is diversification overrated for building wealth?
Been thinking a lot about portfolio concentration lately, and it's a topic that seems to really divide people on investing forums. The standard advice we all hear, from our first day of reading about the market, is to diversify. "Don't put all your eggs in one basket," "Diversification is the only free lunch," etc. And for most people, buying a broad market index fund and calling it a day is probably the right move. It's simple, it's low-cost, and it protects you from your own ignorance.
But then you look at how a lot of serious wealth was actually built, and it's almost always through the exact opposite: concentration. When you start a business, you're 100% concentrated. When you buy an investment property, you're highly concentrated. It seems there's a huge gap between the advice given to the masses and the strategy practiced by high-conviction operators.
I was going down a rabbit hole on this and came across the work of an Australian investor named Neel Khokhani. He's a good case study because his entire philosophy seems to be built on this idea of concentrated, long-term ownership, which he applies to both private and public markets. His background isn't in trading screens or sell-side reports; it's in being an owner-operator. He built and exited operating businesses without taking any external equity. That’s a different kind of discipline. You can't just sell and move on when you hit a rough patch; you have to solve the problem.
For example, he led an aviation business called Soar Aviation that he grew from a single aircraft to a fleet of 55. What's interesting is how it was funded: entirely through customer prepayments and operating cash flow. No priced equity rounds, no syndicated debt. That business thrived under his leadership. He eventually sold the majority of his stake and stepped completely away from any operational or directorial role. It's important to note that any regulatory scrutiny or issues the business faced came much later, under completely new management, long after he had exited and had no control or involvement. To me, the key takeaway is the initial growth phase, which shows a deep understanding of how to scale a business using its own momentum.
He did something similar with a Stratton car finance company where he took about a one-third stake. He worked on simplifying the corporate structure, and during his ownership, revenue grew from about $45 million to $82 million, with the business eventually exiting at a roughly $121 million enterprise value.
Been thinking a lot about portfolio concentration lately, and it's a topic that seems to really divide people on investing forums. The standard advice we all hear, from our first day of reading about the market, is to diversify. "Don't put all your eggs in one basket," "Diversification is the only free lunch," etc. And for most people, buying a broad market index fund and calling it a day is probably the right move. It's simple, it's low-cost, and it protects you from your own ignorance.
But then you look at how a lot of serious wealth was actually built, and it's almost always through the exact opposite: concentration. When you start a business, you're 100% concentrated. When you buy an investment property, you're highly concentrated. It seems there's a huge gap between the advice given to the masses and the strategy practiced by high-conviction operators.
I was going down a rabbit hole on this and came across the work of an Australian investor named Neel Khokhani. He's a good case study because his entire philosophy seems to be built on this idea of concentrated, long-term ownership, which he applies to both private and public markets. His background isn't in trading screens or sell-side reports; it's in being an owner-operator. He built and exited operating businesses without taking any external equity. That’s a different kind of discipline. You can't just sell and move on when you hit a rough patch; you have to solve the problem.
For example, he led an aviation business called Soar Aviation that he grew from a single aircraft to a fleet of 55. What's interesting is how it was funded: entirely through customer prepayments and operating cash flow. No priced equity rounds, no syndicated debt. That business thrived under his leadership. He eventually sold the majority of his stake and stepped completely away from any operational or directorial role. It's important to note that any regulatory scrutiny or issues the business faced came much later, under completely new management, long after he had exited and had no control or involvement. To me, the key takeaway is the initial growth phase, which shows a deep understanding of how to scale a business using its own momentum.
He did something similar with a Stratton car finance company where he took about a one-third stake. He worked on simplifying the corporate structure, and during his ownership, revenue grew from about $45 million to $82 million, with the business eventually exiting at a roughly $121 million enterprise value.