After reading The Outsiders: Eight Unconventional CEOs and Their Radically Rational Blueprint for Success, I wanted to learn more about the CEOs profiled in the book. I was especially interested in Henry Singleton, given that Warren Buffett likely borrowed from Singleton’s playbook when building Berkshire Hathaway.

Singleton didn’t do many interviews, and no one has written a biography about him. I managed to dig up Distant Force: A Memoir of the Teledyne Corporation and the Man Who Created It. It’s hard to find, but I got lucky and started reading it.

Singleton went on an acquisition spree during Teledyne’s early years in the 1960s. Two things likely led to Singleton embracing this strategy and making it so effective:

• The stock market valued Teledyne richly in the 1960s, and Singleton shrewdly took advantage. He used Teledyne’s stock as currency. Teledyne traded at a double-digit P/E multiple ranging between thirty to seventy times earnings (i.e., high valuation) as a public company, while smaller, private companies were valued at single-digit P/E multiples of roughly nine times earnings (i.e., lower valuations). Singleton recognized this arbitrage and paid for his acquisitions using overvalued Teledyne stock.
• World War II took place mostly in the 1940s. New technologies were created, and many small companies were founded to help the war effort. After the war, veterans benefited from the G.I. Bill, receiving tuition-free college educations, from which they learned new technologies and methods. This combination of newly educated and tech-savvy veterans and a wave of new technology led to a boom in entrepreneurship in the 1940s and 1950s. By the 1960s, many of these small companies had matured, and the founders were ready to sell or needed growth capital to reach the next level.

Singleton’s genius was in recognizing that he was positioned to benefit from twin tailwinds. Two forces were occurring simultaneously, and he crafted a strategy to take full advantage of both. There was a large supply of entrepreneurs interested in being acquired, and he could fund acquisitions using richly valued Teledyne stock instead of cash. His strategy led to over one hundred companies being acquired in a decade and Teledyne growing from $4.5 million in revenue and $58,000 in profit to $1.3 billion in revenue and $60 millions in profit annually by the end of the acquisition spree.

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Today, I finished reading The Almanack of Naval Ravikant by Eric Jorgenson. The section on wisdom and judgment caught my attention. He starts by defining the two:

• Wisdom – Knowing the long-term consequences of your actions
• Judgment – Wisdom applied to external problems

Then he says they’re tightly linked. You need to know the long-term consequences of your actions and then capitalize on that understanding by making the right decision to get the desired outcome.

Naval says judgment is underrated but most important in the modern leverage age. One correct decision can lead to a massive win.

Entrepreneurs learn from experience—their own or others’. Experience gives them the wisdom to understand what actions are available and the likely outcomes of each.

Wisdom is helpful in itself, but as Naval says, applying it is most important. How to apply wisdom to your situation isn’t always obvious or easy, but the most successful entrepreneurs I know have mastered applying wisdom to get the outcome they want.

Your ability to apply wisdom—what Naval calls judgment—is the key to outsize entrepreneurial success.

You can listen to audio versions of my blog posts on Apple here and Spotify here.

In every entrepreneurial story I’ve heard, luck played a role to one degree or another. I’m a big believer in luck, and I think it’s possible to manufacture your own luck.

I’m finishing reading The Almanack of Naval Ravikant by Eric Jorgenson. This book shares Naval’s thinking around several types of luck:

• Blind luck – Something completely out of your control happened, and it benefited you.
• Persistence luck – You’re taking actions that set things in motion and result in something happening to you. Think working hard, hustling, or shaking a bunch of trees to see what happens. You’re creating forces that could generate a lucky break.
• Spotting luck – You’re knowledgeable in a field and able to spot a lucky break in that field. Your specific knowledge allows you to see and understand what’s happening before others do.
• Magnetic luck (my wording, not his) – You’ve built something that attracts others, who’ve gotten lucky, to you. You might have a unique brand or specific skill. People want to be associated with that brand or need your skill set to help them capitalize on an opportunity.

The first three types of luck are straightforward. The fourth is the “hardest kind of luck” to get.

