Andrew Wilkinson

134 statements across 22 episodes · 49 bullish · 27 bearish · 4 people on the record · first statement Apr 9, 2021 by Andrew Wilkinson · said 147 times in 47 episodes since 2020 · across every show →

On the record as a speaker too: Andrew Wilkinson's record, appearances and statements → this page counts the times other people say the name.

Mentions by year

brought up most by Shaan Puri (81), Sam Parr (58), Jeremy Giffon (2), Steph Smith (1), Codie Sanchez (1), Alex Hormozi (1)

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004108202020202120222023202420252026episodesmentions per episode
2026 2 mentions in 1 episode
2025 1 mention in 1 episode
2024 53 mentions in 13 episodes 4 per episode
2023 56 mentions in 8 episodes 7 per episode
2022 6 mentions in 5 episodes 1 per episode
2021 23 mentions in 17 episodes 1 per episode
2020 6 mentions in 2 episodes 3 per episode

every mention, scene by scene, with the transcript →

Everything said about Andrew Wilkinson, oldest first

Apr 9, 2021 positive
Opinion
Wilkinson: Warren Buffett is as genuine and approachable as on TV
“He was exactly who you'd expect him to be. I find with a lot of these guys, it's like, don't meet your heroes and they're not who they appear to be on TV. He's available all day. He talked to me for an hour and a half and he was just the nicest guy. He's exact…”
Andrew Wilkinson Apr 9, 2021 ▶ 42:33 MFM #169: How One Man Has Built 5, Billion Dollar Companies
Apr 9, 2021 positive
Insight
Wilkinson: Delaying replies trains teams to solve their own problems
“If you don't respond to the text, and you take four hours to respond instead of 10 minutes, usually it's like, oh, actually, I figured this out. Or you train people that you don't respond quickly unless it's an emergency, and they go figure it out. But if you …”
Andrew Wilkinson Apr 9, 2021 ▶ 58:38 MFM #169: How One Man Has Built 5, Billion Dollar Companies
Apr 9, 2021 positive
Insight
Wilkinson: Extreme delegation naturally evolves into investing and hiring CEOs
“And a lot of why we've gotten as big as we have is cause I just, I don't like doing stuff that I don't like doing. And so I just kept delegating the stuff I didn't enjoy. And when you do that a lot In its kind of final form, that's just investing where you're …”
Andrew Wilkinson Apr 9, 2021 ▶ 4:24 MFM #169: How One Man Has Built 5, Billion Dollar Companies
Apr 9, 2021
Assertion Not checkable as stated
Wilkinson: An intruder invaded our office demanding unreleased Apple Watch plans
“Six years ago a schizophrenic guy in my city thought that because we worked with Apple, we had the Apple watch before the Apple watch came out. He thought we had the Apple watch plans and he showed up in our office in like a super manic state quivering and lik…”
Andrew Wilkinson Apr 9, 2021 ▶ 1:06:55 MFM #169: How One Man Has Built 5, Billion Dollar Companies
Apr 9, 2021 neutral
Disclosure
Wilkinson: Tiny controls 35 businesses and holds 40-50 minority stakes
“So we control as in like we have over, you know, 50, 51% in, I think, 35 businesses, and then we have another probably 40 to 50 minority investments.”
Andrew Wilkinson Apr 9, 2021 ▶ 5:07 MFM #169: How One Man Has Built 5, Billion Dollar Companies
Apr 9, 2021
Assertion Not checkable as stated
Wilkinson: An email introduction connected him directly to Warren Buffett
“I got a chance to talk to Warren Buffett on the phone. Some guy I was talking to, I was saying, you know, I'm trying to figure out philanthropy and how to give money away. And literally he goes, oh, you should talk to Warren Buffett. And I was like, what do yo…”
Andrew Wilkinson Apr 9, 2021 ▶ 41:38 MFM #169: How One Man Has Built 5, Billion Dollar Companies
Apr 9, 2021 positive
Assertion Supported
Wilkinson: Dan Gilbert personally conducts full-day monthly onboarding for new hires
“So when we visited him you know, he probably had five or 6000 employees at the time. And he said, I still personally onboard every single employee. So once a month, I go into like a conference center and there's a, you know, a hundred or 200 new employees comi…”
Andrew Wilkinson Apr 9, 2021 ▶ 45:01 MFM #169: How One Man Has Built 5, Billion Dollar Companies
Apr 9, 2021 neutral
Disclosure
Wilkinson: WeCommerce market cap fluctuates between $650M and $1B
“It's kind of jumping between about six hundred and fifty million and a billion dollars depending on the week.”
Andrew Wilkinson Apr 9, 2021 ▶ 3:03 MFM #169: How One Man Has Built 5, Billion Dollar Companies
Apr 23, 2021
Insight
Wilkinson: Ignore valuation when genuinely excited about a startup
“Well, I think if there's one thing I've learned over the last 10 years, it's when you see something and you get lit up about it, ignore the valuation and just invest, right?”
Andrew Wilkinson Apr 23, 2021 ▶ 25:35 How to Network with Billionaires with Andrew Wilkinson | My First Million Ep. #174
Apr 23, 2021 bullish
Assertion Partly supported
Wilkinson: Pershing Square Holdings traded at a 35% discount to NAV
“And for every dollar of stock that was sitting in the holding company, you could buy it for 65 cents because the stock had traded down so much. So it was like buying a dollar for 65 cents.”
Andrew Wilkinson Apr 23, 2021 ▶ 1:17:35 How to Network with Billionaires with Andrew Wilkinson | My First Million Ep. #174
Apr 23, 2021
Insight
Wilkinson: Executive stress is driven by the number of things you influence
“I think the number of things you influence is what causes the stress.”
Andrew Wilkinson Apr 23, 2021 ▶ 12:01 How to Network with Billionaires with Andrew Wilkinson | My First Million Ep. #174
Apr 23, 2021 bullish
Opinion
Wilkinson: Tokenized, community-owned marketplaces are the future
“It's all you know, very theoretical and early. And I don't know whether it's a good time to invest right now. But it's obviously the future to me.”
Andrew Wilkinson Apr 23, 2021 ▶ 28:39 How to Network with Billionaires with Andrew Wilkinson | My First Million Ep. #174
Apr 23, 2021
Disclosure
Wilkinson: Invested $5M in Bill Ackman's Pershing Square Holdings
“I had like five million dollars invested in his holding company, Pershing Square Holdings.”
Andrew Wilkinson Apr 23, 2021 ▶ 1:16:21 How to Network with Billionaires with Andrew Wilkinson | My First Million Ep. #174
Apr 23, 2021 bearish
Opinion
Wilkinson: Founders should exploit 2021 valuations to issue stock
“And I think now is a great time to be scanning your portfolio or businesses and going, how can I How can I basically take advantage of valuations right now and either, you know, issue stock or use my stock in my business to go buy stuff or just wait for oppor…”
Andrew Wilkinson Apr 23, 2021 ▶ 58:22 How to Network with Billionaires with Andrew Wilkinson | My First Million Ep. #174
Apr 23, 2021
Disclosure
Wilkinson: Gives $100K–$300K discretionary grants to researchers via Tiny Foundation
“About a year ago, I started doing this thing where I would just find people who I thought were smart in fields that I thought were important. And I'd say, here's a hundred to 300,000 dollars. You choose where it goes. So you donate it can go to your own resear…”
Andrew Wilkinson Apr 23, 2021 ▶ 1:09:44 How to Network with Billionaires with Andrew Wilkinson | My First Million Ep. #174
Apr 23, 2021
Disclosure
Wilkinson: I lost $800,000 starting a pizza restaurant
“Like I started a pizza restaurant and I lost 800,000 dollars doing it. It was a total disaster.”
