One of the key attributes that entrepreneurs have is a tolerance for uncertainty and a capacity to manage risk. That is not to say that all entrepreneurs need to be high risk with regards to their decisions - if that was the case, they'd probably all be broke. Misunderstanding of this area is probably one of the contributing factors to the statistic that around 90% of start-ups fail!
Entrepreneurs are good at taking calculated risks during times of uncertainty. They also have a developed understanding of their attitude to risk, so they can manage it and work within it.

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Something carries a 'risk' if there is a possibility that it might fail. So when you take a risk, you are risking failure. Dealing with failure is a whole skill set in itself which is to do with resilience, and that is covered in the next section, but in this section we want to focus on the fear of failure and how it impacts your propensity for risk.
Defining Failure
Failure is an attitude of mind as much as it is a judgement. If you fail something, you did not achieve sufficiently well at what you attempted in order to have completed, passed or succeeded. But failing at one thing does not mean you are failing at everything. Indeed, failing at one thing is probably contributing to the success of another.

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Did you know that the Post It Note invention was an
‘accident’ and occurred when someone ‘failed’ to achieve their primary task
objective? A nice summary of the story
can be found here:
http://www.todayifoundout.com/index.php/2011/11/post-it-notes-were-invented-by-accident/
This is perhaps ‘the best example’ – in terms of monetary
outcomes – of how failing at a primary task can achieve an alternative
profitable or beneficial outcome, only sometimes we are too stuck on focussing
on our failure that we neglect to see what we have succeeded at.
So failure is an attitude of mind so far as we narrow our definition to a single task only and can't see beyond that. Usually when you fail at one thing, you succeed at something else. If you redefine the task to what you actually achieved then you have succeeded. It is only when you narrowly focus on the single achievement you set out for that you fail.

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For example, you might set out to do your homework with a friend. You get together at the library and start to do your homework when another friend arrives. They are in a bit of a panic because they've lost their phone and can't get in touch with their little brother to tell them they are going to be late picking them up, and they don't know whether to go home and wait for them in case he goes home without them, or whether to go to the pick up point and hope he has waited. They can't be at two places at once. So you and your friend offer to their house to wait for him in case he goes home on his own while your friend can go to the pick up point to see if he is still there. If he does show up at home, one of you will go back to the pick up point to let your friend know, while the other stays put with the brother; or you'll both wait until your friend and his brother shows up. So - you failed at doing your homework; but you succeeded at keeping a young person safe; you succeeded at being a friend to someone who needed help; and you succeeded at being thoughtful and helpful rather than selfish. Lot's of successes here!
ACTIVITY:Think of a time when you set out to do one thing but actually achieved something completely different. Did you consider yourself a failure or a success at the time? If you thought of yourself as a failure, can you redefine the situation as a success now? Post your thoughts in the 'Redefining failure as success' Chat to discuss further.
FAILING HIGH STAKES ASSESSMENTS
High stakes assessments are assessments that occur in school, University and Professional Bodies, where you have to pass the assessment in order to be able to progress down a certain pathway. Judgements are made as a result of high stakes assessments that will impact future options. An important point to note, is you will NEVER have to pass high stakes assessments of this nature in the 'real world' once you leave education and go out to work. Hence they are not a good predictor of success in life - they are just good predictor of success at the next level of high stakes assessment. Some people get good at passing them, others do not.
Now, we are not advocating that you deliberately set out to fail such assessments as there are lots of implications for you, and your school, parents, etc in doing so, but we are trying to put them in perspective in the event that you do fail. In terms of the rest of your life, it only matters if your chosen pathway absolutely depends on your passing, and even then there is usually another way. For example, a girl really wanted to be a vet but was not good at passing exams. In the end, she trained to be a nurse, and then having qualified as a nurse and succeeded at working in a hospital, she was accepted into vet school. At vet school she managed to scrape through the exams by drawing on a lot of the medical knowledge she gained from nursing, and while by no means is she top of the class, she will be a more caring, compassionate vet for her background, learning and experience than the 18 year old who went straight to vet school having been good at exams. So, in the longer game, who is the more successful vet - the exam passing 18 year old, or the exam failing nurse who retrains?

