Best Of

This makes me think about two things.

First, you sound like you need to take big, life-changing risks that redefine your comfort zone. Realize that you have gigantic safety nets all around you; you're not going to end up homeless not matter how bad the adventure goes. So go try something where failure would be extremely uncomfortable. I don't mean "go mountain climbing and then come home and feel inspired for a month." I mean change your paradigm. I think @PirateNinja's advice is a great first step: move to another region. Find an opportunity that makes you raise an eyebrow, but then say "Fuck it, I'll live" and take it.

Second, this guy is outsourcing his goals. If that appeals to you and gives you purpose, great. Personally, I like controlling my own destiny. I don't set particular goals, but I do clearly articulate in my mind opportunities that come my way, and make conscious decisions about them. I made a decision not to buy a house a dozen times before I decided to. The point is to recognize all your opportunities and vote them up or down consciously rather than ignoring them - even if they make you super uncomfortable to consider - and then revisit them again later. Future you will want something else.

And so my challenge would be: Find an opportunity you have right now that would completely shift your world and make you uncomfortable and pursue it for as long as it makes sense to.

Worked for me, anyway.