The loneliest place.

“When you recognize that you will thrive not in spite of your losses and sorrows but because of them,

that you would not have chosen the things that happened in your life, but you are grateful for them,

that you will hold the empty bowls eternally in your hands but that you also have the capacity to fill them?

The word for that is healing.”

– Cheryl Strayed

I didn’t cry on the way to the airport. Julio, my Lyft driver, wouldn’t allow it. His questions began the moment he loaded my suitcase into the trunk of his Kia Optima.

“Sarah, why you leaving? You no like Miami?”

I explained to him that I did like Miami, but I had come there for a film festival and now that it was over, it was time to return to New York.

The questions continued. Did I like Reggaeton music? Did I have a boyfriend? Did I know how to dance? “Next time you come to Miami,” he said, “I will teach you how to dance Reggaeton.”

I laughed, but wondered if I should be worried. Who was this guy? What did he want from me? But a few minutes later, we were at the airport, and as Julio bid me a cheerful farewell, I realized it had all just been playful banter. And I felt grateful, because I had been too busy deflecting his questions to cry.

It wasn’t until much later, after the flight to LaGuardia, after the cab ride to Morningside Heights, after picking up the mail, unpacking my suitcase, and grabbing dinner at my favorite speakeasy on Broadway, that – safely inside my eighth-floor apartment, the door bolted behind me – the tears I had been holding began to fall.

I had been holding them since the night before, since the Casablanca-themed awards ceremony for the Bogart Film Noir Shorts Competition, where we had accepted an award for our film Speak No Evil and my soon to be ex-husband dedicated that award to my dead parents. Emotions rising, he choked on the words, and I pressed my lips together and looked away. I’m one of the most sensitive people you will ever meet, but sometimes, I avert my eyes. I have to.

He was right. We never would have been there, at that film festival in Coral Gables, if my parents hadn’t died. More accurately, we never would have been there if I hadn’t used money I inherited from them to help finance our film. So, when he spoke this truth – more elegantly than I just did – I averted my eyes. I had to.

I’ve played the “If my parents hadn’t died” game many times over the last few years. It’s a self-destructive game, but one that I’m quite good at. If my parents hadn’t died, I never would have produced that film. If my parents hadn’t died, I never would have written that play. If my parents hadn’t died and we hadn’t sold their house in Olympia, I never would have gone on that exhaustive search looking for a place called home, the one that led me to wander cobblestone streets in Prague at winter, and hike a sweltering trail through a Mexican jungle, and take a ferry boat to a remote island in the Pacific Northwest to sit in a circle with strangers and share intimate stories from my life. And if my parents hadn’t died, I most certainly never would have trashed most of my belongings, sold my car, packed up what remained of my life, and moved to New York.

A couple of weeks ago, I sat on a patio near Lincoln Center with a friend from L.A. and tried to analyze why New York – a city of eight million people – felt so lonely. “It’s the loneliest place on earth,” she declared. I had only been in town for a few weeks and yet, I couldn’t disagree with her. “I guess there are so many people here it just desensitizes you,” I offered. And then I repeated something that I’d heard someone say: “Apparently, you can cry in public and no one will look twice at you.”

My friend paused, taking me in. “Wait,” she said, “You haven’t cried in public yet?”

I hadn’t. Just like my return trip from Miami, I had been holding in the tears. But sure enough, shortly after she said it, it happened. It was late at night, and I was headed home on the subway after a long day. A busker boarded the train. “Ugh,” I thought. Another stranger asking for money, another reason to avert my eyes. But to my surprise, he lifted a violin to his chin and began to play one of the most beautiful songs I’ve ever heard. It was a sweet, plaintive melody that sliced right through me; the type of music that reminds you you’re alive. When he finished, I handed him a dollar, and he looked at me with such sincerity and said, “God bless you my dear,” that my eyes immediately filled up and spilled over. I got off the train, tears running down my face, too tired to wipe them away, and I walked home. And as I passed two police officers who barely acknowledged me, I realized what I’d heard was true: you can cry in public here, and no one will look twice at you.

I’m glad I came to New York. As homesick as I am for people I love and places I miss, it feels right to be here. Even the fact that it’s lonely feels – somehow – right. Maybe, paradoxically, the “loneliest place on earth,” is exactly where I need to be to feel less alone. Because in a city of eight million people, my worries and problems and fears seem less significant. In New York, I can be as odd and as quirky and as real as I want and all it means is that someone may pause for a minute, shake their head at me, and then go on about their day.

