I made beatthecouch.com in July and it's basically a game where you try to beat the S&P 500 and buy/sell when you want. Your opponent is a couch. It buys on day one and never sells.
Now over 100K+ games later, the hypothesis stands: it's not wise to try to trade and time the market. Here's the original data from the actual games itself.
Source: the game's own database, every completed game Jul 12 to Aug 28. Tool: Python and matplotlib. Market data: S&P 500 daily total returns 1928 to 2019.
That has the advantage of hindsight, though. At the time Microsoft came on the market, would you have been as confident as you are now that your buy-in was a good choice? Without knowing how the market is going to move, would you have known that NASDAQ was the right market to pay in? Can you pick the Microsofts and Oracles of today with a high degree of confidence without insider information?
I'm not saying it's not possible, but it would be much more difficult, the confidence wouldn't be as high, and not many people could beat the couch doing it. If it were so easy to beat the couch, a lot more people would be very rich.