Andrew Wilkinson Apr 23, 2021 ▶ 52:42 How to Network with Billionaires with Andrew Wilkinson | My First Million Ep. #174
Apr 23, 2021 bearish
Prediction Not checkable as stated
Wilkinson: Indexing early-stage startups at 2021 valuations will lose money
“And I'd argue you'd probably lose money today if you went out and you indexed.”
Andrew Wilkinson Apr 23, 2021 ▶ 24:45 How to Network with Billionaires with Andrew Wilkinson | My First Million Ep. #174
Apr 23, 2021 neutral
Disclosure
Wilkinson: I passed on early investments in Coinbase and Slack
“I've got the ultimate, like, anti-portfolio of, you know, Coinbase and Slack and, you know, all sorts of other stuff.”
Andrew Wilkinson Apr 23, 2021 ▶ 25:52 How to Network with Billionaires with Andrew Wilkinson | My First Million Ep. #174
Apr 23, 2021
Disclosure
Wilkinson: Delegates inbox management to assistants using support software
“I piped my email into it and I have my assistant and then we have another assistant we have in the Philippines and they basically monitor the email and they have a set of rules.”
Andrew Wilkinson Apr 23, 2021 ▶ 1:03:25 How to Network with Billionaires with Andrew Wilkinson | My First Million Ep. #174
Apr 23, 2021 positive
Insight
Wilkinson: Podcasting is an inbound networking flywheel that skips cold intros
“I think podcasting is interesting because it lets you basically have like 10,000 people who kind of learn what you're about. And they can either decide if they like you or not. And if they opt in and they like you, you've already pre you've pre like sold them …”
Andrew Wilkinson Apr 23, 2021 ▶ 1:21:13 How to Network with Billionaires with Andrew Wilkinson | My First Million Ep. #174
Apr 23, 2021 positive
Assertion Not checkable as stated
Wilkinson: $30K on TED tickets generated $10M to $20M in revenue
“And so my doing that, just going to Ted and probably spending 30 K on, on tickets for three years, I think it ended up resulting in 10 or twenty million dollars of revenue for my various businesses.”
Andrew Wilkinson Apr 23, 2021 ▶ 1:14:38 How to Network with Billionaires with Andrew Wilkinson | My First Million Ep. #174
May 25, 2021 neutral
Insight
Wilkinson: Tiny stopped monthly CEO reporting; involvement harms portfolio performance
“We just did this a tiny, we changed, we don't get monthly reports anymore from the CEOs. So like there's businesses where I don't, I haven't even talked to the CEO for like three or four months. I don't even know what their numbers are. And what we've realized…”
Andrew Wilkinson May 25, 2021 ▶ 1:01:07 Andrew Wilkinson On The Secretive Billionaire Who Acquired Burger King | My First Million #185
May 25, 2021 bearish
Opinion
Wilkinson: Hims has no real customer lock-in or competitive moat
“If you think about what HIMSS is, the original website was a well-designed site. They put some like, they find some stock images that are hip of like pill bottles. They add their logo onto it. So it looks like it's a special thing. And then they literally have…”
Andrew Wilkinson May 25, 2021 ▶ 47:55 Andrew Wilkinson On The Secretive Billionaire Who Acquired Burger King | My First Million #185
May 25, 2021 bullish
Disclosure
Wilkinson: Pledges to fund anyone building a maternal health subscription startup
“I would love, if anyone wants to do this, I will a hundred percent invest. So please email me.”
Andrew Wilkinson May 25, 2021 ▶ 45:58 Andrew Wilkinson On The Secretive Billionaire Who Acquired Burger King | My First Million #185
May 25, 2021 positive
Disclosure
Wilkinson: Capital Daily gained 25K subscribers on $100K-$200K in ad spend
“And so we spent, I don't know, a 100 200 grand and very quickly we got to like 25,000 subscribers.”
Andrew Wilkinson May 25, 2021 ▶ 37:13 Andrew Wilkinson On The Secretive Billionaire Who Acquired Burger King | My First Million #185
May 25, 2021
Insight
Wilkinson: Wealthy people invent anxiety by obsessing over catastrophic risks
“The theme I see with people who make good amounts of money and become comfortable is they just make themselves uncomfortable again by obsessing over all this stuff that can go wrong, like getting, you know, health issues, car accidents, you know, how can it al…”
Andrew Wilkinson May 25, 2021 ▶ 56:17 Andrew Wilkinson On The Secretive Billionaire Who Acquired Burger King | My First Million #185
Oct 20, 2021 positive
Insight
Wilkinson: Established businesses are cruise ships while startups are volatile speedboats
“A startup is really like a speedboat, right? It's exhilarating. It can go anywhere, but at the end of the day, you know, you're driving over waves, you're getting your, you know, body destroyed, you're freezing cold. You might hit a rock. You might get drunk. …”
Andrew Wilkinson Oct 20, 2021 ▶ 32:13 Dopamine Fasts, Cruise Ship Investing, and Elon vs Bezos with Andrew Wilkinson, Co-Founder of Tiny
Oct 20, 2021 negative
Insight
Wilkinson: Tracking personal biometrics like stock tickers causes misery
“They're tickers for life and tickers make you miserable. You know, look at a stock ticker, look at KPIs, look at revenue day to day, hour to hour. And you're miserable. You shouldn't have those for your life.”
Andrew Wilkinson Oct 20, 2021 ▶ 58:18 Dopamine Fasts, Cruise Ship Investing, and Elon vs Bezos with Andrew Wilkinson, Co-Founder of Tiny
Oct 20, 2021
Assertion Not checkable as stated
Wilkinson: AeroPress operates with fewer than 10 employees
“I think there's sub 10 employees.”
Andrew Wilkinson Oct 20, 2021 ▶ 31:21 Dopamine Fasts, Cruise Ship Investing, and Elon vs Bezos with Andrew Wilkinson, Co-Founder of Tiny
Oct 20, 2021 neutral
Insight
Wilkinson: Extreme entrepreneurial success requires a personality disorder or trauma
“I think in order to be that successful, you have to have some kind of personality disorder. Or like trauma or something, and you look at Musk or Bezos, or if you read more about Bezos, I think he's a really difficult person to work for.”
Andrew Wilkinson Oct 20, 2021 ▶ 1:21:58 Dopamine Fasts, Cruise Ship Investing, and Elon vs Bezos with Andrew Wilkinson, Co-Founder of Tiny
Oct 20, 2021 negative
Disclosure
Wilkinson delayed shutting down his bakery due to public commitment bias
“So one example is I talked about the Sugar free bakery thing I was doing and we ended up getting we weren't legally allowed to use a key ingredient in Canada until it's approved. So I was like, okay, I have to shut this down, but I didn't shut it down for like…”
Andrew Wilkinson Oct 20, 2021 ▶ 37:44 Dopamine Fasts, Cruise Ship Investing, and Elon vs Bezos with Andrew Wilkinson, Co-Founder of Tiny
Oct 20, 2021 neutral
Disclosure
Wilkinson uses a one-way Twitter app to post without seeing engagement
“So like with Twitter, I have a one-way Twitter client that I'm using, so I don't actually see the results of my tweets, right? Although in this case, I'll admit I did I did go and look, but my goal is actually fully screen time on every device so I can't acces…”
Andrew Wilkinson Oct 20, 2021 ▶ 14:37 Dopamine Fasts, Cruise Ship Investing, and Elon vs Bezos with Andrew Wilkinson, Co-Founder of Tiny
Oct 20, 2021
Assertion Not checkable as stated
Wilkinson: AeroPress generates only about 3% of sales online
“Only, I think it's like three percent of sales are online right now.”
