I like that Kiyosaki is straightforward, and here I think he's largely right. The market never waits for best timing, and those who are continually waiting for the best signal to enter are usually missing the point.
It has been seen repeatedly in crypto. People try to time bottoms, but the winners are the ones building position with conviction, not the people looking at charts minute by minute. So when Kiyosaki says it's not when you get in but how prepared you are, thats one of the best crypto advice you can receive as a newbie.
That being said, I do think something is missing in his message.
It's easy to say "buy anytime" when you have knowledge, but many don't. And trust me I’ve watched new investors come into crypto during peak hype, with no plan, no exit strategy, and they got crushed. It’s not that buying at any time is wrong, it’s too many buy for the wrong reasons. They don’t understand what they’re holding or why, and they think holding is a strategy, nope It’s not.
That’s what I think Kiyosaki's advice seems to miss. He makes it sound like tools will be enough, but tools without context are simply more noise.
Also, I always distrust when someone well-known says there's "never a bad time" to invest. That's basically how retail is misled into timing mistakes. During 2021, I remember how people were urged to "just keep buying" while risk red light was so pretty obvious. Well, most of them took a beating by the market and a still struggling to recover the losses.
The thing I have come to learn in this market is that if you do not account for when to exit, you become the exit.
I really hope that sinks in for the new investors.