If you follow financial news, it is quite easy to feel that the massive gains in the stock market are happening behind closed doors. We often hear stories about generational wealth created by early tech investments. It definitely feels that by the time a company actually lists on the public exchange, all the hyper-growth has already been captured by insiders, leaving everyday retail investors to buy in at the absolute peak.Looking at the history of tech giants, I think this frustration is completely justified. The modern IPO setup is very different that what is used to be in the 90s and early 00s.
We all know the legendary stories. Amazon went public in 1997 when it was literally just 3 years old at a valuation of $438 million.
Google debuted in 2004 at 6 years old for about $23 billion.
Facebook (Meta) hit the market in 2012 at 8 years old at a (whopping at that time) valuation of $104 billion.
Imagine being a regular investor with a brokerage account during those years. You would have had a front-row seat to buy in early and ride a wave of exponential, life-changing growth. To put that in perspective, if you had invested $1,000 at the IPO price for each of the companies, as of today in late Oct 2026, your Amazon shares would roughly be worth $3.3 million (~330,000% return), your Google shares would sit at about $150,000 (~15,000% return), and your Facebook investment would be worth roughly $17,000 (a 1,600% return).
But when you look at the companies going public today, something feels fundamentally broken. When Rivian, an electric vehicle maker went public in 2021, it was 12 years old and valued at a whopping $66 billion, despite having virtually zero revenue. Similarly, SpaceX finally hit the public exchanges in June 2026 after spending 24 years in the private markets at a jaw-dropping valuation of $1.77 trillion.
Professor Jay Ritter at the University of Florida has tracked stock market data dating back to 1980 and his numbers reveal a fascinating shift on how old tech companies are when they hit the stock exchange.
The trend is obvious. The median age of all companies has more than tripled over the past 5 decades. But why?
In the 90s, an IPO was a fundraising starting line. A growing company HAD to go public if they wanted to build warehouses or hire talent.
Today, the world is drowning in private capital. VCs and private equity funds have so much cash that a startup can easily raise billions without ever having to adhere to strict, regulatory rules of being a public company.
Because they no longer need the retail money to grow, IPO is no longer a starting line. It is more of a liquidity event, a systematic way for founders and early VCs to sell their shares and cash out.
From the outside, this all feels like a massive scam. Insiders capture all the hyper growth in private, take advantage of the massive price pop on the opening day and leave retain investors to pay a premium for a mature company whose growth days are long gone.
It feels like regular people like you and me are shut out of the biggest money making opportunities of our time. I felt the same way too, until...
Well, to find the real answer, we have to dig into what actually happens to the money. Prof. Ritter's database tracks over 9,000 companies and there's a massive math illusion in the historical performance of these stocks.
If you look at the 5-year return of all of those IPOs, the average return actually looks fantastic. The historical average sits at around +37%. However, if you look one column over at the median return, you can see a wild distortion. The median return sits at a much lower -32%.
So what do these numbers even mean?
Well, it is the stock market physics. A stock can only lose upto 100% of its value but it can gain thousands of percent. Based on the data that I tracked, roughly 60% of all IPOs generate a negative return over a 5-year window, and over 40% lose more than half of their value.
Because a large majority of IPOs lose money, the median value shows the bleeding losses. The positive average is a massive illusion carried by tiny 1 to 2% of mega-winners. A single company that returns 5,000% is enough to generate a massive overhead that hides the fact that tens of other companies quietly went bankrupt.
How the scenario looks like for retail investors
Imagine an experiment where you invested $100 into 100 consecutive historical IPOs on their opening day and wait 5 years. Now, your total portfolio might actually show a profit but when you look at the 100 individual stocks, you would witness a stark picture:
> Roughly 61 of your 100 $100 investments would be deeply in red and many essentially close to $0
> Another 37 would show modest to high growth
> Your entire portfolio's profit is pretty much being completely held by just 2 outlier stocks that absolutely skyrocketed.
To put that in perspective, if you had missed just two of those specific outlier companies out of the 100, your entire portfolio would be deeply underwater.
Us normal investors, we rarely have money to buy 100 IPOs. We probably would buy one, two or maybe three. When you pick 3 stocks out of a pool where 61% of the companies are destined to lose money, your probability of picking the next Amazon is practically 0.
So while the modern market has absolutely shifted to favour private insiders and the days of buying a three year old behemoth for cheap are gone, I don't think this shift as bad as it appears to be.
Yes, the private VC now capture the early growth but also absorb the 60% failure rate of unproven startups. By the time a company goes public at 15 years old, it has usually survived the hardest phases of business.
While retail investors are most likely missing on the next Google or the next Amazon, they are also being protected from the hundreds of failed ventures that burn billions of dollars and vanish quietly. Relying on broad market indexes like the S&P 500 instead of chasing expensive IPOs, we get to let the VCs take the massive early risks while we quietly compound on the companies that actually survived.

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