Here's my two cents:
Is this something you've always wanted to do? If you aren't anchored down, GO FOR IT!!! You will regret it if you don't. And it's funny how the Challenge can lead to other things for it's participants.
The GRM Challenge also opened up some doors for me. After my first event in $2009, I came away with a whole new spin on car culture in general. I also gained perspective in seeing that the event itself was another in a long line of adventures my friends and I had been involved in since we were kids. As a historian and storyteller, I started writing them down for posterity's sake.
The next time we came back to the Challenge, we brought our weirdo autocross Cherokee and a milk crate of turbo bits we didn't have time to install. After some pondering (and drinking), we decided that 11:00PM would be a good time to install that stuff, right there in the Best Western Gateway Grand parking lot. One thing led to another, and members of the magazine staff (including a very tired David S. Wallens) were outside checking out the build until the wee hours. I became the mouthpiece of the team as the other guys wrenched, and handled the PR aspects of the build. I'd go onto continue that role at every Challenge we would attend in the following years.
In 2013, after we got back from the Challenge, Brian Lohnes, one of the owners of the blog BangShift.com reached out to our team to do a feature on the Jeep. When we all met up, me and my big mouth once again ended up doing a lot of the talking. In conversation, I saw an opportunity to ask Brian how the heck you get into the writing/blogging game, as I've always wanted to do it. I grew up reading magazines like Hot Rod and Car Craft, and a lot of those guys (like David Freiburger, Matt King, Steve Mangante, etc.) that he knew were my idols before I even knew what GRM was! It was enlightening, and we kept in contact after our meetup. I also befriended BangShift contributor and photographer Dave Nutting that day. The connection was made, but it took a while for me to step through the door.
About a year later at the $2014 Challenge, with beers in hand at the host hotel, I had a talk with Mr. Wallens (now a friend of mine) about how to break into the industry. I mentioned the BangShift connection, and he basically told me I was crazy not to go after that. What was I waiting for? I was afraid of failing, that's what. But as he and a few others said, you'll never know until you try.
So try I did.
I wrote a story about a night my friends and I had in a buddy's beater Monte Carlo that will forever live in infamy, and wouldn't you know, they LOVED IT. (This is also how GRM'er Pseudosport got his name, from this very car!)
http://bangshift.com/bangshiftapex/high-school-confidential-hilarious-story-psuedosport-monte-carlo-near-death-experiences/
I've been writing regularly for BangShift.com ever since. And if I didn't go to the Challenge, none of it would have happened.
Sometimes, life has a way of showing you the door to opportunity. It's up to you to open it.