Andrew Wilkinson Oct 20, 2021 ▶ 23:42 Dopamine Fasts, Cruise Ship Investing, and Elon vs Bezos with Andrew Wilkinson, Co-Founder of Tiny
Oct 20, 2021 positive
Insight
Wilkinson: A month-long digital detox resets the brain's pleasure baseline
“I think it's kind of like if you eat junk food all the time, like you're drinking coke and having burgers and stuff all the time, and then you eat broccoli, it doesn't taste that good. Your brain is primed for like these extreme flavors, and then if you switch…”
Andrew Wilkinson Oct 20, 2021 ▶ 6:36 Dopamine Fasts, Cruise Ship Investing, and Elon vs Bezos with Andrew Wilkinson, Co-Founder of Tiny
Oct 20, 2021 positive
Insight
Wilkinson: Building a business is a hack to meet interesting people
“The cool thing about business is you get to meet interesting people. Like business is just a hack, right? So like if you're interested in health, you figure out like a health business, you suddenly can meet all the most interesting people in that world.”
Andrew Wilkinson Oct 20, 2021 ▶ 3:05 Dopamine Fasts, Cruise Ship Investing, and Elon vs Bezos with Andrew Wilkinson, Co-Founder of Tiny
Oct 20, 2021 positive
Insight
Wilkinson: The ideal fame is industry respect without general public recognition
“I think like you want to be respected in your world. You want to be like in, in film, you'd want to be like the Coen brothers, right? Where it's like, no one knows what the Coen brothers look like, but if they're at the academy awards, they're like ballers and…”
Andrew Wilkinson Oct 20, 2021 ▶ 38:20 Dopamine Fasts, Cruise Ship Investing, and Elon vs Bezos with Andrew Wilkinson, Co-Founder of Tiny
Oct 20, 2021 positive
Disclosure
Wilkinson reduced his screen time to two hours via Apple Watch
“Well, I'm basically, I'm down from six hours a day of screen time to two, just over two hours, and I'm basically just, on random days, I've just been taking my Apple Watch, so if I have a Zoom call or something, I'll take my phone, but if I don't, I'll just br…”
Andrew Wilkinson Oct 20, 2021 ▶ 1:08:50 Dopamine Fasts, Cruise Ship Investing, and Elon vs Bezos with Andrew Wilkinson, Co-Founder of Tiny
Oct 20, 2021
Disclosure
Wilkinson: Tiny Capital acquired coffee maker AeroPress for $70 million
“The deal was seventy million seventy million to buy it.”
Andrew Wilkinson Oct 20, 2021 ▶ 24:26 Dopamine Fasts, Cruise Ship Investing, and Elon vs Bezos with Andrew Wilkinson, Co-Founder of Tiny
Dec 31, 2021 neutral
Insight
Hiring employees creates an operational beast that restricts founder freedom
“Once you start, once you get an office, once you have employees, you have this beast to feed. Whereas Peter could just check out.”
Andrew Wilkinson Dec 31, 2021 ▶ 20:50 The Milly Awards 2021
Dec 31, 2021 positive
Disclosure
Buyer launched for under $100K and sold to Ramp within a year
“So we start this business called buyer. We go 50, 50 on it. I promote it and talk about it, given the rails and accounting and stuff. And we literally, I think we started it for like 50 or a hundred grand and we sold it to ramp about maybe six months ago now f…”
Andrew Wilkinson Dec 31, 2021 ▶ 1:27:41 The Milly Awards 2021
Dec 31, 2021 neutral
Disclosure
Andrew Wilkinson holds 95% of his net worth in Tiny
“So I have about 95% of my net worth in tiny. And our kind of core businesses.”
Andrew Wilkinson Dec 31, 2021 ▶ 27:57 The Milly Awards 2021
Oct 6, 2022 bearish
Opinion
Venture Capital Investing Is Totally Random and Functions Like Roulette
“I still think ventures totally random. I do it for fun off the side of my desk.”
Andrew Wilkinson Oct 6, 2022 ▶ 28:37 Asking A Billionaire Investor How To Prepare For The Economic Collapse (#371)
Oct 6, 2022 positive
Insight
Writing a Book Pre-Sells You So You Never Have to Pitch
“I think a book you get to exist in someone's brain for like 20, 25 hours. And it's exactly that, right? You can actually get someone to truly understand who you are. And then when you meet them, you don't have to do your preamble. You don't have to your pitch.…”
Andrew Wilkinson Oct 6, 2022 ▶ 41:11 Asking A Billionaire Investor How To Prepare For The Economic Collapse (#371)
Oct 6, 2022 bullish
Prediction Not checkable as stated
Market Panic Will Let Cash Buyers Acquire Businesses at 20-30% Yields
“You're about to enter an environment where anyone with cash who has a large sum of cash is going to be able to buy a business at say a 20 or a 30% earnings yield, meaning you can buy a business and pay yourself back in two or three years, maybe five years, and…”
Andrew Wilkinson Oct 6, 2022 ▶ 29:04 Asking A Billionaire Investor How To Prepare For The Economic Collapse (#371)
Oct 6, 2022 positive
Assertion Not checkable as stated
Tiny Incubated Software Negotiation Service Buyer for $50,000 Before Selling to Ramp
“When we started buyer, which is our negotiation service for software that we launched two years ago and we ended up selling it to ramp. So I think we started that business for 50 K”
Andrew Wilkinson Oct 6, 2022 ▶ 15:43 Asking A Billionaire Investor How To Prepare For The Economic Collapse (#371)
Oct 6, 2022 bearish
Disclosure
Wilkinson Uses Interest-Only Mortgages to Keep His Capital in Operating Businesses
“I hate real estate so much that I don't build equity in my own houses. So I do interest only mortgages because I want everything in businesses because businesses, a business can earn a million dollars of revenue and then the next year do a hundred million doll…”
Andrew Wilkinson Oct 6, 2022 ▶ 1:13:45 Asking A Billionaire Investor How To Prepare For The Economic Collapse (#371)
Oct 6, 2022 bearish
Opinion
Smart Investors Should Rent Homes and Put Their Capital Into Equities
“If someone's completely, if they're not an investor at all, then sure, go buy a house all day, whatever. It's a reasonably okay investment. But if you're even remotely smart and you know how to read and you go and read investing books and stuff, I think it's c…”
Andrew Wilkinson Oct 6, 2022 ▶ 1:16:14 Asking A Billionaire Investor How To Prepare For The Economic Collapse (#371)
Oct 6, 2022 bearish
Opinion
Tesla's Competitive Advantage Is Overestimated Due to Apple and Google Software
“I just think that everyone overestimated their competitive advantage. And then at the end of the day, you've got all these legacy manufacturers and, you know, ultimately if Apple and Google are providing the interface that most people use, it barely matters, r…”
Andrew Wilkinson Oct 6, 2022 ▶ 4:11 Asking A Billionaire Investor How To Prepare For The Economic Collapse (#371)
Oct 6, 2022 bullish
Disclosure
Pershing Square Holdings Is Andrew Wilkinson's Only Public Stock Holding
“The only stock I hold right now is Pershing Square holdings.”