I’m a fan of persistence luck and magnetic luck. Both are good ways to manufacture luck that anyone can take advantage of. A big difference between the two is the time frame. Persistence luck often optimizes for luck in the short term. You can take action tomorrow, and you might get lucky tomorrow. But magnetic luck is the “hardest kind of luck”—a long-term game. You’re building something, maybe a reputation or skills, over time. This requires commitment. But when this work is done, luck goes from being something that happens by chance to, as Naval says, “your destiny.”

If you’re interested in this book, it’s available for free. You can download the e-book file or PDF here.

You can listen to audio versions of my blog posts on Apple here and Spotify here.

Leverage is the ability to multiply the output of your efforts. You achieve more with the same level of effort. Leverage allows you to 10x or more your outcome.

Today I started reading The Almanack of Naval Ravikant by Eric Jorgenson. You can download the e-book file or PDF for free here. Naval thinks about leverage in three classes:

• Labor – Having other humans work for you. You can get more accomplished if others are working on something than you could by yourself. This is the oldest form of leverage and likely the hardest to use. Managing people isn’t easy.
• Capital – Having money work for you. You can magnify your decisions with money. Entrepreneurs use capital leverage by borrowing money to help their company grow, while investors borrow money to purchase investments. More on this type of leverage here. This is likely the most dominant form of leverage used to accumulate wealth over the last century.
• Products with zero cost of marginal replication – Having your product work for you. Duplication of these products costs little or nothing. Think software or media. You write the code once (assuming you don’t update it) or record the video once. Your cost is the same whether one person or one million people buy the software or watch the video. This is the newest form of leverage and has been used by the new billionaires.

Naval also shares why the last of these forms of leverage is so powerful and the most democratic, accessible by all.

Labor and capital leverage require someone else’s permission before you can use them. People must agree to work for you or agree to give you capital. This limits who can take advantage of these forms of leverage. You can have the best business idea, but if people won’t work for you or give you money, the size of the business is capped.

Products with zero cost of marginal replication are permissionless. You can write software, create a video game, write a book, or record a YouTube video and share it anytime. If your product resonates with others, they can buy or consume it without your incurring additional costs. The upside potential of these types of products is hypothetically unlimited.

The book says we now live in an age of limitless leverage where the economic rewards have never been higher.

Naval’s thinking about leverage is simple and thought-provoking, especially for entrepreneurs.

If you're interested in hearing Naval discuss leverage in more detail, you can listen here.

I’m looking forward to finishing this book and sharing my takeaways.

You can listen to audio versions of my blog posts on Apple here and Spotify here.

My first two posts about Sheila Johnson’s autobiography (here and here) didn’t do her journey justice. After entrepreneurs achieve success or wealth, they often struggle less. Not Sheila Johnson, to my surprise:

Age 0 to 21

• Moved thirteen times as a child.
• Her mother had a nervous breakdown and struggled financially when her father left.
• Kicked out of the University of Illinois orchestra and lost her scholarship because she pursued cheerleading.

Age 22 to 50

• Struggled with infertility for years.
• Newborn son died one hour after birth.
• Sister-in-law embezzled from BET.
• Learned of husband’s affair with an early BET employee when served with a lawsuit.
• BET’s CFO embezzled $2 million.
• Husband had an affair with a BET executive.
• Fired from BET after questioning husband’s affair.
• Relocated from DC to Middleburg, Virginia, to escape public humiliation.
• Divorced.

Age 51 to 75 (today)

• Two years of depression after selling BET.
• Thrown from a horse and nearly killed when the horse stomped on her chest, narrowly missing her heart.
• Received death threats and verbal attacks for years from Middleburg residents opposed to her planned resort.
• Denied bank funding for resort projects; forced to personally fund them.
• Global financial crisis forced a two-year construction pause on resorts.
• Endured nightmares and panic attacks for years.

The above list isn’t comprehensive, but you get the idea. What stood out to me was what she still managed to accomplish:

Age 0 to 21

• First-chair violinist for Illinois All-State Orchestra.
• University of Illinois’s first Black cheerleader.
• Graduated from the University of Illinois.