If my parents hadn’t died, I wouldn’t be here. And here is a place where I’m learning that maybe, I don’t have to avert my eyes. Here is a place where everything feels acceptable, which also makes anything seem possible. Here is a place where my writing is growing riskier and more honest and more dangerous, and I like that. Here is a place where I’m finally giving myself permission to be who I am and say what I feel.

Here may be the loneliest place on earth. But here – at least, for now – might be the only place for me to be.

Until next time, friends.

Mile End.

The train was late leaving Montreal’s Gare Centrale. I stood near the front of the line, talking to a middle aged couple from Boulder, Colorado, as we watched our departure time tick later and later on the neon screen above our heads. They were taking the train to Schenectady, renting a car, and driving to meet their daughter in New Haven. She used to live in New York, they told me, but the stress of the city became too much and began to affect her health. As soon as she arrived in Connecticut, she felt better. “New York is a wonderful town,” said the man, whose name was Pete. “But it can be a lot.” “I’m still new there,” I told him. “I guess time will tell.”

It was Canadian Thanksgiving – “Action de Grâces’’ in Montreal – and after four days away, I was eager to begin the eleven-hour journey back to Penn Station. The trip had gone too quickly, as trips tend to do, but my “Things to do in New York” list was long, and I was ready to get started on it.

I had been in New York just three weeks when I boarded the Montreal-bound Amtrak train, and it still didn’t feel like I lived there yet. The three weeks had gone quickly, consumed with the business of settling in: buying household items and assembling furniture, shopping trips to Bed, Bath and Beyond and Fairway Market, sending “I’m here,” emails to friends and acquaintances, unpacking boxes shipped from L.A., navigating my new neighborhood.

The urge to get away swelled within me from the moment I’d arrived in the city, a common occurrence when the here and now threatens to overwhelm me. I had wanted to visit Montreal for years, ever since my niece Nora began studying art at its Concordia University, and the $150 round trip train ticket with its scenic route through the Hudson River Valley and the Adirondacks was too good to pass up. Plus, Nora’s punk band “Dish Pit” had a show that weekend, at a joint called Bar Le Ritz. How could I miss that?

I booked an Airbnb in Little Italy, on the border of the Montreal neighborhood Nora told me was her favorite: Mile End. I could immediately see why. Vibrant street art, hip cafes and bars, trendy boutiques and vintage shops. It was an artists’ haven, full of color and life and youthful enthusiasm.

I explored much of the city on foot, canvas bag containing a notebook, umbrella and ear buds slung over my shoulder. I walked from Petite Italie through Mile End, into Plateau and then downtown. I sampled bagels at the famous St.-Viateur bagel shop, tried on delicate lace dresses at a boutique on Boulevard Saint-Laurent, ordered meals in broken French, and bought a faux fur trimmed denim jacket at the hipster hotspot Annex Vintage. I caught up with Nora over dinner, met her school friends – and was wowed by her guitar-playing skills – at Bar Le Ritz, and traded stories about love and life as we wandered around Chinatown searching for a rare and expensive monkey oolong tea.

As much as I love to travel, my favorite thing about going away is how different home looks when seen from the perspective of another place. And New York had not been home for very long. In fact, it was the first time I answered the question “Where are you from?” with “New York,” an answer that still felt strange and foreign rolling off the tongue. And it was the first time, when asked by a customs agent what I did for a living, I said, “I’m a writer,” which didn’t feel strange at all. It also wasn’t technically true. Technically, I was unemployed, and was living off my savings, money I’d inherited from my parents and my grandfather’s life insurance policy. But that was far too complicated (and potentially problematic) to explain to border patrol. And besides, I had begun to learn the lesson that if I said a thing enough times, I would start to believe it, and then I would find a way to make it true. After all, that was how I ended up in New York in the first place. I simply told enough people I was moving there, until eventually, I had no choice but to go.

