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PEoperator⚡️
@PEoperator
PE Operator → CEO | Real deals, stories & operator lessons | Never badmouth synergy | book recs:
442 Following    18.4K Followers
Added Stock Picker to - Check it out among other of my favorite books.
I highly recommend you buy a copy of Ian’s new book. His book “Intelligent Fanatics” is one of my all time favorites. Ian was gracious enough to send me an advance copy which I devoured. Favorite line: “The difference between what you modeled in a spreadsheet and the outcome you get is management.” (Cc @sidecarcap on that concept) Anyway, Ian’s book is about more than picking stocks. It’s about life, the psychology of being human, how to get started, talking to management, and of course, evaluating businesses. The book isn’t a “how to” or instruction manual; it’s more like a story where Ian illuminates what he’s learned along the way. Whether you are an investor or an operator, you will get a lot out of it.
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Added Stock Picker to - Check it out among other of my favorite books.
I highly recommend you buy a copy of Ian’s new book. His book “Intelligent Fanatics” is one of my all time favorites. Ian was gracious enough to send me an advance copy which I devoured. Favorite line: “The difference between what you modeled in a spreadsheet and the outcome you get is management.” (Cc @sidecarcap on that concept) Anyway, Ian’s book is about more than picking stocks. It’s about life, the psychology of being human, how to get started, talking to management, and of course, evaluating businesses. The book isn’t a “how to” or instruction manual; it’s more like a story where Ian illuminates what he’s learned along the way. Whether you are an investor or an operator, you will get a lot out of it.
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I really like Tucker and his message today but this is wrong. You are ready for a family when you decide to be a man. Everyone acts like they need to wait until they mature to settle down. Like there’s a magical age when that happens. It’s just an excuse to continue being a boy. Meanwhile, you and your future wife accumulate baggage that you’ll both have to deal with in marriage. “Oh but I want to have fun in my 20s.” Thats boy thinking. I know. I have four little boys. That’s how they think: I want to have fun. They don’t understand deep satisfaction. Fulfillment. Thats because they’re boys. Marry your high school sweetheart. Or your college one. Settle down. Have kids. Start now. Marriage is a commitment. It requires you to commit. Recognize what it is. It’s not about you. It’s not about your happiness. It’s about giving yourself up for someone else. And counterintuitively, that will lead to your sustained happiness. You don’t have to look for the next party because you are fulfilled in a much more meaningful way. And you will realize quickly those parties never actually made you happy. You probably know that now. If you read that and think, “sounds awful” - you are a boy. Thats what my 5 yo thinks: I don’t want to give, I want to get. But I will spend his first 18 years- his time in my house - showing him that giving is actually where he will find the most sustained fulfillment, “happiness”. And that’s a decision- not some magical maturity you get at 30 or 35 or whatever. Look stuff happens, people have stories- I get it. But believing there is some magical age in adulthood when you are mature enough to commit is a psyop. The truth is marriage is hard regardless of when you start. Same with kids. Anything in life worth doing is hard. That’s why it’s fulfilling. Go for it now. We will all be better off for it and you will not regret it. You will only wish you’d started earlier.
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He's 100% right: kids are amazing, and if you have any inclination, do it for sure. BUT--it was very important for me personally to wait until I was ready emotionally, AND I found a great woman to have kids with.
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To pile on… except for private equity guys (thin skinned), the people I’ve met have been remarkably encouraging. Great place to build a network and a head of steam for your next chapter.
You should get to know people from X irl. Always fun. I’ve hired three people I met here- all studs. Have seen several deals. Have invested in deals personally backing people I met here. Just met a guy this week- maybe we do some business together. Unreal alpha.
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You should get to know people from X irl. Always fun. I’ve hired three people I met here- all studs. Have seen several deals. Have invested in deals personally backing people I met here. Just met a guy this week- maybe we do some business together. Unreal alpha.