Andrew Wilkinson Oct 6, 2022 ▶ 16:38 Asking A Billionaire Investor How To Prepare For The Economic Collapse (#371)
Oct 6, 2022 neutral
Disclosure
Approximately 90% of Andrew Wilkinson's Net Worth Is Invested in Tiny
“Yeah, I'm like 90% in tiny, but what I have done is I've had liquidity and other things outside of tiny.”
Andrew Wilkinson Oct 6, 2022 ▶ 18:40 Asking A Billionaire Investor How To Prepare For The Economic Collapse (#371)
Oct 6, 2022 neutral
Disclosure
Tiny Pivots $12M Rolling Fund to Secondaries and Minority Buyouts
“We have an Angelus rolling fund. We invest about twelve million dollars a year there, and I'm pivoting it to totally focus on secondary and minority buyouts.”
Andrew Wilkinson Oct 6, 2022 ▶ 13:17 Asking A Billionaire Investor How To Prepare For The Economic Collapse (#371)
Nov 17, 2022 negative
Insight
Wilkinson: Spreadsheet Investors Underestimate Operational Execution and Organizational Change
“One of the big problems with investors these days is they're often what I call spreadsheet investors. They look at a business like a spreadsheet and they go, oh, it's easy. We'll just increase margin by 20%. Not realizing that in order to do that, you have to …”
Andrew Wilkinson Nov 17, 2022 ▶ 11:17 Ranking The Best And Worst Businesses To Start w/ Billionaire Investor Andrew Wilkinson (#386)
Nov 17, 2022 positive
Disclosure
Wilkinson: Would pay $10k monthly for hyper-targeted executive ad service
“So I would pay 10,000 dollars a month to be on Dharmesh's radar everywhere he goes. And so I don't know how it gets done. It's like a advertising sniper rifle, essentially. But I really like the idea of something like that.”
Andrew Wilkinson Nov 17, 2022 ▶ 34:51 Ranking The Best And Worst Businesses To Start w/ Billionaire Investor Andrew Wilkinson (#386)
Nov 17, 2022 negative
Assertion Not checkable as stated
Wilkinson: Lost $10M building Flow against venture-backed Asana
“I mean, I think a lot of people know the story of flow, the project management software that I built where I basically poured ten million dollars into it because I was competing with Asana and didn't understand the dynamic of when you're competing against you …”
Andrew Wilkinson Nov 17, 2022 ▶ 28:40 Ranking The Best And Worst Businesses To Start w/ Billionaire Investor Andrew Wilkinson (#386)
Nov 17, 2022 negative
Opinion
Wilkinson: Raising from retail investors at inflated valuations is unethical
“I have a fundamental problem with taking money from someone when I know I can't give them a return or there's like a five percent chance and positioning it as, you know, you're investing in this super solid, awesome thing.”
Andrew Wilkinson Nov 17, 2022 ▶ 1:10:37 Ranking The Best And Worst Businesses To Start w/ Billionaire Investor Andrew Wilkinson (#386)
Nov 17, 2022 neutral
Assertion Not checkable as stated
Wilkinson: Charlie Munger admitted he cannot talk CEOs out of their ideas
“Chris and I had dinner with Charlie Munger a couple of years ago, and we asked him how involved do you get with the CEOs? And he really said I'll never forget this. He goes, I've never been able to change someone's mind. If someone has an idea about something …”
Andrew Wilkinson Nov 17, 2022 ▶ 15:55 Ranking The Best And Worst Businesses To Start w/ Billionaire Investor Andrew Wilkinson (#386)
Nov 17, 2022 bearish
Opinion
Wilkinson: True value creation by Chamath Palihapitiya won't be clear for decades
“Chamath, we won't know if Chamath has actually built value for another 10 or 20 years. And frankly, like his, it's all very like secret. Cause I think a lot of his stuff is private. So we really have no clue how much money he has, how much money he made what's…”
Andrew Wilkinson Nov 17, 2022 ▶ 1:21:58 Ranking The Best And Worst Businesses To Start w/ Billionaire Investor Andrew Wilkinson (#386)
Nov 17, 2022 positive
Insight
Wilkinson: Being seen five times makes people perceive you as everywhere
“There's, I forget where the quote comes from, but there's this idea that if someone sees you five times, they think you're everywhere. So if you're on five podcasts they listen to, They deem you a huge celebrity and a success or whatever it is, right?”
Andrew Wilkinson Nov 17, 2022 ▶ 34:33 Ranking The Best And Worst Businesses To Start w/ Billionaire Investor Andrew Wilkinson (#386)
Nov 17, 2022
Disclosure
Wilkinson: Tiny does not ever want to sell its portfolio companies
“I don't ever want to sell businesses. And the only reason we sold Me Lime was because Mitch wanted to sell the business.”
Andrew Wilkinson Nov 17, 2022 ▶ 45:13 Ranking The Best And Worst Businesses To Start w/ Billionaire Investor Andrew Wilkinson (#386)
Nov 17, 2022 neutral
Disclosure
Wilkinson: Supercast valuation was cut 50% after missing revenue milestone
“We raised at a ten million dollar valuation, which at the time was kind of a good you know, angel, angel round valuation, but it was structured so that within two years, if the business doesn't do a million dollars of revenue, that turns into a five million do…”
Andrew Wilkinson Nov 17, 2022 ▶ 1:03:34 Ranking The Best And Worst Businesses To Start w/ Billionaire Investor Andrew Wilkinson (#386)
Nov 17, 2022
Disclosure
Wilkinson started 5 to 10 other businesses that almost all failed
“Started another five to 10 other businesses. And almost all of them failed. Like it was incredibly, incredibly painful. And after that, I kind of swore off starting businesses and I've only just come back to it over the last three years.”
Andrew Wilkinson Nov 17, 2022 ▶ 3:21 Ranking The Best And Worst Businesses To Start w/ Billionaire Investor Andrew Wilkinson (#386)
Nov 17, 2022 negative
Disclosure
Wilkinson details losing his capital overspending on a pizza restaurant build-out
“We, you know, hired the wrong management. We got the incentives wrong. We overspent on the build out to the point where we could never get our money back. You know, labor shortages, we had slippage.”
Andrew Wilkinson Nov 17, 2022 ▶ 32:25 Ranking The Best And Worst Businesses To Start w/ Billionaire Investor Andrew Wilkinson (#386)
Nov 17, 2022 positive
Insight
Wilkinson: A high-volume, low-ACV customer base beats concentrated enterprise revenue
“I always think it's better to have 10,000 people paying you a small amount of money than a hundred people paying you a lot of money.”