It had only been four days since I’d made the trip north to Montreal, but in those four days the fall colors had already intensified. Alongside golden amber leaves were branches dressed in accents of ruby red and flaming orange. I paused from scribbling in my journal to intermittently rest my head against the window of the southbound train and watch with tired eyes as October rain fell across the changing landscape. I pulled out my pocket planner, filled with its inspirational quotes, crossed out and rewritten plans, and counted the days: thirty-eight. There were exactly thirty-eight days until my flight to Heathrow, where I’d meet one of my dearest friends and we’d continue our journey on to Venice, Florence, Rome, Positano and Sorrento to celebrate her birthday. Thirty-eight days. Just over five weeks. Five weeks, during which I would write and work and enjoy the fall in New York City. Five weeks, and then I’d be off on another adventure.

But for now, I was ready to go back to New York.

I was ready to go home.

Until next time, friends.

Burning the boats.

Dear friends,

This essay was originally published on the blog Bottle + Heels, but, as I thought it might have interest to readers of Extra Dry Martini, I’m re-sharing it below. Tomorrow, I’ll travel by train through the Hudson River Valley and the Adirondack Mountains to Montreal. It’s a long journey, but I look forward to watching the changing fall colors from outside my window, and some quiet time to write. I’ll report back upon my return.

Until next time,

Sarah

It was blazing hot on the late August day when I left Los Angeles. It didn’t help that – rather than pack them – I had worn my favorite knee-high leather boots, and was transporting three heavy suitcases. High in the hills above L.A., I made the left turn off Sepulveda Boulevard, rounded the corner, and pulled my silver Prius into the driveway of my friend Vim’s parents’ house. I called a Lyft bound for LAX, unloaded my bags, backed my car onto the street and parked it alongside the curb, then sealed both sets of my car keys into an envelope and slipped it inside the white mailbox at the end of the driveway.

Two days later, in the tiny western Washington town of Allyn, from the living room of the beach-front home that used to belong to my grandparents, I called my insurance company to inform them that I would no longer be needing my policy. And what should have been a mundane conversation quickly evolved into something more. Before I knew it, I was pouring out my life story to Donna from Texas, the customer service agent on the other end of the line. Was I sure that I wouldn’t be needing a new policy? Yes, I was sure. I wasn’t getting a new car. I no longer needed one, because I was moving to New York. No, I didn’t need renter’s insurance, at least, not yet, because I didn’t yet know where I was going to live. Was I moving for a job? No, I didn’t have one of those, either. I was planning to produce a play that I wrote, but beyond that, I had no idea what I was going to do. I had simply decided to go, and that was that.

There’s a famous story about Hernán Cortés’ 1519 conquest of Mexico. Vastly outnumbered and facing seemingly insurmountable odds – every previous attempt to colonize the Yucatan Peninsula in the last 600 years had failed – Cortés gave his men an order: “Burn the boats.” Destroying their ships meant that if they faced defeat, they would have no exit strategy, no way to retreat and save their lives. There were only two options: win or die. Guess what? They won.

Today, the phrase “burn the boats” has come to represent a decision from which there is no going back. It means taking a bold, decisive action. It means that “Plan B” is no longer an option.

I am a meticulous planner and “burning the boats,” is far from comfortable for me. It’s scary to cut ties with the past and take a leap of faith into an uncertain future. But it’s liberating, too. For the last few months, as I’ve sold, given away or thrown out most of my belongings, I have felt lighter, as though I have been shedding old skin, and paring down to my essential elements.

More than once these last few years, I have experienced the feeling of the rug being pulled out from under me. I had job security until the company I worked at for eleven years was sold. I had parents until one terminal cancer diagnosis and one earth-shattering Sunday morning phone call.

And what I have learned through those experiences is this: nothing is guaranteed. And nothing – not the good stuff or the bad – lasts forever. Life is a constant swirl of change, and if we don’t adapt and change with it, we’ll get left behind. It would have felt safe and comfortable to stay in L.A., in my rent-controlled apartment, with my wonderful neighbors, and loving community of long-time friends. But that safety was an illusion, and my comfort came at the price of personal and creative growth.

I was scared to move to New York, and daunted at the prospect of reestablishing myself in a new city. But what I feared more than anything was regret. I didn’t want to spend my life on the sidelines, talking about the things I was going to do but never doing them.

A few days after the phone call to my insurance company, I received another call: I had a place to live. The dream apartment a friend put me up for had come through, and my new landlord was expecting me in mid-September.

And so, from the stretch of rocky beach where I had spent every childhood summer, and where I had steadily, deliberately, burned each and every last one of my metaphorical boats, I purchased a one-way plane ticket.

And I didn’t look back.

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