As the old saying goes, if you get it right 50% of the time you are doing well.
This means that 50% of your deals or businesses will either be a failure or only breakeven.
Sounds about right.
If you are afraid of making mistakes then you won’t try hard enough.
If everything you do works out then you are probably being conservative and need to back your judgement a bit more.
To a degree everything you are doing is bet: a bet on the opportunity, a bet on your ability to deliver, and a bet on having the right people.
Next time you are looking at an opportunity think about the most you can afford to lose and be prepared to put that in.
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