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Have been thinking about him a lot after the recent @FoundersPodcast episode. He acquired businesses and let them operate independently. Then when the deal environment turned against him (prices high) he pivoted to integration. Everyone today rushes to integrate. Maybe that’s not the best path. Maybe learning, letting it breathe a bit ensures a more solid foundation. Curious if others have bought and held, then integrated later?
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It’s easy to forget how smart Henry Singleton was. Graduated from the Naval Academy and MIT, earned three degrees in electrical engineering and won the Putnam award for being one of the country’s greatest mathematicians. He could also play chess blindfolded. Partnering with people like Singleton is more profitable than trying to emulate them.
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Apple, please acquire.
Your Instinct can now handle phone calls. Introducing Instinct Concierge – a white glove service meant to handle high-touch cases, such as making phone calls, high-end service booking, and more. You’ll be able to book the restaurant that doesn’t take online reservations, get on your dentist’s cancellation list, or have that cable bill sorted out. We’re slowly rolling this out to our early access group today and will be expanding access soon.
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When I was 30, I sold a business and was thinking about my next gig. I was focused on buying a company. My brother had worked for this PE backed business in town that was totally dysfunctional, but had great bones. So I approached the firm about buying the business. Obviously PE firms usually sell through an investment banking process so chances were slim. But this firm had offered me a job, so I knew them fairly well. Thought it couldn’t hurt to ask. I reached out and they were willing to talk. I soon realized what they really wanted was to understand why I thought I could be a better owner. What they didn’t realize was that the CEO was an absolute narcissist. Anyway, I told them I wanted to buy it and run it the rest of my life, so my time horizon was better suited to this particular asset. That’s meeting one. Meeting two - I should’ve known - would be different. They sent a VP. This was literally the guy who got the position I had turned down a few years earlier. Not sure if he knew that, but we had lunch at a bbq place. He was UVA MBA which he let me know pretty quickly. We talked, I told him why I was excited about the business and that I was a serious buyer who could close. After a few minutes, the 28 yo told me “I just don’t see you as a CEO.” I actually laughed out loud. At the time I had been CFO for a business that just sold for nearly a billion. I mean, maybe he was right but just the brazen insult to my face made me chuckle. I told him thanks for the feedback. Maybe he was right, but if I could buy the business, that would be my problem. Anyway, as you would expect, it didn’t work out for me. For them, it did. They fired the CEO a couple months later and the business started to take off. I had fun kicking the tires and I got the added benefit of some young nerd adding to the chip on my shoulder.
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I highly recommend you buy a copy of Ian’s new book. His book “Intelligent Fanatics” is one of my all time favorites. Ian was gracious enough to send me an advance copy which I devoured. Favorite line: “The difference between what you modeled in a spreadsheet and the outcome you get is management.” (Cc @sidecarcap on that concept) Anyway, Ian’s book is about more than picking stocks. It’s about life, the psychology of being human, how to get started, talking to management, and of course, evaluating businesses. The book isn’t a “how to” or instruction manual; it’s more like a story where Ian illuminates what he’s learned along the way. Whether you are an investor or an operator, you will get a lot out of it.
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A young upstart has a bologna sandwich lunch with Warren Buffett and decides to become a value investor. Then he becomes a billionaire. I later worked for that billionaire investor- Bill Oberndorf. I was 25 at one of his few private company investments. I didn’t know what to make of a billionaire in a Mickey Mouse watch. But Bill showed me the same generosity Buffett had shown him. He was extremely generous to me as a young, hungry, idiotic 25 yo. And like Bill’s experience with Buffett, it was seminal for me. This interview posted by @kevg1412 is great. Subscribe to his newsletter!
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I plan on reading this one. In the age of verbose AI responses, getting to the point is more valuable than ever.
