I know entrepreneurs who are very conservative and cautious. They methodically take decisions and are risk averse. But it is not a "learned" way to operate. It is their natural disposition to be cautious.
On the other hand, I have always had an impulsive/risk-taking personality. I love to gamble and not just in a casino setting. It's how I'm wired.
One major downside of being this way is that I am inclined to over-extend and/or make rash decisions without thinking them through.
Knowing that I have this disposition, I have been working on channeling this energy to avoid impulsive decisions and make them more instinctual.
1. I don't react right away. I may wait a day to make a decision. "One day?" you ask. "That's it?" Well it is a lot more than one minute and allows for me to weight out pros and cons. Having that time to think allows me to utilize my strength of acting fast but minimizes the impulsive aspect of the decision.
2. I run the numbers. Usually a bit rough, but ball-parking the costs, risks and time involved helps paint the picture of reality and puts the initial excitement of making the move into perspective.
3. Once I have had time to think it through and run some rough numbers, I follow my instincts and make a decision.
Some of you may see this was a reckless way to operate. In certain cases, you are right. There will be more errors made, but more learning.
I'm not recommending this to everyone. Only to the gamblers at heart who may be a bit too impulsive and expose themselves to too much risk.
On the contrary, you may be that risk-averse person that takes too long planning/analyzing. You may need to gamble more..