Age 22 to 50

• Started a youth orchestra, which performed internationally.  
• Started a full-time private music instruction business, which operated for seventeen years.
• Landed acting roles for extra income.
• Flipped a home with money made from acting.
• Wrote music textbooks for income.
• Traveled internationally with the University of Illinois String Research Project.
• Adopted two children.
• Cofounded BET.
• Helped launch and raise funding for the National Music Conservatory in Jordan.
• Became full-time executive vice president of corporate affairs to help prepare BET for an IPO.
• Launched and raised funding for BET’s Teen Summit, an Emmy-nominated show.
• Completed successful BET IPO in 1991 at roughly $500 million valuation.
• Sold BET to Viacom in 2000 for $2.3 billion in stock.

Age 51 to 75 (today)

• Founded Salamander Hospitality.
• Opened a French-style café in Middleburg in 2004.
• Won a multiyear battle with Middleburg city council in 2005 to build resort on 340 acres purchased years earlier.
• Remarried in 2005.
• Purchased ownership in an NBA team, NHL team, and WNBA team in 2005.
• Acquired resort in Summerville, South Carolina, in 2006, renovated the property, and sold it in 2010.
• Acquired resort and golf club in Palm Harbor, Florida, in 2007 and renovated the property.
• Opened Salamander Resort & Spa in Middleburg in 2013.
• Launched Middleburg Film Festival in 2013.
• Built or renovated properties in Jamaica, Colorado, and DC.

Sheila’s life has been full of personal and professional struggles. Her ability to march forward is amazing. No matter what happened in her life, she gained wisdom and kept moving forward.

Struggle is inevitable for entrepreneurs. Johnson’s story demonstrates the importance of not being paralyzed by circumstances and what’s possible when you focus on moving forward.

You can listen to audio versions of my blog posts on Apple here and Spotify here.

Reading about John Malone’s and Shelia Johnson’s journeys gave me perspective on two great company builders and the rise of Black Entertainment Television (BET). Two things stood out about the company’s early days.

BET was founded in 1979, when the cable programming market was young. New satellite technology and outlawing pirated broadcast signals caused demand for programming to explode.

Per Johnson’s autobiography, Malone acquired a cable system in Memphis, Tennessee, which had a roughly 40% Black population at the time. He needed cheap programming that resonated with the city’s Black audience. Bob Johnson, BET’s cofounder, knew Malone. Bob got permission to repurpose a proposal for a cable channel targeting elderly people. He then changed “elderly” to “Black” and pitched Malone. Malone loved the idea. He invested $180,000 for 20% ownership and loaned an additional $320,000.

At launch in January 1980, BET broadcast movie reruns during a two-hour time slot every Friday. It was a start, but not enough. Programming hours had to expand for the company to survive, and reruns couldn’t be the only programming.  

Entertainment and Sports Programming Network (ESPN) launched in 1979 and had early success broadcasting college basketball games. BET noticed that ESPN didn’t broadcast the games of Black colleges. BET decided to fill this gap and began broadcasting Black colleges’ basketball and football games. Programming expanded to six hours per week, but that still wasn’t enough.

In 1981, MTV launched. Consumer demand for music videos skyrocketed. Every artist wanted their video on cable TV. But MTV executives wouldn’t play videos from most Black artists. BET saw this “big cultural gap” in music videos as an opportunity. Artists’ desire for exposure on cable TV made creating music video programming cheap. And strong consumer demand for videos translated into strong viewership. BET saw filling the music video gap as a win for BET, artists, and consumers. In 1981, BET launched Video Soul, which aired for fifteen years.

Music videos and college sports helped BET find product–market fit. Things were going so well that in 1982, BET sold 20% of the company to Taft Broadcasting Company for $1 million. By the fall of 1984, less than four years after launching, BET had 24-hour-a-day programming, 18 million subscribers, and more than 36 employees.

BET’s early success boiled down to two strategic things:

• Cloning – BET didn’t try to reinvent the wheel. Instead, it took ideas that others had proven were viable, cloned them, and applied them to market gaps.
• Market – BET was early in the cable programming market, which grew rapidly. A rising tide lifts all boats. In BET’s case, the market was moving so fast that it yanked BET along. BET made a lot of mistakes early on, but being early in a growing market meant those mistakes weren’t deadly.

BET was a massive financial success for John Malone and Sheila Johnson. It’s interesting to see how two simple strategies, taken seriously, were central to their early success.

You can listen to audio versions of my blog posts on Apple here and Spotify here.

