Washington DC, Montreal, the Catskills, Boston, Brazil, Killington, Boulder, the Adirondacks, Puerto Rico, and Moab. The past year has been filled with new experiences, travels, and adventure. But it was not by accident. It required stepping out of comfort zones and flipping upside-down the very way I approached life.

Brazil – this is where it starts. I made almost no plans for this trip. I’d be there with friends from my capoeira academy and would go along with whatever they did. I’d for long wanted to become comfortable with personal travel and experiencing things by just going with it. Until then, I’d been an intrepid planner and became easily unnerved when plans weren’t in detail or when they became unravelled. This trip was just what I needed. On the way there, I missed a connecting flight after landing in Sao Paulo and had rearrange my pickup (this required figuring out a complicated phone system by asking around for help in Portuguese). Upon meeting my friends in Bahia, they asked if I was interested in a capoeira workshop that night. Of course. They then said that its location was a little sketchy and that locals told them “don’t get shot” (it turned out fine). The rest of my time there required handling such uncertainties, especially given the nature of ‘Bahia time’, where things move at a relaxed pace.

Boston – my bus lands an hour or two late. I’d miss the first group roller blading event. A past me would have been upset at ruined plans. But hey, the weather was beautiful and there was a new city waiting to be explored on skates. I dropped off my bag with the event hotel concierge and made my own skating “event”. The ad-hoc planning was rather appropriate. I’d purchased my bus tickets just two days earlier (despite “planning” to attend this event well ahead of then) and would not figure out where I’d be sleeping until that night. There is a method to this madness – I call it just-in-time planning. There’s two parts: have a rough sense of options ahead of time and act on them at nearly the last possible moment. For example, I knew that I could reach Boston by train, bus, or car and didn’t really worry about which until the trip neared. Likewise, I figured I’d be able to stay with some skater friend (I’m fortunate to have many) who has extra space or a patch of floor, or at worst I’d just sleep outside. I asked around and it worked out. Better yet: the good skater friends I stayed with became great skater friends.

New York – this flexibility and spontaneity spreads into my typical weeks, making them not so typical. I used to be a real stickler about making my usual weekly events, like the groups skates or martial arts class. Doing so paid off handsomely with my skills flourishing but this limited new experiences. Another flip: I began to miss usual events to explore new activities, new places, new friendships, and often all of the above, and learned a great deal about life and myself. I still really hate to miss a capoeira class here and there, but I know it’s for opportunities of great personal growth in self and open mindedness.

Each experience lends to build future experiences. Saying yes to one thing that is out of one’s comfort zone makes it easier to say yes to other things. Knowing that you can splice together a plan at the last second removes worries about how things are turning out and lets you enjoy each moment at the moment. Flexibility leads to profound experiences as unexpected details fill themselves in.

—
P.S. I really missed writing these posts. I hope my absence in writing is understandable. It means a lot to me when friends tell me that they liked my last post or ask when they’ll see the next one. Life’s been full of surprises lately – I hope to have some more writings for you soon 😉