Taking Calculated Risks

Today I want to help you make better risk decisions in your personal and professional life. I’ll share a framework for decision-making that can be used whenever you are faced with an opportunity or decision in which the true outcome, state, result, or value is unknown.

I’m referring to risks where there is a lack of complete certainty and where several possible outcomes could exist—at least one of which is undesirable. For example:

  • Leaving a secure position with an established company to accept a more lucrative job with a new start-up. Possible outcome: What if the business fails?
  • Entering into a partnership with a new business associate. Possible outcome: What if the person turns out to have different values than you that cannot be reconciled?

  • Investing a large sum of money in a new investment opportunity. Possible outcome: What if it goes bad and you lose it all.

Understanding the Role of Risk in Life

Most of society is divided largely into three groups of people:

1.  Those who are afraid to take risks, live a very conservative life, and retire not much better off than when they began.

2.  Those who take bad risks and suffer the consequences.

Sadly, the evidence of bad risks and the decisions that follow are all too common. I have had friends who were millionaires, and lost it all as a result of taking unnecessary risks. I also had a friend lose his life in a deep-water scuba diving accident. In his quest for the thrill, he risked a great deal and left behind a widow and two teenage daughters.

3.  Those who plan well, take calculated risks, and win.

If you desire to live a successful and fulfilling life and retire with enough money to enjoy your retirement years, you must take calculated risks. This includes risks in your relationships, risks in your career, and risks in your investments.

While taking smart calculated risks is vital to reaching your goals in life, remember that taking bad risks and losing can set you back, sometimes significantly. It may help, however, to remember that taking smart risks is as simple as making wise decisions.

A Framework for Good Decision-making

I’ve learned a lot in my life from observing others and through my personal experiences—both good and bad. Therefore, when I consider taking a risk in any area of my life, here are the questions I ask myself:

1.  What are the risks? Be honest. Don’t let your emotions prevent you from carefully considering all possible risks. This is where the landmines exist.

2. What are the odds of one of the risks coming true? Be truthful. Use real data whenever you can by doing research and talking to others.

3.  What are the rewards? Be realistic. Can you really quit your day job and devote ten hours a week to something and make $100,000 a year? (Probably not.)

4.  What are the odds of those rewards? Be sensible. Find out how many others have done something similar and how they have fared.

5.  What other options do I have? Be creative. Don’t limit yourself. Consider all possibilities.

6.  Do I need to make this decision today? Probably not. Take the time you need to do your research and explore your options.

After you finish answering these six questions, remove the emotions from your decision and ask what your gut is telling you. Also, never forget about the wild card risk; you don’t know what you don’t know!

Risk-taking Tips

  • Start small. You don’t need to hit a grand slam your first time at bat. Aim for singles and only advance to the next base when you feel like the odds are in your favor. You can live an amazing life, travel the world, and retire financially secure if you just keep hitting singles.
  • Don’t get greedy. This is a potential major problem in any area, but especially in the financial realm.  Some people never start building their net worth because all they ever engage in are risky ventures that don’t work.  Others save money for years, get tired of working, roll the dice with their savings, and hope to strike it big, only to lose it all.
  • Be careful with partnerships. One of the ways I reduce risks in my life is by not giving up control. I seldom see a partnership work unless it begins with a well-established and familiar relationship.

The next time you find yourself making a decision that involves risk, I urge you to review this lesson. Print it out or save the podcast where you’ll remember it.

If you take your time and make good decisions using the advice in this lesson combined with your own life experiences, your odds of making good decisions the next time you are faced with a risk will be dramatically improved.

About the Author: Todd Smith is a successful entrepreneur of 30 years and founder of Little Things Matter. To receive Todd’s daily lessons, subscribe here. All Todd’s lessons are also available on iTunes as downloadable podcasts. (Todd’s podcasts are ranked #27 in America’s top 100 podcasts and #1 in the personal and development field.)

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Visit YourSuccessStore today!
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  • Hi Todd,

    taking calculated risks is crucial in order to live a successful and fulfilled life. Emotions are two fold, they could prevent us from taking calculated risks as well as make us taking unnecessary risks. I think it's also important to know what we can't control and know what we can control - and focus on the areas in our lives we can control. I think most people, myself included, often focus on things they can't control - waste a lot of energy with that and lack of time and energy to control the things they could control. For example, how often do we try to change others instead of changing ourselves ?

    Thanks for sharing.

    Take care

    Oliver
  • Hi Oliver- I always appreciate your insights! It is amazing how much time people do spend on things they can't control. That is a time management tip right there! Todd
  • Was here to get my daily reality dose.
    Thank you
  • Hi Ernesto- You make me smile! What are your plans this weekend? Todd
  • Bill
    Todd
    Another great lesson. I agree that planning is very important. However, I have noticed that common sense, is not very common. Any venture has potential for gain or loss. When we enter with our eyes closed and our hearts and emotions charged we usually don't "see the problems". However, when we 1. slow down the process, 2. invest the energy in a well thought out and most importantly written down plan of action we usually educate our expectations with reality. Like you stated you can live a good live hitting base hits. If planning is good for investments it must be valuable for every area of our life. Having a life plan helps in the bad days to stay on track and enriches the good days with purpose.
  • Hi Bill,

    I always appreciate your insights and always agree with them.

    Thanks!

    Todd
  • elramirez
    "A Framework for Good Decision-making" I love that! I'm of the thinking that anything built to last starts with a good foundation. Thanks for sharing your life learned lessons and helping us have better results. This is definitely a lesson to review and apply for many situations. TY Todd.
  • Thanks El! I appreciate your comment. Todd
  • Hello Todd,
    Welcome to my world. I have been a risk taker ever since I started playing cards for money in the Country Club Caddy Yards as a teen. The skills I learned early in life have continued to develop and serve me throughout my life.

    Call me a Professional Gambler if you will. If you take educated risks for monetary gains you are one too. The best of us understand the statistical odds against us and the progressive disciplined betting principles to increase win to loss ratios. You can bet I’m talking about being in Business, Investing and Speculating. Here are just a few of my favorite self made quotes to illustrate my points.

    “In gambling, the only thing you can control is how much you are willing to lose.”
    - K.J. Kilroy Was Here!
    “In gambling, no matter what anyone tells you, if you win it’s never wrong.”
    - K.J. Kilroy Was Here!
    “Increase your wagers on your wins not your whines” – K. J. Kilroy Was Here!
    “All streaks begin with one in a row” - K.J. Kilroy Was Here!
    “When you’re lucky you’re paid on anything, but when you’re good you know why you lost.”
    - K.J. Kilroy Was Here!
    “Greedy is only wrong if you lose and there are a lot of levels you can lose on.”
    - K.J. Kilroy Was Here!
    “The one thing worse than hearing an ugly story is being part of one!”
    - K.J. Kilroy Was Here!

    Loving Risky Business,
    Kevin J. Kilroy
  • Kevin,

    I knew this post would hit your sweet spot.

    Love your quotes!

    Todd
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