Learning to like risking embarrassment is hard but it may be the most important one I wrote about in this thread.

If you don’t take risk, your development can get stuck in molasses so you don’t look bad when you fail.

Want to tell a story from my personal life as an example. https://twitter.com/laforeverhall/status/1208015824662843392

See these boots? They’re Doc Martens. I bought them last October! And when I bought them, I couldn’t wear them.

Why? I didn’t know how to tie my shoes.

No one had ever taught me, and anytime I would try myself I couldn’t figure it out, even with video instructions.

But I wanted to wear my boots for my Halloween costume. So, I asked my friend to teach me how to tie my shoes.

If you haven’t been 29 and not know how to tie your shoes, I can tell you it’s humiliating.

It makes you feel like you’re stupid. Most people learn when they’re 5!

But I didn’t learn when I was 5, because there was bigger stuff going on in my life then.

Knew I’d rather learn at 29 than 35, so I asked for help. My friend generously sat with me for 2 hours, until I had learned how.

The guidance helped. And now I know how to tie my shoes.

To learn, I had to embrace humiliation and lean into it.

Same is true in investing, when you want to learn a new style or expand your of competence.

Sometimes you’ll eat dirt, or need to ask for help.

That’s okay, because in the end you’ll be a stronger person for doing so.