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The Daily Motivation

Why Being "Too Smart To Fail" Guarantees You Will | Dave Ramsey

The Daily Motivation

Lewis Howes

Education, Self-improvement

4.8960 Ratings

🗓️ 27 December 2025

⏱️ 8 minutes

🧾️ Download transcript

Summary

Dave Ramsey opens up about the arrogance that destroyed his real estate empire at 26 and reveals why the character shift from taker to giver changed everything about his wealth and happiness. This conversation will make you question whether you're playing a short game that's about to cost you everything.

Transcript

Click on a timestamp to play from that location

0:00.0

Hi, my name is Lewis Howes and welcome to the Daily Motivation Show.

0:11.4

How often does someone, when they know like, hey, this is a big risk investment,

0:16.4

the chances are of you making, you know, 10x on your return in one year or six months is so slim or 100x returns in two years is so slim.

0:27.4

But why do people sometimes go all in on the money they have or 90% of their money on things that have a 1% chance of actually getting more than a double return within a year? Well, there's two reasons. One is they don't believe there's only a 1% chance of actually getting more than a double return within a year.

0:38.6

Well, there's two reasons. One is they don't believe there's only a 1% chance.

0:42.3

They believe, again, it's the most efficient way to get there. I didn't think that there was a

0:47.6

high probability I was going to fail doing nothing down real estate. I did not. I never occurred

0:53.2

to me, number one. And then number two,

0:56.1

pride comes right before the fall. There's an arrogance. I, I was smart. I understood that

1:02.6

debt knocked over some people. I understood that sometimes people got in trouble, but I thought,

1:08.7

oh, I can do this. I'm smart enough. 26 years of your wisdom, you could do this at 26. That's right, man. After 24 and a half years in a college degree in real estate, by God, I can do this, you know. And there was that in there, that arrogant little twirp, you know, he was there. And so there's a combination of this pride and that then leads you to, again, these principles that lead you to bad tactics or principles that lead you to good tactics.

1:32.6

Yes.

1:33.0

And the principle was a bad principle that I was functioning in.

1:36.7

And, you know, just put a little icing on the cake of a little pride, little arrogance that says, oh, yeah, I know.

1:42.5

I know that for that guy, but I'm really good at math.

1:45.9

And I grew up in the real estate business. And I know. I know things. Just ask me, you know.

1:52.6

And that you see this, you can actually see that dripping off of some of the stuff that's posted on the

1:58.3

get rich quick stuff. Stuff that criticizes you, stuff that criticizes me, stuff that criticizes our friend Craig Groschelle or whoever. I mean, you can see anybody that's playing a long game or, you know, Simon Sinek's Infinite Game, right? Anybody's playing a long game, the short-term thinkers all have to pile on. And there's always that dripping arrogance around it. I cannot recognize it because I was the same sure i did the same i would have been the guy trashing that guy i would have been the guy trashing that guy i would have been the guy trashing me when i was 26 because i would have been going no that doesn't apply to me yeah i understand ramsie but that's for regular people i'm smarter than i'm not regular people you know so there's that in there so we got we get out of debt. We've got live on less than you make. We got to have a budget. We got to save. And the last one is you need to be outlandishly, outrageously generous. And walk around with an open hand. What is generous mean for people that feel like they're struggling to live their own lifestyle of going out with

2:53.8

friends once a week or having a dinner every couple of weeks or just doing, you know, some basic

2:57.8

activities to enjoy life beyond free activities. How does generosity look like for those individuals?

3:05.4

See, generous is not an action. Generous is a character quality.

3:09.5

And like integrity, it's a character quality that you choose.

...

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