Today I finished reading Sheila Johnson’s autobiography, Walk Through Fire: A Memoir of Love, Loss, and Triumph. Johnson is the cofounder of Black Entertainment Television (BET).  She became the first Black, female billionaire in 2000 when the company was sold for $3.2 billion to Viacom.

Johnson was the lesser-known BET cofounder, but she’s a serial entrepreneur. She was an accomplished violinist, and before going full-time at BET, she built a music business. She taught music and founded a youth orchestra that performed globally, including for royalty. After BET, Johnson founded Salamander Hospitality, a five-star hospitality company with properties in Jamaica, Virginia, DC, South Carolina, Florida, and Colorado.

Johnson has had outsize success, but her book doesn’t focus on that. Johnson is candid about dealing with insecurities, feeling like an outsider, and experiencing infertility, betrayal, public humiliation, and self-doubt. She’s open about her internal and external struggles, their impact on her, and how she overcame them. Johnson is 75 and has struggled at every life stage since adolescence. She still struggles today, despite being successful beyond her wildest dreams.

Her openness about her struggles and her wisdom are valuable, especially to entrepreneurs. Here are my takeaways:

• Partner alignment – Johnson is guided by her values. Her BET cofounder, who was her husband, didn’t operate with ethics or values. His words, acts, and decisions created a difficult culture at BET and problems in their relationship. Alignment of values is critical. If you’re setting out to do the impossible with others and aren’t aligned on values, your journey will become orders of magnitude more challenging.
• Everything starts small – Each of Johnson’s businesses started off tiny. For example, only ten people attended BET’s launch party, and they ate potato chips because they were “pretty broke.” Starting small is part of the journey.
• Don’t give up – In each business, Johnson encountered massive setbacks. Some of them sent her into deep depression. When things looked bleak and there was no clear path to success, she didn’t give up. She kept moving forward, and continual progress prevented her from getting stuck in her troughs and ultimately led to outsize successes. Survival is often a big factor separating winners from losers—figure out how to keep moving forward so you can stay in the game long enough to win.
• Experience – Johnson had no media or hospitality experience, but she didn’t let that stop her. She created large companies in both industries by learning as she went along and finding people she could work with who filled her industry knowledge gaps. You don’t always need personal experience to win in a space.

Greatness doesn’t come easy.  Struggle is an inevitable part of the journey. In Johnson’s case, the struggles were sometimes deep and dark. But surviving struggle often leads to outsize success. You learn resiliency and that you’re capable of more than you thought.

I’m glad I found this book. Johnson is a great entrepreneur, and I’m glad she shared her struggles publicly.

You can listen to audio versions of my blog posts on Apple here and Spotify here.

One of John Malone’s lucrative investments was a seed investment in Black Entertainment Television (BET). In 1979, he invested $180,000 for a 20% equity stake in BET. He loaned another $320,000, which could be drawn down over time. In 2000, Viacom purchased BET for $3.2 billion in stock. Malone received $850 million, an amazing return.

The founders of BET, Robert “Bob” Johnson and Sheila Johnson, received stock worth $1.4 billion. I was intrigued to learn more about their journeys as founders, especially since they were a husband–wife team with no prior media experience.

Sheila’s autobiography, Walk Through Fire: A Memoir of Love, Loss, and Triumph, came out last year, and I started reading it yesterday. She was an entrepreneur before starting BET with Bob, and she went on to start and buy into several businesses after BET. I’m not finished with the book yet, but I can already see that Shelia provides her unique perspective on what happened behind the scenes as she built a billion-dollar company with her husband.

Sheila talks extensively about how Bob, as CEO, didn’t have a vision for BET and lacked values. He focused on generating profits and revenue by any means necessary. While the company was successful financially, BET’s programming wasn’t something she was proud of. The company’s culture was also less than stellar. The misalignment between Sheila and Bob around culture and values is what led to the company being sold. In the end, the outcome was financially rewarding, but the journey to get there was rough on Shelia and her family and left lasting scars on them.

This autobiography is different from others I’ve read. Sheila is candid and raw about the extreme highs and lows she encountered before and after BET. I’m looking forward to finishing it this weekend.

You can listen to audio versions of my blog posts on Apple here and Spotify here.

