5.5 Ways to Never Fully Succeed as a Real Estate Investor

5.5 Ways to Never Fully Succeed as a Real Estate Investor

3 min read
Ali Boone

Ali Boone is a lifestyle entrepreneur, business consultant, and real estate investor, who has literally defined non-conformity when it comes to her career. Ali left her corporate 9-to-5 job as an Aerospace Engineer—despite the “dream job” status that came with it—to follow her passion for being her own boss and truly designing her lifestyle. She did this through real estate investing.

Using primarily creative financing to purchase five properties in her first 18 months of investing, Ali’s real estate portfolio started with pre-construction investments in Nicaragua and then moved toward turnkey rental properties in various markets throughout the U.S. With this success, she went on to create her company Hipster Investments, which focuses on turnkey rental properties and offers hands-on support for new investors and those going through the investing process.

Ali’s written roughly 190 articles for BiggerPockets and she’s been featured in FOX Business, The Motley Fool, and Personal Real Estate Investor magazine. She has over 300K views on her “Calculating Rental Property Numbers” video on YouTube, has sold over 200 copies of her Turnkey Rental Properties 101 eBook, and was awarded Top 100 Real Estate Investing Blogs & Websites. Her articles teach successful rental property fundamentals, investor psychology, and strategies to help get new investors started.

She still owns her first turnkey rental properties and she is also a co-owner and the landlord of a local property to her in Venice Beach.

In addition to running Hipster Investments and working as an active business consultant, she’s a pilot and teaches flying. She can often be found snowboarding, hiking, or volunteering in California prisons. Her ultimate goal is to one day challenge Tim Ferriss to a lifestyle design duel.

Ali has two master’s degrees: a master’s in Aerospace Engineering from Georgia Tech and a master’s in Spiritual Psychology from the University of Santa Monica. Her undergraduate degree is a bachelor’s in Aerospace from Middle Tennessee State University.

Hipster Investments on Facebook
Instagram & Twitter: @HipsterInvest or @aliboonedotcom

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Is your goal to succeed or to fail?

Good, then this article is for you. Some of the easiest ways to delay success in real estate investing are:

  • Not knowing all of the options or paths out there
  • Spending time and money inefficiently
  • Burning bridges

5.5 Ways to Never Fully Succeed In Real Estate

Sure, you might see some or a lot of success, but you are certain to max out prematurely if you follow these 5 ½ simple rules:

1. Don’t Ask for Help, Ever

Pride is way more important than seeking help from anyone. I mean, just because other people have done what you are trying to do and figured out what works and what doesn’t, and learned the most efficient ways of doing things and things to look out for, why consult with them?

It would certainly be more rewarding to make all of the exact same mistakes on your own and be able to experience them yourself rather than skipping right on to the good parts. How could anyone claim to be amazing if all they do is use other people’s ideas and not reach the exact same conclusions themselves?

2. Don’t Learn from Your Mistakes

This one is also critically important for keeping your pride. First, don’t ever fess up to making a mistake! God help us if someone were to realize you aren’t perfect. I mean, your resume would be shot, you’d look like an idiot, and who would ever trust your opinion again?

Second, whatever mistake you (didn’t) make, don’t go back to it and figure out what you could have done differently. That would just be admitting defeat.

Related: Avoiding Rookie Mistakes When Making Offers on Real Estate

3. Repeat Your Mistakes

 After you don’t fess up to or learn from your (non-)mistakes, be sure to repeat them again. The more times, the better. You will definitely improve more as an investor if you just focus on your own methods and making them work in whatever way possible, rather than trying something else.

Whoever said that doing the same thing over and over and expecting a different result is the definition of insanity was clearly just trying to come up with an excuse for why his original methods weren’t working and he had to try other things.

4. Be Greedy

Investing is about getting the best returns on your money, no?

So really, wherever you see some profits lying around, pick them up! Don’t worry about who you have to run over to get them or what little white lies you need to tell someone to make the deal go through. I mean, the real estate investing world is really a survival of the fittest so if you are shy on grabbing up any dollars, you’re just losing out!

Immediate gratification and profits are way more beneficial than building trust and relationships with other investors and companies. The whole “slow and steady wins the race” idea obviously came from someone who just wasn’t fast enough to keep up.

Related: Those Greedy SOBs!

5. Bash other People’s Methods of Investing

As mentioned, it’s all about survival of the fittest.

If your method of investing is raking in the dough for you, why wouldn’t you knock everyone who is doing something different than you? There can’t possibly be more than one ‘right’ way to invest, so if your way is working, be sure to let everyone around you know they suck. They will respect your honesty and rethink what it is they are doing, and they will be reminded who the fittest really is. That has to earn you the most respect, no? But more importantly than irking people off, you want to use that as a way to further limit yourself and what you know because involving yourself in community will only bring you new light and information.

½.  Don’t Worry about Karma

This rule is labeled a half-rule because it’s probable only half of you believe in karma.

I’m including this rule because for those of you who do believe in karma, this rule is big. For those of you who don’t believe in karma, it’s total crap so ignore this rule and skip down. If you do believe in karma though, make sure that you execute your greed and bridge-burning as best you can so you ensure full karmic revolt later.


There you have it, folks. Follow these rules as best you can and you are certain to max early out on success. Sure, you can still see success, but what fun would that be if you went all the way with it or did it on a smooth road?

How important is relationship-building in real estate investing?

Be sure to leave your comments below!