Andrew Wilkinson Nov 17, 2022 ▶ 31:22 Ranking The Best And Worst Businesses To Start w/ Billionaire Investor Andrew Wilkinson (#386)
Nov 17, 2022 negative
Assertion Not checkable as stated
Wilkinson: Agency and Pixel Union Achieved 30-50% Margins Versus 2-3% in E-Commerce
“Whereas in my agency or in pixel union, I was making. 30 to 50% EBITDA margins. I was making like two or three percent and the amount of work required to move physical goods around by inventory. I realized that while on paper I was profitable, I was constantly…”
Andrew Wilkinson Nov 17, 2022 ▶ 24:02 Ranking The Best And Worst Businesses To Start w/ Billionaire Investor Andrew Wilkinson (#386)
Nov 17, 2022
Disclosure
Wilkinson: Lost $100k blindly copying Howard Marks into Greek shipping stock
“I totally trust this guy. I read his book. It's incredible. I'm going to buy into this weird Greek shipping company. That he just bought, you know, fifty million dollars of equity in. And so I put like a hundred grand into it and it goes out of business.”
Andrew Wilkinson Nov 17, 2022 ▶ 1:24:11 Ranking The Best And Worst Businesses To Start w/ Billionaire Investor Andrew Wilkinson (#386)
Nov 17, 2022 negative
Insight
Wilkinson: VC incentives push viable small companies into futile failure
“What I've seen is the incentive creates this situation where the founder is sitting on a business that could make them happy and give them a great lifestyle, but they have a gun to their head. And so they continue down the venture path, even when it's actually…”
Andrew Wilkinson Nov 17, 2022 ▶ 1:08:04 Ranking The Best And Worst Businesses To Start w/ Billionaire Investor Andrew Wilkinson (#386)
Dec 29, 2022 bearish
Opinion
Wilkinson: Buying Cash-Flowing Businesses Beats Venture Capital
“I think that I'm much better off incubating businesses and buying businesses. Cause it's a very steady, 15 to 30% cash return. And I feel it. I feel the wind in a much bigger way.”
Andrew Wilkinson Dec 29, 2022 ▶ 53:25 The 2022 Milly Awards (#401)
Dec 29, 2022
Assertion Not checkable as stated
Wilkinson: Procrastinating on debt hedge documents cost $500,000
“And so these documents were sitting in our office and I was like, oh, I'll do it tomorrow. I'll do it tomorrow. I kept putting it off. And then finally I signed it. And I realized that between the time that I, it was sitting there for a week and in that week, …”
Andrew Wilkinson Dec 29, 2022 ▶ 10:56 The 2022 Milly Awards (#401)
Dec 29, 2022 bullish
Disclosure
Wilkinson: Distressed acquisition Girlboss generates its purchase price in annual profit
“Basically now the business is, I won't say numbers, but it's making as much as we paid for it every year in profit. And I think it's probably five or 10 X more valuable than what we paid for it at least.”
Andrew Wilkinson Dec 29, 2022 ▶ 48:12 The 2022 Milly Awards (#401)
Dec 29, 2022 positive
Opinion
Andrew Wilkinson: Khan Academy has an amazing 1-hour financial statements course
“If you want to learn Khan Academy has an amazing introductory course takes about an hour and you'll learn everything you need to know.”
Andrew Wilkinson Dec 29, 2022 ▶ 1:39:15 The 2022 Milly Awards (#401)
Dec 29, 2022 neutral
Insight
Wilkinson: Large businesses must accept minor nuisance losses
“If you own a granary, you have a big warehouse full of grain, There's gonna be rats. You can keep killing them over and over again, but they're gonna always come back, and it's better to just accept that there's rats out there.”
Andrew Wilkinson Dec 29, 2022 ▶ 23:06 The 2022 Milly Awards (#401)
Feb 2, 2023 positive
Assertion Supported
Puri: Wilkinson funded Tiny using agency profits rather than outside money
“Who's doing permanent equity? Who's doing a buy and hold strategy? Okay. There's some people doing it, but they all raised money. He used his own company's profits to do it.”
Shaan Puri Feb 2, 2023 ▶ 12:36 How To Grow A Small Agency Into A Billion Dollar Company (#414)
Feb 2, 2023 bullish
Assertion Not publicly verifiable
Parr: MetaLab generates $40M–$50M revenue and $20M profit
“There's metal lab, which we can guess is doing 40 or fifty million in revenue, twenty million in profit. That's the cash flow engine of this whole thing of being able to buy these companies.”
Sam Parr Feb 2, 2023 ▶ 7:29 How To Grow A Small Agency Into A Billion Dollar Company (#414)
Feb 2, 2023 bearish
Opinion
Parr: Building geographic-arbitrage design agencies works less well today
“And I actually think this won't work. This doesn't work as much anymore is he's based out of Victoria.”
Sam Parr Feb 2, 2023 ▶ 5:58 How To Grow A Small Agency Into A Billion Dollar Company (#414)
Feb 2, 2023
Insight
Parr: Raising outside capital permanently prevents founders from repurposing agency profits
“The second you raise money, that, that your cap table is one of the few things that you can't reverse, or it's really hard. And he didn't raise money for a company that, MetaLab should not have raised money. And it did not raise money. And because of that, he …”
Sam Parr Feb 2, 2023 ▶ 14:08 How To Grow A Small Agency Into A Billion Dollar Company (#414)
Feb 2, 2023 neutral
Assertion Supported
Parr: Tiny generates $150M revenue and $50M EBITDA
“So basically the company that is taking public at this point has, and this, now this stuff is actually public. It's doing about a hundred fifty million in revenue, fifty million in EBITDA.”
Sam Parr Feb 2, 2023 ▶ 3:50 How To Grow A Small Agency Into A Billion Dollar Company (#414)
Feb 2, 2023 positive
Assertion Supported
Parr: Tiny going public near $1B valuation, Wilkinson owns 71%
“His company, which is called Tiny, which buys businesses, it's going public. And Andrew owns roughly 71% of the shares, and it's going public at a nearly billion-dollar valuation”
Sam Parr Feb 2, 2023 ▶ 2:08 How To Grow A Small Agency Into A Billion Dollar Company (#414)
Apr 25, 2023
Assertion Supported
Parr: Tiny sold Mealtime for $25M with $13M profit
“Additionally, they had a company called Mealtime, which is like a meal prepping software that he sold for twenty-five million dollars, so he had a, and they gained, they profited thirteen million dollars off that.”
Sam Parr Apr 25, 2023 ▶ 23:36 How To Write Off $1,000,000 In Taxes (#447)
Apr 25, 2023 positive
Assertion Partly supported
Parr: MetaLab generated $62.8M with 40-45% margins in 2021
“In 2021, it did 62.8 million dollars. And that's interesting because it actually has been growing not crazy fast. So it's been growing something like 23% a year. Or for the last handful of years, we can only see a couple years here, but it does a 45% or 40% ma…”
Sam Parr Apr 25, 2023 ▶ 21:55 How To Write Off $1,000,000 In Taxes (#447)
May 12, 2023
Disclosure
Wilkinson: MetaLab Almost Sold for $15M but Buyer Failed to Fund
“Chris and I, we, you know, running an agency is really stressful, and we got this offer for the business to sell it for fifteen million. This is about eight or nine years ago, almost 10 years ago, and... We sign the documents, you know, my lawyer calls me in, …”
Andrew Wilkinson May 12, 2023 ▶ 13:53 My First Million Live Event With Andrew Wilkinson (Austin Texas)
May 12, 2023 positive
Assertion Partly supported
Parr: Tiny Went Public Trading at 850 Million Canadian Dollars
“He recently took it public last week. It's now trading at eight hundred and fifty million Canadian dollars, which is only like six hundred million bucks in real money.”