I finished reading Cable Cowboy: John Malone and the Rise of the Modern Cable-TV Business. I learned a ton about Malone as well as the cable industry and its importance in technological evolution.

Cable systems own and are responsible for the wires that deliver digital information to and from consumers’ homes. This book illuminated the impact that cable companies have had on life as we know it, how valuable their last-mile delivery service has been over the years, and why they made John Malone a billionaire.

Cable has gone through three periods:

• Antenna extension – In the 1950s, the big three broadcast networks (ABC, NBC, and CBS) ruled television, but their signals didn’t reach rural areas. Rural residents couldn’t watch the evening news or shows enjoyed by large and medium-sized towns. Cable entrepreneurs erected large antennas to pull down broadcast signals from TV stations in larger cities nearby. They ran wires to rural homes to pump the pirated broadcast signals to rural residents. These entrepreneurs charged a monthly fee but paid nothing for programming. Cable systems were antenna extensions that made broadcast networks more accessible.
• Programming – Regulators outlawed the pirating of broadcast signals in the 1970s. In 1975, the upstart HBO and cable system owner Time Inc. used satellites to broadcast to consumers the Ali–Frazier boxing match live from the Philippines. This was revolutionary then and something the big three broadcasters couldn’t pull off. Satellites transformed cable economics. Programming exploded, with channels such as ESPN, Showtime, WGN, CNN, and BET launching. Demand for cable service in urban areas also exploded, kicking off a rush to wire every home in America for cable.
• Internet – By the 1990s, it was internet usage that was exploding in America. The internet was the future, but accessing it was still painful. Dial-up services, such as America Online (AOL), were slow. Cable became the best option for delivering fast internet access to homes. Internet entrepreneurs, including Microsoft’s Bill Gates and Paul Allen, each spent several billion dollars buying into cable companies so they could own part of the infrastructure delivering the products and services tech entrepreneurs created. Cable companies went from mainly providing access to unique programming to also providing access to the World Wide Web.

Malone was recruited to TCI in 1972, at the end of the antenna extension era, and was CEO until the company was sold to AT&T for $48 billion in 1998. While Malone couldn't have predicted how technology would evolve over his decades as CEO, he recognized the value in what TCI had. A direct line into American homes. A way to get data and information in and out of homes. His genius was keeping a finger on the pulse of where technology was going and partnering with the entrepreneurs building technology that improved consumers’ lives. Over the years, TCI partnered with and owned stakes in programming channels, satellite companies, cable box manufacturers, internet companies, and others while continually building its cable system and increasing the number of subscribers.

Malone’s career highlights to me that to have outsize success, predicting where technology is going isn’t necessary. Sometimes, owning the infrastructure that new technologies will likely rely on for distribution will be lucrative and allow you to continually benefit through numerous technology cycles.

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As I’ve been reading Cable Cowboy: John Malone and the Rise of the Modern Cable-TV Business, I’ve gotten a clearer picture of John Malone. Malone is brilliant and shrewd. I’d consider him more of a financial engineer than anything else. He excelled at deal making, strategy, and capital allocation—but not at building a cable service customers loved or a company that was sustainable long-term.

Between 1973 and 1989, he completed 482 deals, or one every two weeks or so. From the company’s low in 1974, not long after Malone joined, through mid 1989, the stock rose 55,000 percent, a spectacular return.

Malone’s constant deal making created remarkable shareholder value. But it came at a cost. Customers hated TCI. Malone’s goal was to charge as much as possible for his service but spend as little providing it as he could get away with. This strategy maximized cash flow but resulted in notoriously poor customer service, massive rate hikes, unreliable service technicians, and inconsistent cable service. TCI’s poor reputation with customers and its business practices (including others not mentioned here) led to Malone being forced to appear before Congress to defend himself and TCI’s business practices. He and various state and federal politicians became enemies. TCI’s shareholders were happy, but Malone and the company were under constant attack.

Malone was in a service-oriented business selling to consumers, but he didn’t approach it that way. He focused on engineering financial outcomes, not making customers happy. He got the financial returns he wanted, but he and TCI were vilified by customers, politicians, and competitors. It all took a toll on Malone over the years. As I read this part of the book, I couldn’t help but wonder if all the hate he encountered was worth it. Couldn’t he have gotten a similar outcome if he built something people loved, not hated?

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