If you are not making mistakes with what you are doing stop playing it safe. I’m not saying that you have to do everything wrong everyday. When we make mistakes with what we do daily and or striving to do that is how we will learn. The other word to describe it would be experimentation.
There are times when I am working on a design project whether its a personal project, for a client or etc I know that I have a series of failing that I have to get through. So do your best to not be afraid of making mistakes or failing both are completely unavoidable. Just Keep going no matter what.