Transition Time

Last week I announced I’m quitting my job at the end of the month to travel the world for the next 6-12 months.

It still feels weird to say out loud. It’s been a long journey to come to this decision, but I don’t think it’s an understatement to say that this might be the most excited I’ve ever been about anything in my life. And as excited as I am, I’d be remiss if I didn’t also note the fear, what ifs, and unknowns scattered throughout my thoughts.

The reality is I won’t be able to have extended conversations with everyone about all the details, so here’s my attempt to shed a bit more light on the why of my decision as well as the what and where of my plans.

Why?

I consider myself incredibly fortunate that international travel has been a part of my life for so long. Since late high school, I can’t think of a year where I haven’t been international, often multiple times each year. I have my parents (especially my dad) to thank for that. Thanks to his work I’ve gotten to hijack many a work conference and study abroad program. Those trips hold some of my favorite memories, from images burned in my brain looking down over the endless, jagged expanse of the Dolomites, to eating gyros the size of my face in Greece, to learning about my family history over a beer sitting in a Swiss chalet.

I’ve always found travel to expand my thinking patterns. Being in a new culture reminds me that normal is subjective. I come home with a deepened understanding of myself, how I operate, and what’s important to me. It provides a playground that has a tendency to expose my strengths and my weaknesses in ways I might not otherwise recognize. It’s created trial by fire adaptability as unexpected circumstances arise that force change, some which I have handled gracefully, and others which I have not.

There’s any number of stories I could share to illustrate all this, but I’ll save these for another time. The important thing to know is that my idea of normal has been slowly deteriorating in recent years, and I’ve become dissatisfied with the current trajectory of that normal.

For many, they’d see my trajectory as the ideal. Stable job in software working for a large company, six figure salary, working with people I enjoy, taking at least four sum total weeks of vacation each of the past two years. As good as it’s been, for the past two years, deep down, I’ve been desiring somewhat of a radical change. In many ways, I’ve lived the American dream (minus the house and family with 2.5 kids), and I’m slowly realizing that I don’t know if that’s my dream. Not right now.

What is my dream? Honestly, I’m still not entirely sure. For a long time I felt uncomfortable making a change without having a clear answer to this, and recently I’ve begun to understand that I don’t need the whole picture right now. I simply want to start moving in a different direction, and it’s inevitable that along the way I find bits and pieces that start to put the puzzle together.

Over the past six months all these deeply buried feelings have bubbled up to something that is becoming harder and harder to ignore. I’ve realized that if I don’t do this now, I’m never going to, and I’m going to regret that the rest of my life.

I’ve held fear closely in tension with this, because this decision is illogical in many ways. It’s letting go of security for no promises in the unknown. But I’ve realized that if I don’t do this, what else am I not going to do just because I’m afraid? I don’t want to take the safe road the rest of my (Lord willing) long life. I want to trust and believe that sometimes the illogical, counter-cultural decisions are where the greatest opportunities for growth lie. A friend of mine recently reminded me –

“Fear is not a good motivator to not do something. Do it scared because one day you might not be able to do it at all. You might find that it was terrifying, and that the fear was justified, but more often than not I’ve found that my fears were really just not that important.”

So that’s exactly what I’m doing. Stepping forward, excitement, fear and all. And strangely enough, ever since I made the decision last week, I’ve felt an overwhelming amount of peace about it. It’s so clear to me that this next season is going to be a fruitful one.

What?

So what am I going to be doing on this trip? There will be no shortage of sightseeing and typical tourist-ing, but those aren’t what I’m primarily focused on. I’ve spent more time thinking about what I want to spend my time doing and what I hope to gain from this trip rather than what I am going to see.

When I first started thinking about what I wanted out of this trip, I had far too many expectations that led me to put a staggering amount of pressure on planning “the perfect trip”. It’s been a process, but I’m starting to release my death grip around expecting too much. This trip isn’t the solution to a problem. There is no “right” answer. It will not be perfect. In fact, as great as I’m sure it will be, I’m going to come home disappointed with certain aspects of it. There are an infinite number of ways I could go about planning it. It is simply an opportunity. With that said, these are five things I plan to prioritize along the way.