It seems like there's a cosmic struggle that most salespeople have with talking too much. You think the interviewer needs to know your entire life story. You think the customer needs every single feature & benefit spelled out They don't. But compression is hard, maybe even the hardest part of effective messaging. It takes a lot of intentionality The book Brief by Joseph McCormack was a huge help for me in this area. Highly recommend to all salespeople or anyone trying to influence others
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Private equity taking over college sports would obviously be bad. I agree with the man in this video. It’s not a typical business, it’s more than that. It sounds crazy, but it’s friendships and fun and memories and family and legacy and identity and pride and escape and opportunity and hope. And there are tons of kids who play college sports who never play pro, but are given opportunities they would have otherwise never had. Not to mention many college sports are intertwined with taxpayer funding. It’s not just about maximizing profits. Sure, there could be improvements. But at some point we have to recognize that if we treat everything like it’s purely a money making endeavor, we will lose our soul. Ps I know it’s coach cal… I’m a uk fan 😉
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This was a question from my kids 4th grade class. $2M home!? Cash!? Yeah. We’re cooked.
Is it possible these AI leaders screaming about safety just want to CYA? To tell us, if something does happen: “well, you asked for it.” Maybe they want to regulate away competition, or maybe they just want to be absolved from any malicious use?
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It would be hilarious if the AI safety people had to wear hard hats and neon vests at work. Safety first!
🚨📚Book Rec: The Compounders “The compounders offer a permanent home for entrepreneurs, allowing their businesses to continue operating independently and flourish while benefiting from the resources and support of a larger parent company” Sounds easy, is actually very hard.
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You spend a career hearing business writing is tight and succinct. Then AI comes along and everyone copies and pastes verbose responses. Absolute failure mode. Do the work.
The people who fear it the most appear to be the ones closest to it and furthest from it. The early adopter masses are fully embracing. It feels inevitable that open source will become a larger piece and that there will be a few winners, but it may not just be Anthropic or OpenAI. Meta coming out of nowhere with Muse is a good example. Grok got a late start but is now a leader. Google, Apple, and Microsoft all feel very far behind but could easily make AI a focus. Point is, we should encourage the innovation and trust the market to bring new players. If margins really are 90%, that will attract competition. The only way to ensure there are only a few winners is to heavily regulate it now.
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AI isn’t going away. Barring unprecedented global government coordination, it isn’t even slowing down. The only real decision is whether to centralize power, or disperse it. Do you fear the technology? Or a small number of people controlling the technology?
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I am an expert on this and it’s Connery then Craig. My personal choice is Brosnan for 3rd. The top 5 bond movies are 3 Connery, 2 for Craig. Lazenby is in the 6th best. He was excellent. Brosnan has two appearances in the top 10. Moore is the funniest but he generally has the worst movies. Also, Austin Powers got absolutely everything right.
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⚡️Which one is your favorite?
Great advice
Private equity will offer a “second bite of the apple” with rollover equity PE will say they’re targeting to 3x your equity Before you roll 20% of your $10M deal into the next PE-backed platform, here’s a couple of things you should ask about: Pari Passu? Understand if the equity class is junior to the sponsor’s preferred stake. Preferred gets a liquidation preference + 8%-10% compounded before common gets a dollar. HoldCo or Subsidiary? Understand which entity issues units and where your ownership sits in the event of a sale/exit for the platform. HoldCo could receive a different outcome vs subsidiary in the waterfall. Entry Valuation? Understand the value per unit for your rolled equity and how it’s marked internally going forward. Tag-along? If the sponsor sells and you can’t join along in the liquidity event, you’re making a bet on another sponsor. Drag-along? Sponsor will force a sale, which is normal, but make sure you’re getting the same per-unit price and you’re not getting burdened with new indemnities worse than the first deal. Lock-ups, calls, forfeiture? Rolled equity should vest immediately and should survive termination. Call rights at fair market value, not cost. Cash at close is the only thing guaranteed. Rollover equity is a bet on a levered platform you don’t control. I work with owners in the trades on this topic all the time and every situation is different.
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