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Kiyosaki oversimplified a number of things but his approach to real estate (mostly written in the mid-90s, IIRC) was 180 degrees contrary to the real estate bubble.

He preached only investing in cash flow positive investment real estate -- i.e., apartments and retail space already ready for tenants and with a rent roll that exceeded cash costs of financing and operation. Negative cash flow rental and retail real estate is a bad idea in his world, and he was absolutely emphatic in saying that your own home, regardless of its prospects for appreciation, was consumption, and not investment.

A "Rich Dad" believer would have been very picky about apartment buildings and retail property from 2000 onward, and would have sold his own house, and rented out a similar one across the street, somewhere around 2002 or 2003. He would have printed cash in 2004 through 2007, used some of it to withstand the defaults and evictions of 2008 and early 2009, and then started to buy up property at the lows of mid 2009, and make a killing thereafter.

Kiyosaki's greatest error (or omission) is his failure to acknowledge that by far more people achieve wealth through professional credentials and careers and high income earned thereby, than do so through entrepreneurship financed initially from the savings on lower incomes. Dave Ramsey makes this same mistake. I think they do so because their audiences can't aspire to go an Ivy League and become an investment banker or thoracic surgeon...

“far more people achieve wealth through professional credentials and careers and high income earned thereby”

With Kiyosaki doesn’t seem to understand that it’s not about luck, or even being entrepreneural, but having a solid skill set that is workable in an economy that isn’t based just on sales. It’s often, more than not, about process, not that one lucky break. Another issue is that the author seems to look down on hard work and working with his hands. It’s all about sitting at a desk and being ornamental and having a check come in. Like a celebrity, he’s out looking for that one stroke of good luck.