I’m Going on a Road Trip!

By Garrett

Jul 6, 2016

Be Awesome Not Broke” is taking this show on the road!

Starting late July through mid-September Be Awesome Not Broke (me!) will be traveling around the western United States, staying with friends, family, acquaintances and strangers to give the location-independent lifestyle a try!

The gallivanting will likely take me through California, Oregon, Washington, Idaho, Montana, Wyoming, possibly the Dakotas, Colorado, Utah, New Mexico(?), and Nevada; then back to California.

Why the heck did I decide to take a break from New York City, hop in a car for two months and run my business from a Honda Civic?

First, I want to test the limits of this new location-independent lifestyle I’ve yearned for. The idea of being able to do work from anywhere is super seductive. To be honest, I’ve probably over-romanticized it a bit in my mind. But now that I’m able to work virtually from anywhere with an Internet connection, I want to see how truly mobile I can be.

Other reasons? I want more travel, human connection and unforgettable experiences in my life. The idea of traveling around, seeing awesome friends, meeting new ones, and saying yes to whatever the Universe throws my way is exciting and something I’ve wanted to do for a long time. Now that I have the ability to actually make it happen, I figure there’s no time like the present to give it a shot.

At the same time, as this trip draws closer, I sense that those aren’t the only reasons for doing it. Sure, gallivanting around the US to see friends, meet new people and do epic shit are all things I want to do. But why do I have to leave New York City in order to strengthen my friendships, build new ones and do exciting, epic stuff?

To be honest, I see this trip as part escapism – me running away from the fact that I haven’t done the work to create those things here. While New York is an incredible city, it is not an easy place to live. It’s expensive, tiring, relentless, noisy! and unforgiving. Yet the “tough city” excuse doesn’t hold up for why I haven’t built the life I want here, especially since I’ve been here for almost five years now, giving myself ample time to do it.

So… why am I headed out across the country to find excitement and happiness rather than using that time and energy to invest in doing the same in NYC?

I’m not totally sure, and that’s partly what I hope this trip will help me discover. An ever-growing part of me wants to leave New York and try something new.  It’s a tough city to live in–expensive, tiring, relentless, noisy and unforgiving—and I’m starting to more openly question whether this is ultimately where I want to live. Perhaps this trip is a way for me to decide whether I vote yay or nay on a NYexit. Of course I’m doing so in the most Garrett Philbin of ways.

What does this mean for you, my Awesome readers?

I will continue to write newsletters–and probably more frequently–as I share the things I learn while on the road. This trip is a chance for me to experience a lot in a short period of time, and I definitely want to pass along things that would be helpful to you all.

I will also create a dedicated space for updates around my trip. Not sure if this is going to happen on my existing blog or new one, but I will let you know. Video and photography have become increasingly fun mediums for me to express myself, so I want to make sure I have a space to share those as well.

And… I could use your ideas! While I have a rough outline of what the trip will look like, I am intentionally leaving it open so I can say “yes” to whatever Awesome things the universe brings my way. So…

  1. If I’m coming to your state and you’ll be around during that time and you’d like to meet up, let me know! Remember, this trip is about having more connection in my life, so I would love, love, love to see as many of you as I can. And if you have the flexibility and want to come along for any portion of the trip, nothing would make me happier!
  1. If you know anyone in the states I’m headed to who you think would be a fantastic person for me to meet, let me know! I am open and excited at the chance to bring new amazing people into my life.
  1. Lastly, if you have any suggestions for things I should do or places I should see in the aforementioned states, please let me know that as well! I have a pretty loose itinerary so I’m open to suggestions and going where the wind takes me.

One thing I have decided NOT to do on this trip is stick to a strict schedule. Both my work and personal lives have been so regimented recently that I want to break from that, to remember what “going with the flow” is like. Because of that, I can’t give anyone hard and fast dates for when I will be in any given city. If you need more than a few days notice to meet up I completely understand and respect that, and will catch you the next time I’m on a more structured excursion.

Just let me know if you’ll be around during those six or seven weeks and–if you are able to meet up with just a few day’s notice–we’ll make it happen! I would love to come by, grab a bite, do something delightfully local, and have a good old-fashioned catch up.

Oh! And if you have done anything like this before and have some tips, thoughts, words of wisdom or things I should keep in mind, please get in touch as I would love to learn from your wizened experience.

Garry Seinfeld

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