Outside of the software industry, which is a tiny (~1%) portion of the economy, what has changed since 1995? Suppose you're an investment banker, and you hate your boss, as most investment bankers do. Want to start your own investment bank? How? You need to have connections to upper management at lots and lots of companies, so you can arrange deals. And very few people have that.
Or, suppose you're an accountant. Can you start your own accounting practice? Sure, maybe, it's not a crazy idea. But is it really any different than it was 15 years ago? You still need to get a reputation, build up a client list, market yourself well, etc. Not much has really changed.
Or, even, suppose that you're in another, non-software tech industry, like pharmaceuticals. That's way harder than it was 15 years ago, because of tighter FDA regulation. Just try getting a drug to market with less than $100,000,000 in capital, and very few people can raise that kind of capital.