Dropping out of school may or may not be the right move for you, but don’t base your decision solely on on a tweet, or even a book.

Robert Kiyosaki likes to make points by saying shocking things and using hyperbole. Nothing he says should be taken literally, in my opinion (example).

A college degree does not guarantee success in life, but it doesn’t hurt. The idea that you should avoid getting a college degree to ensure your success is just wrong.

What can hold you back however, is student debt. College is not for everyone; it can be incredibly expensive and doesn’t always give you a useful education.

Some questions you should be asking yourself are:

1. What do I want to do as a career to earn a living? Will my college degree be useful for that? How likely will I be to succeed in this field with or without a degree?

2. How am I paying for school? How much debt will I have when I finish my degree? Is there another way to get the degree I need without debt (perhaps by switching to a less expensive school and/or working through school and cash-flowing the tuition)?

3. How am I doing in school now? Am I likely to graduate, or am I struggling?

There are many successful people both with and without college degrees. Some career fields require a college degree (e.g. engineering, medicine, law), and some do not (e.g. real estate, entrepreneurship, the trades). But even in this second category, a degree does not hold people back (although student loans can).

According to the Bureau of Labor Statistics, Americans with college degrees earn more than 50% more than those without and have healthier lifestyles. Now if you're somehow clever enough to buck those statistics, go for it. Otherwise, get used to a life of wanting.

1. MOST college degrees are utterly, totally, completely, laughably, fully, worthless.

If you spend four years and major in "history" or "psychology" with minors in clichés like set design or basket weaving you have: thrown away four years of your life.

2. OF COURSE many college degrees are utterly, completely, professional-career oriented. So, if you become a Doctor, specific engineer (say, someone who "builds bridges") and so on - of course, obviously, that is not a useless degree as mentioned in point 1.

3. If you do one of the "worthless" degrees it won't help you much to get a job. If you do one of the professional degrees, yes of course it will 99% guarantee you get a job, usually a terrific job.

But here's the thing.

The entire point of Kiyosaki is to move beyond having a job to live.

"JOB" stands for "just over break-even". If you wish to be a business-owner, or, an investor, almost all college experience is useless.

But sure, if you "want a job" then college is advantageous (but be highly aware of the difference between "point 1" and "point 2" college time).

Be incredibly wary of "student loans". ("Student loans" for the degrees mentioned in point 1 ... is insanity.)

What did Ringo say?

Ringo Starr, of all people, pointed out that "Education prepares people for the workforce." Nothing can be added to that pearl.

Here's a flow chart of the "college issue":

I don't know if there is data available on this but just because a lot of college dropouts are successful doesn't mean you do it too. There are two ways to look at the data, first is the outliers (very successful famous people), second is everyone else other than the first group.

About the first group of successful people there are two points to keep in addition to everything people have also mentioned in other answers:

1. The number of college dropouts who are successful - If 1 in 1000 college drop outs is successful you will only hear about the 1 pasted in all the media and anecdotes not about the other 1000 - So see if you can find these other people and what happened to them.
2. Just because someone people dropped out of college and became wildly successful doesn't mean that dropping out of college was related to the success. Many a times these people already have an idea / plan that could have a chance to succeed and they drop out of college to pursue it - So unless you have a good reason to do so concentrate on the studies.

And for the second group, there is also the average data, as already mentioned in other answers where you can simple look at what the average earning for graduates and drop-outs are.

P.S: In your question between the dropping out of college and making a lot of money there is a part missing explaining how you plan to make all that money to get your freedom. If you figure that out then you have your answer.