1. Writing

I’ve always wanted to spend more time writing. I think a lot. My brain is a dumping ground for too many ideas, and they often clutter my head. I want to get them out on paper, and I know from experience this has a profound impact on the ways that I think, speak, and act.

I’ve also been told by more people than just my parents that they find my thoughts interesting/helpful/provoking, and this is me attempting to lean into that a bit more. I don’t know how out of the ordinary my thoughts really are, but if others benefit from them in any way, it feels a bit foolish to keep them to myself. If they aren’t beneficial to others, well, it’s still a win for me.

It’s intimidating putting my thoughts in public at the mercy of others. Everyone’s thoughts and opinions are their own, and often times they conflict with one another. It’s always unclear how they will be received. My goal is not to impose, but simply to share what I’m thinking about and learning in hope that it provokes considerations and reflections in others, wherever those lead.

2. Socializing

I’m an introvert through and through. I don’t have a natural gift of the gab. The bigger the group gets, the quieter I get. I can spend days on end perfectly content not talking to anyone at all. As core of a truth as this is to who I am, an equally important truth I believe is that we were built to be in relationship with one another. I want to practice balancing those two truths. In addition, knowing how to connect with someone quickly is a skill. Whether I enjoy it or not is somewhat irrelevant; I might as well strive to be better at it.

Being across the world from my community for an extended duration of time makes this more motivating. Even my introversion has its limits, and I know that I will need some level of regular social interaction. I’m excited to spend time pushing myself to be more social than I might normally be at home, and I know that by intentionally prioritizing this, I’m going to end up with far more stories and friends.

3. Embracing Culture & Nature

This one’s pretty self explanatory. Everywhere I plan to go (right now) is somewhere I have never been before. I want to experience new cultures, new foods, new routines, new sights, new normals. I also love being outside, and there is an incredible amount of beauty and diversity in nature that I’m stoked to be in awe of.

4. Agency

I’ve always been tempted to sit in the back seat of my own life. Leaving my job and all my responsibilities back home provides a blank slate to prioritize things however I want to. Even the act of quitting is a statement of priorities. To be clear, I don’t believe life is all about prioritizing yourself, but when the default is to prioritize what everyone else wants for you, sometimes there’s a need to remind yourself that you should be the one driving, not anyone else.

5. Operating one step at a time

As I mentioned earlier, I like to have all the answers, the complete picture. Maybe it’s all the chess I played when I was younger, but I try to predict in my head how any move I make will end up 20 moves later. It’s exhausting, and however many situations I play out, they never really end up being a very accurate representation of what actually happens. Life isn’t a game of chess, and there’s a host of other variables that I have absolutely no control over. So I’m hoping to get more comfortable taking one turn at a time and walking until I find the next one instead of trying to find it from where I’m currently standing. Right now, that’s hopping on a plane. What comes after that, I don’t know, nor do I need to right now. I’m trying to have faith that any answers I need will come at the appropriate time.

Where?

The short version is I’m headed to Southeast Asia in mid October, where I will slowly make my way South to Australia and New Zealand over the course of 4-5 months. A lot of the details are still fuzzy (which might make you cringe), but I’m not too stressed about having every day and location planned out.

I know for a fact that some of the people reading this have visited, or lived in these areas, so any recommendations you have – I’m all ears.

So that’s that on that. I’m setting out with open hands, expectant to learn and grow while not knowing exactly what direction this trip and life will take me. I can’t wait to see what comes.

I’d love to share this adventure with you in the capacity that I can. The best way to keep up with where I’m at, what I’m doing, and what I’m learning is by signing up for my newsletter here. You’ll also be able to find more extended dives on topics here on my website. Please also reach out directly via email if you ever want to connect more about anything at all.

Thanks for being here.

– Trevor