What was your biggest fear or concern in starting real estate investing?

by | BiggerPockets.com

It is always interesting to analyze the thoughts of others. I find that it helps to make decisions, and have seen this to be the case here on BiggerPockets. There is a discussion taking place on our forums about fears that I want to share. Here are some highlights:

What was your biggest fear/concern; getting into investing?

My first concerns were; who do I turn to for help. Once I found a person already doing it, I picked their brains and felt more comfortable and went full speed ahead.

I was also scared of getting bad tenants and not knowing what to do about it

My biggest fear was not being able to get out of a property that I couldn’t handle.
– webguy


My biggest fears were;
1. Somebody would always yank my chain (an employer)
2. I would never have the lifestyle that I dreamed about
3. I would really mess up, lose money and fail.
How did I overcome these?
1. I did 2 weekend seminars with an experienced investor.
2. I looked at a lot of deals (you can do that on this site and learn a lot)
3. I got into action, placed ads, signs, etc.
4. I got my team together (not employees) attorney, title co. a list of fellow investors/buyers
5. I read a book per week concerning investment, success psychology, business
6. I asked a lot of questions and still do. Leave all arrogance behind. None of us knew anything about re investing when we were born. It has to be acquired. Don’t begrudge the money you spend on your education.
I’ll be quiet now Laughing

– mike mitchell


My single biggest fear was NOT doing it and not taking advantage of the opportunity in my life. My worst fear was that my fear would win, that I would end up in the same rut as everyone else because I backed down.
– Ryan Webber

What about you? What were/are your fears?

About Author

Joshua Dorkin

Joshua Dorkin is a serial entrepreneur, investor, podcaster, publisher, educator, and co-author of How to Invest in Real Estate. He started BiggerPockets to help democratize the real estate investing landscape for himself and others, aiming to make it accessible for everyone, regardless of income or education. Today, BiggerPockets is the premier real estate investing website online with over one million members and reaching over 70 million people with the message of financial freedom through real estate investing. Joshua, along with his wife and three daughters, make their home in Denver, Colorado, and spend any time they can traveling, exploring, and adventuring. Read more about Joshua’s story in 5280 and Inc.com.


  1. We have just recently gotten into real estate investing. My biggest fear was buying the wrong property. It took us two years to find the one we purchased, and we probably could have found a better investment in terms of cash flow, but we wanted one that would be within our abilities to manage… something relatively easy to learn on.

    I’m pretty comfortable with our decision and I think we will be successful. In just four months, we’ve learned a LOT!

  2. Hi and thanks for commenting on our post about your fears. I’m glad to hear that you finally jumped in to investing after a few years and that you are off and learning. Congrats.

    Just make sure you learn from your mistakes and don’t replicate them. It will take you very far!

  3. My biggest fear is something that is still keeping me from getting into the game. Not having all of the answers. I want to get into wholesaling but I don’t have all of the answers as to what to do between finding a potential seller and selling to the end buyer. I could always find a seller and then wing it but that where my fear kicks in… they’re going to discover that I don’t know what I’m doing… I’ll underestimate the repairs, etc. I guess a way to overcome that fear would be to find a mentor or an experienced investor that would partner with me. Who knows? I’ve been sitting on this fence for about a year now.

  4. When I started out…I had all the same fears, but that’s normal…
    I think the one fear everyone has in common is the fear of ” moving forward”…may sound easy but very hard for most.
    If your planning in rei is sound, your fears should be very, very minimal

    • that is one of the many reason i think buy and hold is a lot better than flipping. It is a lot less risky and if you are CF, then it really doesnt matter a whole lot what the house value is (outside of using the equity or if it affects the rent). Reading is a good place to start and communicating w/ someone you know DOING what you want to do or visiting places like this blog.

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