Sam Parr May 12, 2023 ▶ 12:00 My First Million Live Event With Andrew Wilkinson (Austin Texas)
May 12, 2023 positive
Opinion
Wilkinson: Michael Dell is what you hope capitalism is
“So like Michael Dell is like what you hope capitalism is, right? Like I met him and he was the nicest, most down to earth, engaged, pleasant guy.”
Andrew Wilkinson May 12, 2023 ▶ 17:12 Live Q&A With My First Million (Austin Live Event)
May 12, 2023 neutral
Disclosure
Wilkinson: Acquisitions almost always work, but venture bets lose all his money
“I actually haven't lost that much money in businesses where I'm buying the whole thing. Almost all of those work. It's the ones where I'm doing venture or I'm betting on something or I'm trying to start a business. That's where I lose all my money.”
Andrew Wilkinson May 12, 2023 ▶ 7:28 Live Q&A With My First Million (Austin Live Event)
May 12, 2023 bullish
Prediction Not checkable as stated
Wilkinson: Podcast ad market could grow 20x to 100x like FM radio
“And if every podcast was monetized like FM radio, it's probably that big. So it can probably like 20 X, 50 X, a hundred X. I don't know.”
Andrew Wilkinson May 12, 2023 ▶ 3:21 Live Q&A With My First Million (Austin Live Event)
Jul 27, 2023 neutral
Assertion Supported
Parr: Andrew Wilkinson ran MetaLab for ~12 years before outside investing
“Additionally, he also had one agency, MetaLab, for I think, 12 years, and then he started investing into other companies.”
Sam Parr Jul 27, 2023 ▶ 18:42 My 6-Step Process To Find +$1,000,000 Business Ideas (#479)
Oct 10, 2023 positive
Insight
Puri: Anti-goals are crucial to avoid winning while losing
“In life, I think anti-goals are really important to counterbalance. And the specific thing here is, what are the Understandable traps we could fall into while trying to achieve those goals.”
Shaan Puri Oct 10, 2023 ▶ 28:29 CEO Lessons: Bulls**t Mission Statements, Firing People & Saying ‘NO' (#505)
Nov 22, 2023 negative
Insight
Wilkinson: Hired CEOs will always spend excess cash because incentives are misaligned
“If you ask the dinner guests, what's for dinner, they will always say steak. And I was like, oh my God, that's so true. Right. It's like, why wouldn't they, you know, it's not their money. They, you know, yes. Don't get me wrong. Like a CEO is incentivized for…”
Andrew Wilkinson Nov 22, 2023 ▶ 20:25 Andrew Wilkinson's $20,000 to $260,000,000 story (#521)
Nov 22, 2023
Assertion Partly supported
Wilkinson: Pixel Union started for $20K and went public for $260M
“So basically started it for 20 K, sold it for about seven million. And then I ended up buying it back from the guys who bought it for twenty five million. And then about a year later, we took a public for two hundred and sixty million.”
Andrew Wilkinson Nov 22, 2023 ▶ 54:15 Andrew Wilkinson's $20,000 to $260,000,000 story (#521)
Nov 22, 2023 positive
Insight
Wilkinson: Neglected SaaS side projects are prime acquisition targets
“When you see a business where they're just not, they're myopic on something, they're not doing the best practices. And often it's because they have other priorities. I mean, The base camp guys had a hundred million dollar ARR SaaS business. The last thing they…”
Andrew Wilkinson Nov 22, 2023 ▶ 12:05 Andrew Wilkinson's $20,000 to $260,000,000 story (#521)
Nov 22, 2023
Disclosure
Wilkinson: Tiny forces AR discipline by leaving companies with two weeks' cash
“Chris, Chris and I, we used to leave two weeks expenses in the business. If it meant that if they don't collect their AR, their accounts receivable, they go off a cliff. Now, what they don't know is they're not going to go off a cliff because Tiny, the bank, w…”
Andrew Wilkinson Nov 22, 2023 ▶ 17:44 Andrew Wilkinson's $20,000 to $260,000,000 story (#521)
Nov 22, 2023
Disclosure
Wilkinson: $57,000 charity lunch with Bill Ackman led to deal co-investment
“And so I ended up bidding 57,000 dollars to go have lunch with him. And my bet was I had no expectation there'd be any business to do because he's a hedge fund manager. I'm a tech investor. But I knew he'd be, like, an interesting person to meet, and so I went…”
Andrew Wilkinson Nov 22, 2023 ▶ 35:42 Andrew Wilkinson's $20,000 to $260,000,000 story (#521)
Nov 22, 2023 bearish
Opinion
Wilkinson: E-commerce businesses are the thin-margin online equivalent of retail bakeries
“E-commerce businesses are bakeries in my opinion.”
Andrew Wilkinson Nov 22, 2023 ▶ 11:10 Andrew Wilkinson's $20,000 to $260,000,000 story (#521)
Nov 22, 2023
Assertion Not checkable as stated
Wilkinson: Portfolio company generates $500K profit investing gift card float in T-bills
“One had a bunch of customer gift card deposits and they were like, Oh shit, we can invest these in T-bills and make five percent makes 500 grand a year of just pure profit.”
Andrew Wilkinson Nov 22, 2023 ▶ 3:19 Andrew Wilkinson's $20,000 to $260,000,000 story (#521)
Nov 22, 2023 neutral
Disclosure
Wilkinson: Dr. Peter Attia's private practice costs hundreds of thousands to join
“Well, I think it's, so it's a lot of money, obviously it's hundreds of thousands of dollars.”
Andrew Wilkinson Nov 22, 2023 ▶ 49:03 Andrew Wilkinson's $20,000 to $260,000,000 story (#521)
Nov 22, 2023
Assertion Not checkable as stated
Wilkinson: Raising prices 30% after five years massively drove profit growth
“One increased prices, 30% after not increasing prices for five years, they massively grew profits, right? That took 10 minutes, a little bit of planning and that paid off big.”
Andrew Wilkinson Nov 22, 2023 ▶ 2:50 Andrew Wilkinson's $20,000 to $260,000,000 story (#521)
Nov 22, 2023 positive
Insight
Wilkinson: Target unsaturated ecosystems like Discord over Shopify
“Now I think Shopify is hard because you're late, you know, the marketplace already exists. It takes a lot of time to get approved. You know, that might not be the place to go where you might want to look is like discord or add a par or any kind of software eco…”
Andrew Wilkinson Nov 22, 2023 ▶ 53:19 Andrew Wilkinson's $20,000 to $260,000,000 story (#521)
Nov 22, 2023 bullish
Assertion Partly supported
Wilkinson: Tiny scaled We Work Remotely from $400K to $4M EBITDA
“We bought a business about almost 10 years ago called weworkremotely.com. And it's very simple. It's a job board... We buy the business. We pay three or four times earnings or something, which was, you know, a fair price given what it was doing. We immediately…”
Andrew Wilkinson Nov 22, 2023 ▶ 9:44 Andrew Wilkinson's $20,000 to $260,000,000 story (#521)
Nov 22, 2023 positive
Disclosure
Wilkinson: Email preliminary valuations early to screen out unrealistic founder expectations
“I'm like via email. I want to send the first offer. I want them to say, yes, that's interesting. And then I'll spend time on it. And what I used to do is I would spend all this time getting to know people and unboxing the business only to realize that their ex…”
Andrew Wilkinson Nov 22, 2023 ▶ 27:54 Andrew Wilkinson's $20,000 to $260,000,000 story (#521)
Dec 18, 2023
Disclosure
Wilkinson: Offshore virtual assistant handles email management for $1,000 monthly
“So I have an assistant in the Philippines, and it's like a thousand dollars a month, and she does it, right? So it's like, it is something that a lot of people could be doing.”
