Asking for help is always a humbling experience. It means admitting to someone who knows more than you know less. It's also the only way you challenge yourself and get better. If you're not asking for help, you might not be challenging yourself.
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The internet has made it really easy to learn a lot of skills online without ever talking to a person. However, that can only take you so far. As business blog Entrepreneur points out, having to ask other people for input can kill challenging projects in their tracks if you're not willing to acknowledge you need help:
For example, writing a book is a huge endeavour most people are afraid to tackle because they don't know how or where to start. Every time I write a book, I seek the advice of a writing coach who holds me accountable and helps me become a better writer. This person keeps me on track and helps me to reach my goals.
Sometimes this might mean taking a class, but it can also mean just asking someone in your life that knows better than you for advice. It also feels scarier than it probably is. Any decent teacher (or helpful friend) that you'd want to learn from probably won't humiliate you for wanting to learn. If they do, they're not really the kind you want to learn from in the first place. Getting over that hump and asking for help is the first step towards challenging yourself.