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This applies the 'failure' attitude of mind to high stakes assessments. Look beyond the immediate failure to determine in what way it is contributing to the longer term success.
If you are particularly stressed out about exams or assessments, you can seek support from providers such as ReachOut who provide support materials if you are getting particularly stressed:
https://au.reachout.com/
ACTIVITY:
Consider 10 careers that you might think about pursuing in your future(s) - remember you can change careers so you can have more than one future. Note by each one the importance of your High School Assessment results (ATAR score or equivalent) or some other 'high stakes assessment' that might apply to that role in your succeeding in that career choice. You'll probably find that for most of your choices, the high stakes assessment is irrelevant. Given this, is your fear of failing your high stakes assessments reduced? Record your answer in the 'Fear of Failing High Stakes Assessments Choice'.
Failure and Risk
Some things you do are absolutely certainties and there is virtually no risk of failure. For example, getting up in the morning and getting ready to go to school. You're going to achieve this one way or another unless some peculiar external intervention occurs such as an earthquake for which the odds are very very low.
Other things you might consider doing have a lower level of certainty of success, such as cooking a difficult meal, where it might not turn out quite as recipe book picture suggests! This is a good example, because although it might not look the same as the picture in the recipe book, it is still likely to taste good, and it will do the job of feeding hungry people which is the purpose of cooking and eating.
Then there are things that are not guaranteed at all, such as winning a race. Only one person can win an Olympic Gold Medal in an event in any Olympic year, but many people enter and try. In this example, the chance of success is very low, so the risk of failure is very high. But people still do it? Why?

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Firstly, the perceived benefit of success is so high that the risk of failure is tolerable, and secondly the risk involved is perceived as a tolerable loss. That is, the time and effort spent training to be an athlete is felt to be a tolerable loss. The athlete is prepared to invest the time and effort in training knowing full well that the risk of failure at the ultimate goal of Olympic gold is very high. Thirdly, there are other successes that are achieved on the way which are not the primary goal of the Olympic gold medal, but are successes nevertheless which make the Olympic failure smaller in comparison (for example being the State Champion, then National Champion, then Commonwealth Champion, etc). Plus there are personal successes achieved such as improving their personal best time/score, and personal goals that the athlete sets themselves and achieves.
ACTIVITY:
Do you have an ambition that you really want to achieve but the chances of doing so are very slim? (Often these ambitions are comparative or competitive, so your success is dependent on the performance of others - which is something beyond your control.) Break this ambition down into achievements that you can succeed at along the road to this bigger success. See if you can find 20 other successes to aim for on the way. Write them down in the 'Steps along the road to success template' (or maybe draw a web diagram or spider diagram to show which lead to which and how they related to each other) and save this in your portfolio. You can then go back and tick them off as you achieve them over time.
FEAR OF FAILURE
Sometimes our fear of failure prevents us from even trying something. This might be good if the risk of failure is too great (ie you might literally die trying); or it might be bad if the fear is disproportionate to the risk.
Have a watch of this next video which is a TEDx talk by Dan Meyer called ‘Cutting through fear’. Amongst other things, he talks about sword swallowing! It's quite long but entertaining.
Playing time: 21.37
ACTIVITY:
Make a list in the 'If I couldn't fail template' of all the things you would attempt if you knew
you would not fail. For example, you might want to run for Parliament, but fear
failing to be elected stops you from entering the political race; or you might
want to leave your job and open a café, but the fear of business failure
because it is a complete change of career path.
Now we want you to think about what it is about failing at
that task that stops you from even attempting it. This could be lots of different things from
becoming poor, losing your house, risking family relationships, friendships, or
some form of pain, or hardship, or realising you have no knowledge of the field
you want to go into. Try to get to as
much detail as possible and list as many as you can for each thing.

