I spent some time this afternoon having an excellent conversation about many, many different things with my new friend Kira Campo. I’m hoping I can get a copy of her notes because we covered a lot of ground and I stopped taking notes when I realized I couldn’t read my own handwriting. But for the last hour I’ve had something in my head that needs to get out.

Before I go on, I want to point out that one of Indy Hall’s core assets has been it’s ability to build networks of trust. Back to that in a moment.

Risk taking means different things to different people. To an entrepreneur, it may mean betting it all on a big idea. To an artist, it may mean sharing or inciting an emotion. To many working class americans, it may be leaving a job that’s anywhere from “okay” to “god-awful” in pursuit of something better.

But I think that if you dissect successfully (read: healthy) risky behavior, it comes down to an either innate or learned ability to trust yourself.

And I’m not talking about skydiving, swimming with sharks, doing drugs, or having unprotected sex – that’s not risky, it’s dangerous.

“See what is possible in what you don’t yet understand, share what is possible in what you see differently.” – Hilary Austin at TEDxSoma

Kira reminded me of this quote that I tweeted from TEDxSoma back in the middle of June. I’d forgotten about it, but hearing it again put it in a new light.

If I think about the risk-takers I admire, they spoke out  about what they thought was possible in what they saw differently and shared that with others. That took a large degree of trusting themselves to be more than right – but to not be alone in wanting to be right.

I think back to when I first met Chris Messina and Tara Hunt – these two people were operating on a completely different set of frequencies from the ones that my employer-at-the time was.

On one hand, the way they were thinking, talking, and acting was different from the environment that I actively wanted to remove myself from. On the other hand, and more importantly, that they validated my feelings that what I was thinking could be realized in the form of words and actions.

I went from being alone in my craziness to realizing that I could trust myself to be right. And that’s when I started to open my mouth and bring words into action, even when it seemed risky – because I learned to trust myself, and I understood that somebody else could be having the same experience I was having before I’d met Chris and Tara.

If they unlocked me, who could I unlock, simply by trusting that I wasn’t alone?

Risk taking is a polarizing activity no matter how you slice it. But when you lead risk taking with trust, rather than disillusionment  or false hopes & expectations, amazing possibilities lie on the other side.

What are you doing to help people learn to trust themselves rather than operate on disillusionment and false hopes & expectations?