Andrew Wilkinson Dec 18, 2023 ▶ 24:38 The 2023 Milly Awards (#531)
Dec 18, 2023 negative
Insight
Andrew Wilkinson: Raising outside fund capital creates constant cognitive interruptions
“The problem with raising money is that at the end of the day, there's people who can call you, and you owe it to answer the phone, and they can interrupt you at any given time, and especially in a rolling fund, there's like 50 of those people.”
Andrew Wilkinson Dec 18, 2023 ▶ 32:50 The 2023 Milly Awards (#531)
Dec 18, 2023
Insight
Wilkinson: Wealth creates a lose-lose social dynamic when dining bills arrive
“There's this weird dynamic that happens where when the bill comes, if you pay the bill, you're showing off, or you're implying they can't afford it, and if you don't pay the bill, you're an asshole because you can afford to, and so that's why we do that.”
Andrew Wilkinson Dec 18, 2023 ▶ 28:18 The 2023 Milly Awards (#531)
Jan 24, 2024 positive
Assertion Not checkable as stated
Andrew Wilkinson Uses His Private Jet to Aggressively Pursue Deals
“Andrew Wilkinson does this. He throws his weight around. When he wants something, or he like sets his target on someone, a relationship, or a business he wants to buy, or whatever, He really throws his weight around in a way that I definitely don't, right? Lik…”
Shaan Puri Jan 24, 2024 ▶ 53:05 Brainstorming +$1M Weird Business Ideas With Morning Brew’s CEO Austin Rief (#543)
Mar 4, 2024 bullish
Prediction Open · timeframe Mar 2029
Shaan Puri predicts Andrew Wilkinson's creator joint ventures will yield $300M+.
“I would bet that he's going to make hundreds of millions off of these plays. If you add up the, you know, three to five that he's going to do in this category, I would bet that that's a three to three, like a three hundred million dollar prize.”
Shaan Puri Mar 4, 2024 ▶ 44:03 5 Genius Business Tactics Turning Broke Authors Into Millionaires
Mar 4, 2024 bearish
Prediction Not checkable as stated
Parr: James Clear app will make less money than Tiny's boring assets
“My prediction is that this won't make nearly as much money as some of his other boring things that no one would ever talk about.”
Sam Parr Mar 4, 2024 ▶ 42:16 5 Genius Business Tactics Turning Broke Authors Into Millionaires
Mar 4, 2024 neutral
Assertion Supported
Andrew Wilkinson's Tiny took 40% equity in James Clear's habit app.
“Andrew Wilkinson, he put out this tweet where he said, we partnered with James Clear. Tiny owns 40%. James owns 60%.”
Sam Parr Mar 4, 2024 ▶ 40:03 5 Genius Business Tactics Turning Broke Authors Into Millionaires
Jul 5, 2024
Disclosure
Wilkinson Lost Over $10 Million Bootstrapping a Software Venture
“I started multiple software businesses that I bootstrapped and lost in one case to over ten million dollars.”
Andrew Wilkinson Jul 5, 2024 ▶ 13:51 How I Made My First $1M - The Andrew Wilkinson Story
Jul 5, 2024
Disclosure
Wilkinson Lost Around $1 Million Starting a Restaurant
“Oh yeah. And I lost I think I lost a million bucks doing that.”
Andrew Wilkinson Jul 5, 2024 ▶ 14:17 How I Made My First $1M - The Andrew Wilkinson Story
Jul 5, 2024 negative
Insight
Wilkinson: Targeting Billionaire Status Is a Mistake and an Overreach
“I think overshooting is a mistake that a lot of people make myself included. And I think they think, okay, I need to be a billionaire or be worth hundreds of millions of dollars when in reality that is overdoing it.”
Andrew Wilkinson Jul 5, 2024 ▶ 33:57 How I Made My First $1M - The Andrew Wilkinson Story
Jul 5, 2024 positive
Disclosure
Wilkinson Made a 10x Return on a $75K Angel Investment
“I had one, my friend, Stuart, who we used to share an office with, I put 75 grand into his business and then he sold it to work day. And I 10 X my money there.”
Andrew Wilkinson Jul 5, 2024 ▶ 25:41 How I Made My First $1M - The Andrew Wilkinson Story
Jul 5, 2024 bearish
Insight
Wilkinson: Boring $2M Cash-Flow Businesses Beat Venture-Backed Startups
“Look, if you just started a boring business, like a trash hauling business or window cleaning business or whatever it is, You got it to one or two million dollars of cashflow, sell it or hold it. You're set for life. And instead they go off and they raise all …”
Andrew Wilkinson Jul 5, 2024 ▶ 43:13 How I Made My First $1M - The Andrew Wilkinson Story
Jul 5, 2024
Insight
Wilkinson: Target net worth equals 20 times desired annual spending
“Well, I think what you want to figure out is you want to say, what do I want to spend every year? And then times it by 20.”
Andrew Wilkinson Jul 5, 2024 ▶ 35:52 How I Made My First $1M - The Andrew Wilkinson Story
Jul 5, 2024 positive
Assertion Not checkable as stated
Wilkinson's Businesses Doubled in Size After He Hired Replacement CEOs
“When I started hiring CEOs, because before I knew it, all the businesses started like doubling. And the reason they doubled was because I was only giving 20% of my time to all the companies. And frankly, I didn't know what I was doing. And I just started hirin…”
Andrew Wilkinson Jul 5, 2024 ▶ 24:39 How I Made My First $1M - The Andrew Wilkinson Story
Jul 5, 2024 neutral
Disclosure
Wilkinson Has Invested $25M to $30M Into Venture Startups
“And so I think I have like. 25 or thirty million dollars of venture.”
Andrew Wilkinson Jul 5, 2024 ▶ 25:32 How I Made My First $1M - The Andrew Wilkinson Story
Jul 5, 2024
Assertion Not checkable as stated
MetaLab Generated $3M to $4M in Annual Profit Before Age 27
“And then Metalab by this point was making three or four million dollars of profit a year.”
Andrew Wilkinson Jul 5, 2024 ▶ 19:05 How I Made My First $1M - The Andrew Wilkinson Story
Jul 5, 2024
Assertion Not checkable as stated
Wilkinson Made Over $1M a Year From His Agency By Age 23
“I had like a dozen people I was making, you know, over a million dollars a year personally.”
Andrew Wilkinson Jul 5, 2024 ▶ 10:05 How I Made My First $1M - The Andrew Wilkinson Story
Jul 5, 2024 positive
Insight
Wilkinson: Strong executive talent often prioritizes salary and stability over founding
“Over time you realize like people want stability and they want surety and they want to have health benefits and all this stuff you don't get. And so I realized like there's this whole other class of people where they want to run a company for somebody else. Th…”
Andrew Wilkinson Jul 5, 2024 ▶ 24:18 How I Made My First $1M - The Andrew Wilkinson Story
Jul 5, 2024
Insight
Wilkinson: $250K in passive income provides freedom to build businesses
“So launchpad is like, how do you make 250 K a year? Right. And ideally passive. And if you can make 250 K a year passive, then you don't need a job and you have the freedom to be generative and start the things that you want.”
