Business Mistakes I’ve Made & How I’ve Learned From Them

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Today I’m talking about business mistakes I’ve made, and how I’ve learned from them.

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Don’t be Over-eager

The biggest business mistake that I’ve made is that I was very eager back in the day. I would fall for a lot of tricks by these sleazy, snake-oil salesman. I would commit to certain individuals very quickly, and I really never did my due diligence researching business partners or other partners I was looking to invest with. I’ve jumped too quickly into bed, into business relationships, into a partnership—and I had a particular real estate transaction with someone who ended up being a bad apple. I lost a lot of money.

Nowadays I’m a lot different, but just because you touch a hot stove and burn your hand does not mean you should stop cooking. You still have to keep cooking, because you have to survive. You have to eat. I’m much more diligent now, and I’m much more cautious. I really spend time getting to know someone before I do business with them and before I do any kind of transaction with them.

Related: The 5 Biggest Mistakes I’ve Made in My Real Estate Investing Career

Put in the Time

A question that I always like to ask—and I advise all of you real estate investors out there to use no matter what kind of strategy you’re looking at—is: Are you willing to wait six, nine, or 12 months getting to know me and building a relationship with me before doing any business together?

I say this because it is very important that you build a strong foundation for the long term. I’ve said it before, and I’ll say it again, real estate is not a one-night stand. It’s a marriage. You have to get to know each other and like each other; you have to respect each other; and you have to have the same big-picture and vision in mind for the future. If all of these things come to fruition, then you should “get married” and enter into this long-term relationship.

So those are the mistakes that I made in the past. I was very eager, very hungry, and very motivated. Since I was not being patient, and I wasn’t conducting my due diligence by researching people. I would just jump for the deal or the business partnership, and I ended up getting hurt. However, referring back to that stove, don’t stop cooking. Don’t stop doing deals—and don’t stop trusting people.

Be Vulnerable

You have to go into every relationship vulnerably, because if you don’t, that relationship will never flourish. Because you got burnt in the past, you’re going to suspect that everyone is going to burn you moving forward. So you’re always going to be very suspicious, and you’re never going to open up your heart and your mind to these individuals in order to let that relationship flourish. So go into every relationship with an open heart and an open mind. Of course, be cautious, and conduct your due diligence. Spend the time getting to know someone, but don’t go into it closed off. Really open up, and if you get hurt, you get hurt.

Related: The 6 Most Common Mistakes New Investors Make (Including Thinking It’s Easy!)

The Bottom Line

I’m going to end it with this: I absolutely freaking love this. It doesn’t matter how many times you’re wrong, as long as you’re right once and it counts. Here’s an example: Let’s say you get married 10 times. Nine of them end up in divorce, but that tenth time you find the love of your life and you live happily ever after. Were those nine divorces worth it? In my opinion they were, because you found the love your life, and you lived happily ever after. Let’s say you started 10 businesses. You failed at nine, and lost millions. But one of those businesses you started is a Facebook, Amazon, or other hugely successful company. Did it matter that you were wrong nine times? It doesn’t matter, because you were right once.

So look, those are my beliefs. I’m getting a little bit philosophical here. I hope you get my point. If you don’t, I’d be more than happy to clarify, so please comment below.

What mistakes have you made that have made you a better investor?

I want to hear from you in the comments below!

About Author

Engelo Rumora

Engelo Rumora “The Real Estate Dingo” is a successful property investor, motivational speaker and serial entrepreneur that quit school at the age of 14 and played professional soccer at 18. He is also a soon to be published author along with becoming a TV personality in his very own real estate house flipping show. To find out more go to . Engelo Rumora has been involved in over 400 real estate deals and founded five businesses in Ohio. The most successful is Ohio Cashflow, a company that specializes in providing turnkey properties in several Ohio markets. The newest venture is List’n Sell Realty, a real estate brokerage based in Toledo, Ohio and soon to be known as the #1 discount broker in the country.


  1. willie morales

    Thanks Engelo

    I can relate to this, I’ve had my share of partners that turned out to be a waste of my time and money! I agree , I must get to know my future partner very well, and make sure we have the same goals and values.

    Keep up the great blogs.
    Thank you

  2. Jerry W.

    Good analogy Engelo, when you jump too quick you might miss one or two deals, but you will always find more. The problem is jumping too quick is way too risky. What investment opportunity cannot wait 6 months or a year if needed? Take the time to get educated on a deal and educated on the person. Don’t rely on luck.

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