 How to Think About Angel Investing
Opinion
Sanchez: $10k angel checks will not yield material financial outcomes
“I would probably say like, you need to get a little bit more in the deals because none of them will have a material outcome. I mean, you'll have to have a thousand X and even then, you know, it'll be really interesting, but that's like unlikely.”
Codie Sanchez Apr 25, 2022 ▶ 8:55 How to Think About Angel Investing
Opinion
Alex Lieberman: Personal CRMs are a 'shitty business to build'
“With that, organizing your conversations and relationships makes a ton of sense, but unfortunately, I think there are enough good free products, not enough functionality differentiation you can make to make it worthwhile to pay for something, and I think it ru…”
Alex Lieberman Mar 16, 2022 ▶ 10:01 Great Startup Ideas, Bad Businesses
Opinion
Lieberman: Work-life balance does not exist when building a company
“I don't really believe in work-life balance in general when you're building a company. There isn't this clear delineation of church and state or work and personal life”
Alex Lieberman Jan 26, 2022 ▶ 7:43 Mental Health #3: How to Deal with Imposter Syndrome (Classic)
Opinion
Lieberman: 15-Hour Days in Banking and Consulting Are Driven by Culture, Not Workload
“Does investment banking or consulting have so much more work than other jobs such that unplugging is impossible and working 15 hours a day is necessary? Absolutely not. I wholeheartedly believe that. But the issue is that a culture of work has been set for dec…”
Alex Lieberman Aug 4, 2021 ▶ 15:10 How to Unplug From Work
Opinion
No-code platforms let founders start almost any business without engineering backgrounds
“No code is effectively commoditizing code and giving any founder, technical or non-technical, the ability to start pretty much any business without an engineering background.”
Alex Lieberman Jul 21, 2021 ▶ 12:09 The Golden Age of Entrepreneurship
Opinion
Lieberman: Poker Fundamentals Should Be Mandatory in Business Schools
“Fundamentals of poker should be a required class at every business school. You learn statistics in real life. You learn how to weigh risk reward. You get a crash course in human behavior, and you learn how to act when money is on the line.”
Alex Lieberman Dec 28, 2020 ▶ 15:16 Poker Should Be a Required Business Class
Opinion
Lieberman: YouTube offers more powerful audience data than podcast platforms
“The tools for creators on YouTube are far more sophisticated right now. I believe, and I could be wrong in this, that you can capture more information from a YouTube audience than a podcast audience. And so I think we can always drive people to listening to th…”
Alex Lieberman Aug 19, 2020 ▶ 9:09 Future of The Founder's Journal
Opinion
Lieberman: B2B companies are severely underutilizing influencer marketing programs
“And so an overall thought I've had is that like influencer programs are primed to be leveraged in B to B companies, and they're not being done nearly enough.”
Alex Lieberman Apr 30, 2025 ▶ 7:58 Own the internet
Opinion
Lieberman: A top engineer with AI could rebuild Distro in a weekend
“A cracked engineer with AI can probably rebuild Distro in a day or a weekend.”
Alex Lieberman Apr 2, 2025 ▶ 12:44 I launched an AI agent
Opinion
Alex Lieberman: YouTube is the best platform for new content franchises
“Second, YouTube still has massive upside. TV viewership is shifting to the platform. Lots of advertiser money is flowing here. If I was to create a content franchise on one platform today, I would for sure start with YouTube.”
Alex Lieberman Mar 26, 2025 ▶ 8:26 Conferences are (mostly) a waste
Opinion
Lieberman: Self-service software serves SMBs and startups better than agencies
“I generally think the best products for SMBs or early stage startups are self-service software because I think Every agency has a natural bias to work with enterprise customers.”
Alex Lieberman Mar 12, 2025 ▶ 19:24 7 tactics for non-cringy sales
Opinion
Kagan: Sponsoring emerging 'pre-fluencers' is the most underrated marketing strategy
“I think the still most number one underrated marketing strategy is pre-fluencers.”
Noah Kagan Jun 4, 2024 ▶ 22:46 How to Become a Marketing Master (Noah Kagan, Appsumo & Million Dollar Weekend)
Opinion
Rabois: Jack Dorsey uniquely combines design, technology, and strategy skills
“Jack Dorsey has an unusual combination of pretty good design ability, serious technology ability, and pretty good strategy. Those three things are almost never found in common.”
Keith Raboi May 21, 2024 ▶ 5:58 How to Identify Top 1% Talent (Keith Rabois, Investor in Doordash, YouTube, Airbnb & Lyft)
Opinion
Lieberman: Founders view personal branding as a nice-to-have, hurting retention
“I believe that founders view executive, social, and personal brand as a nice to have, not a need to have.”
Alex Lieberman Apr 23, 2024 ▶ 18:28 My New Business
Opinion
Lieberman: Targeting heads of marketing makes copywriting services a need-to-have
“By switching who our customer was from a founder to a head of marketing, we believe we could take our product from being a nice to have to a need to have.”
Alex Lieberman Apr 23, 2024 ▶ 21:32 My New Business
Opinion
Lieberman admits co-founder Austin Rief was a better stage-two CEO
“I believe that Austin was a better stage two CEO at the time than I was.”
Alex Lieberman Apr 16, 2024 ▶ 12:43 Why I Stepped Down As CEO
Opinion
Lieberman: Universal paywalls create massive inequality in access to information
“I think there's a real danger of every business putting their content behind a paywall, and all of a sudden, content no longer is a public good of sorts, and there ends up being kind of like this Huge inequality of access to important information.”
Alex Lieberman Mar 26, 2024 ▶ 12:35 A Little Throwback
Opinion
Lieberman: B2B companies should adopt Supreme-style drop marketing
“The way I would describe beehive marketing is they've kind of taken the drop style marketing that fashion brands like Supreme have done over the years, and they brought it to B to B. What they've basically done is because they know their product roadmap going …”
Alex Lieberman Mar 22, 2024 ▶ 15:58 Always Be Shipping
Opinion
Podcasting Grows Only Through Word Of Mouth And Social Media
“Podcasting is a super competitive game, and the only way to grow is through word of mouth and promotion on social.”
Alex Lieberman Mar 15, 2024 ▶ 0:24 How I Lost $10,000,000
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