Andrew Wilkinson Jul 5, 2024 ▶ 36:58 How I Made My First $1M - The Andrew Wilkinson Story
Jul 5, 2024 positive
Insight
Puri: Early dollars generate far more incremental freedom than later wealth
“The early dollars create a lot more freedom than the later dollars. I think is the way that you're explaining it. And those early, early dollars and early freedom matter a lot more than the later dollars because you only get so much incremental freedom. In fac…”
Shaan Puri Jul 5, 2024 ▶ 4:21 How I Made My First $1M - The Andrew Wilkinson Story
Jul 5, 2024 positive
Opinion
Wilkinson: Going from Barista to $60/Hour Was Best Money Ever Made
“Well, I think the best money that I ever made was jumping from being a barista to making like 60 bucks an hour.”
Andrew Wilkinson Jul 5, 2024 ▶ 1:15 How I Made My First $1M - The Andrew Wilkinson Story
Jul 5, 2024 positive
Opinion
Wilkinson: Felix Dennis's 'How to Get Rich' Is a Top Business Book
“And I think there's this other great book that really inspired me with mine, which is called how to get rich as the best book. I mean, that's by far one of the best business books I've ever read because”
Andrew Wilkinson Jul 5, 2024 ▶ 43:50 How I Made My First $1M - The Andrew Wilkinson Story
Jul 5, 2024
Disclosure
Wilkinson: 80% of cash flow must be reinvested, 20% spent personally
“So basically I was like, I will spend up to 20% of my cashflow personally, and the other 80% has to go back to investing.”
Andrew Wilkinson Jul 5, 2024 ▶ 19:50 How I Made My First $1M - The Andrew Wilkinson Story
Jul 5, 2024
Assertion Not publicly verifiable
Wilkinson Sold Pixel Union for $7M With $3M Upfront
“And so I ended up getting an offer to sell that business for seven million bucks. And it was three million upfront, one and a half earn out, and then the rest in stock in the new business.”
Andrew Wilkinson Jul 5, 2024 ▶ 17:34 How I Made My First $1M - The Andrew Wilkinson Story
Aug 15, 2024 neutral
Disclosure
Hormozi: Acquisition.com targets fewer, larger deals vs Tiny's model
“I think that probably a major difference between like the tiny slash Wilkinson model and how we do it is that we are operators. And so the investment strategy has slowly, you know, continues to, you know, move over time, but it's been fewer, bigger deals that …”
Alex Hormozi Aug 15, 2024 ▶ 29:27 I Lost Everything Twice… Then Made $26M In 18 Months
Jan 24, 2025 bearish
Disclosure
Wilkinson: Underwriting software deals conservatively, shifting focus to communities
“Personally, when I'm underwriting software deals now, I am being incredibly conservative. And honestly, I'm much more focused on communities and social networks as a result. We still look at software when there's like a hardware component or there's some kind …”
Andrew Wilkinson Jan 24, 2025 ▶ 29:25 I run a $180M+ company...here's how I'm using AI on a daily basis
Jan 24, 2025 bullish
Disclosure
Wilkinson reveals $1 million personal stock position in Iris Energy
“I do own the stock. But I think it's interesting. ... I only bought like a million dollars, but I look at it as like a small, it's a very small position.”
Andrew Wilkinson Jan 24, 2025 ▶ 45:10 I run a $180M+ company...here's how I'm using AI on a daily basis
Jan 24, 2025 bearish
Prediction Not checkable as stated
Wilkinson: Software will commoditize as AI eliminates coding barriers
“And so my belief is basically that as more and more people don't need to learn how to code and can build software, software will become more and more commoditized. There'll be way more competition and it'll be a way harder world for software businesses.”
Andrew Wilkinson Jan 24, 2025 ▶ 28:36 I run a $180M+ company...here's how I'm using AI on a daily basis
Jan 24, 2025
Disclosure
Wilkinson: Hiring an AI-First CFO to Build Financial Automations
“We're hiring like an AI first CFO, basically somebody where their job is basically just to build automations, financial automations.”
Andrew Wilkinson Jan 24, 2025 ▶ 20:18 I run a $180M+ company...here's how I'm using AI on a daily basis
Jan 24, 2025 positive
Disclosure
Wilkinson: AI agent replaced assistant for pre-meeting research briefs
“Like I have a, I have an agent that preps me for every meeting. So, 30 minutes before every meeting, I get a text and it says, hey, you're meeting Sean and Sam. You were emailing them about this topic. You're going to invest in their company. And here's two bi…”
Andrew Wilkinson Jan 24, 2025 ▶ 2:17 I run a $180M+ company...here's how I'm using AI on a daily basis
Jan 24, 2025 positive
Disclosure
Wilkinson: Claude Saved $100K Annually in Taxes Across Holding Companies
“I actually saved a 100,000 dollars a year of cash taxes by moving an investment from one hold code to another thanks to Claude”
Andrew Wilkinson Jan 24, 2025 ▶ 19:14 I run a $180M+ company...here's how I'm using AI on a daily basis
Jan 24, 2025 positive
Insight
Wilkinson: Psychological Lock-In Protects Impulsive Investors From Panic Selling
“Having a psychological lock-in creates a really positive thing for people like us who are impulsive.”
Andrew Wilkinson Jan 24, 2025 ▶ 1:04:08 I run a $180M+ company...here's how I'm using AI on a daily basis
Jan 24, 2025
Disclosure
Wilkinson: MetaLab declined equity for designing Slack at a $20M valuation
“Metalab back in 20, I guess it was 2012 or 20 13, we designed Slack. And at the time Slack was actually a failed gaming startup and Stuart Butterfield was basically trying to do something with the remains of it and trying to build, build a chat tool. And so He…”
Andrew Wilkinson Jan 24, 2025 ▶ 58:45 I run a $180M+ company...here's how I'm using AI on a daily basis
Jan 24, 2025 neutral
Insight
Puri: Apply a 'charisma discount' to persuasive speakers and amplify deadpan ones
“I apply basically a discount factor. It's like a charisma discount. So the more persuasive somebody is about everything, the more I have to discount to some degree. It doesn't mean I just like throw it away. Right. But I have to be careful not to get overly ex…”
Shaan Puri Jan 24, 2025 ▶ 48:13 I run a $180M+ company...here's how I'm using AI on a daily basis
Jan 24, 2025 negative
Disclosure
Wilkinson: Passed on investing in Bench Accounting over low-margin services concerns
“My first designer was this guy named Adam Saint... He started this company called bench. And so he comes to me and he's like, Hey, we're doing, you know, basically AI accounting 10 years early... But I looked at it and I was like, oh, it's a services business …”
Andrew Wilkinson Jan 24, 2025 ▶ 52:53 I run a $180M+ company...here's how I'm using AI on a daily basis
Feb 18, 2026 neutral
Disclosure
Parr: Andrew Wilkinson's test indicates I am on the autism spectrum
“Well, I just took Andrew Wilkinson's, like, personality test. You see him tweet that thing out the other day? Yeah. Your boy's autistic, apparently.”
Sam Parr Feb 18, 2026 ▶ 8:40 Elon’s wildest interview yet — our reaction
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