Justin Kan pontificates about experience and how he at one point thought experience was worthless. However, once he had some experience he began to believe it to be very valuable. It does come with some drawbacks and this one is a biggie:
It’s been said before, but when you have a lot of experience in a certain area, you generally think of solutions and approaches that have worked for you in the past. Sometimes this prevents you from taking a fresh approach which ultimately would work out better.
I've seen this so many times. People excusing off good ideas because it hasn't worked in the past or it doesn't seem to work for someone else. If you want to enjoy the upside of opportunity you have to be willing to try things that others may think impossible or stupid.