Here We Go Again!

“…After apprenticing for seven months in a firm headed by William Le Baron Jenney, Sullivan left for Paris to continue his studies, and when he returned in 1875, work was hard to find because the city was in the grip of an economic depression. So for Sullivan this became a time of preparation, a chance, as he put it, “to get the lay of the land.” Every day he would walk twenty miles or more around Chicago and out into the yellow prairie that stretched beyond it. What explained this raw, robust place? What gave it its impelling drive, the “sense of big things to be done” and the will to carry them through?”  – City of the Century, Donald L. Miller

J.T.

Next Stop: Chicago, Illinois

Los Angeles,

The day is drawing towards its end, and I can finally let it go. The last week and a half has been an eclectic time time of planning and process; there was a list somewhere – or two – but now it’s all come down to just the night.

In the morning, Chicago, Illinois.

Seven years ago when I first booked a flight just because it was on a visit to New York. I wasn’t much of a planner then, so rather than making lists, I figured I’d just go with the flow and take care of anything that came up on the spot. Boy was I in for a rude awakening.

For starters, when I hopped off the plane at LaGuardia airport, I got into a cab and gave the driver directions to a hostel that was actually on the opposite side of town. By the time I realized it, however, I looked at the fare that tallied up and just played it cool. I knew where I was going. Ahem.

When we got to what was supposed to be the hostel that was actually just a convenience store, I thanked the driver for his time, paid my fare, and as soon as the driver was out of sight scurried to find the nearest subway station.

Underneath a gripping east coast heat and the weight of a duffel bag waning my shoulders between turns carrying it, I found the right line and booked it to the other side of Manhattan. It was still all good.

Then when I arrived to just outside of the spot, I reveled in self-congratulation. So what if I went the wrong way at first? I still made it! I called mom back home and declared victory (though she was skeptical).

The only problem was that at that point I didn’t actually understand hostels much beyond the fact that they were supposed to be cheaper than hotels, thus neglecting to make a reservation at the hostel inn, telling myself that it’d be just like any other hotel with plenty of walk-ins available.

I was wrong; it turned out that the guy in line right in front of me – some tall biker looking type – totally took the last spot!

From there it truly began. The evening steadily crept over the sky, and I suddenly found myself at the outset of an unforgettably tough first night in The Big Apple. Ah, to be nineteen again.

Tonight, I find myself at the end of a road in which I pride myself on my precision. Though I’m still large on improvisation, some other part of me truly enjoys accounting and planning for as many details as possible. Okay, maybe it’s more like an obsession with details, but what’s the difference, anyhow?

In the days leading up to tonight, it was obsessing over one goal after the other — getting this done here, and finishing that up there — leaving everything else behind.

In the process I maintained my precision, but not without accumulating quite a bit of stress from it; the thing is, like anyone else when it comes to a big day, I also agonize over the details more than I’d like to, but there are few alternatives.

I do believe utter confidence is a gift sometimes. But clearly, I’ve had experiences where the opposite is true.

In the case of this adventure, though, I think confidence is still in letting go after all. While letting go of an obsession with being precise is the work of a lifetime, what I can do now is let go of the notion that it’s a fault to stress over a big day.

I don’t think it’s wrong to want to get everything right leading up to an important trip to a new city, but only human.

In any case, at this point I simply don’t even have much time left to stress over that either, so the impetus really is to relax a little. I think I’ll take a jog.

It’s been an amazing ride L.A., but the real ride starts tomorrow! Be sure to check back for more details soon, as I can assure you it’s going to be another unforgettable time.

J.T.

What a Time

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It’s a gorgeous morning in The City, and today feels like an especially good day to hang back and enjoy the breadth of the sky. It’s summertime, and we’re halfway through a year that’s felt much bigger than twelve months (in J.T. Time, that is). 

This next August, JIMBO TIMES will enter its third year of production. It sounds wild, but it’s true! With each day that passes, the site gets bigger and better, and with everything that’s happened over the past two years, even the sky isn’t the limit during our next run under the sun!

Around this time last summer, I was getting ready to take a trip to Miami, and today I’m gearing up for another trip…this time to the city of Chicago in August!

I’d always wanted to spend some time in The Windy City, but had always found a way to postpone it, until the other day when a friend of mine just pushed me to finally book the damn thing, and I did!

Now, the L.A. Storyteller will know Chicago, and the people of J.T. are in for the ride, which I think is just the best celebration for our two-year anniversary.

The time before the trip, then, is a matter of organizing an amazing adventure there. I hope as many fans can support me in this, if not through direct ‘cheering on’, then through an organizing of their own trips out to somewhere new!

Each day the world surprises us somehow, so it’s only right for us to surprise the world right back.

And so, what are we waiting for then?! As we get another day today, let’s make it count, L.A!

J.T.