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Finally, we want you to complete the table by thinking about
what, if anything, you can do to mitigate the consequences of the failure, that is, how you can reduce the impact of the failure by doing something before you attempt the task so that you won't experience what you are worried about if you fail. This might include discussing the matter with friends, taking out insurance, learning more about something, etc.
Save the template into your portfolio and start mitigating those risks so you can start taking on the tasks you want to.
RISK AND UNCERTAINTY
Risk and uncertainty is about understanding probabilities or other forms of modelling. This is explained by Gerb Gigerenzer in this TEDx talk, which lasts just over 16 minutes, but is worth watching to the end to help you understand how risk literate (or illiterate you are).
Playing time: 16.13
So the next time you see at 30% chance of rain on the forecast on your phone, will you be making the effort to take an umbrella? What is the absolute risk rather than the relative risk?
ACTIVITY
Gerb believes the root to dealing with risk and uncertainty is daring to know. Think of something that you feel is 'risky'. Now find out as much as you can about that activity to see what the real risk is. How much did you really know about this risk prior to doing this research? Now that you know more, will you change your behaviour? Post your findings in the 'Now that I know forum' to see what others think and also what others find out!
This next TEDx talk is by Debra Searle who ended up rowing
across the Atlantic solo – watch the video to see why. This talk lasts approximately 20 minutes but doesn't feel like it because it's a good story. She talks about how we can learn to deal with choices we wouldn't normally make, and hence manage the fear of uncertainty. She uses 'playing movies' and learning to ask for help, but her final message is ‘choose your
attitude’ because it is a choice you always have. She risked a lot in her
story, only to realise what others also risked in her journey, and her story
reminds us to consider the other important people in our lives in terms of the
consequences of our actions on them, and the risks we are taking for them also.
Playing time: 21.24
With regards to your journey forwards, what attitude will
you choose?
ACTIVITY:
For the next 7 days, at the start of the day, choose your attitude - and it has to be a positive one. Then list all the reasons why that attitude is going to be the one for you that day. How does this exercise help you get through the week? Post your reflections in the 'Choose Your Attitude Chat'.
KNOWING YOUR RISK BOUNDARY
Hopefully you are now realising that risk can be managed, avoided and planned for. In most cases in life, you have a choice about whether to take on the activity and risk the failure, or walk away. Entrepreneurs will assess the risk and take it if it is within their comfort boundary of acceptable risk - and their acceptable boundary is often broader than others.
Your acceptable boundaries are based upon what you are prepared to lose - and it is personal. You might be prepared to risk losing a friendship because you follow a path that goes opposite to theirs; a relationship with a family member because they don't approve of what you are doing; your high school certificate because you launch your business before you finish studying; your savings because you put everything you own into developing an idea; and so forth. There is no right or wrong answer as to what you should risk, and it may change over time.

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People often become more risk averse when they first have children as they now have dependents who rely on them, for example. So your responsibilities can impact on your risk boundaries.
If you take a risk that tips you over your boundary you are likely to become very stressed and ill. So knowing your boundary and when to stop taking the risk is very very important to your mental health and your success as an entrepreneur. If a pursuit is not going to plan, there is nothing wrong with stopping it before you have risked everything you are prepared to - remember Gerb's point about knowing. If you know you are not going to make it, quit before you fail. But if you don't know, keep taking the risk until you reach your boundary.
ACTIVITY:
Consider all things that you have and could potentially risk losing through making the 'wrong' decision, or from a decision not turning out as you had planned - ie you fail at your primary task. What boundaries would you put on those risks? Given this, what activities are you now prepared to consider risking doing, and what are removed as possibilities? This is not a fixed state - it can change as often as you want or need it to, but it is a good exercise to do before you consider any new venture or big decision. The 'Risk Boundaries Template' can help you record this.