One Apartment, 8 Years, Hundreds of Stories
By Red Sox Steve
2004 was a memorable year in every way: Since I go by the name "Red Sox" Steve, there is at least one reason I shouldn't need to mention. But, there are plenty of others: it was the year I met one of my best friends, and trusted adviser (Matty B!), started my job on Wall Street along with my bachelor's lifestyle, and began to understand my country as I never had before. It was also the year I got my first Manhattan apartment.
One of my sisters had already been living in Manhattan for 2 years, and, during that same time, I was working as a school teacher in Guyana. I had just arrived in the city, so the time she had under her belt meant she was an NYC veteran by comparison. She had a good job, a great social life, knew the city well, and was willing to introduce me to all her friends. Little more I could ask of her, really, so I took my cues from her willingly - I was grateful to have someone close to me introduce me to New York.
We saw a few places that summer of '04, and finally decided on one - it was conveniently located, newly renovated, and offered at the right price. For two kids who had grown up in a sprawling suburb, the place was tiny, but the convenience of living in Manhattan required a square footage trade-off we both wanted to make. We signed the lease, exchanged keys and money, and I got my first NYC apartment.
We were adults who had lived together as children and teenagers before going to separate cities to attend college, so our new situation took some getting used to. Early on, she traveled, switched jobs, and changed boyfriends. I was new to the city, had a steady office job in midtown, and an evolving and dynamic social life. We cooked our favorite foods, watched some of the same TV programs, and learned to get along as roommates through drunken nights out and occasional break-ups. Those were my earliest years in New York, and thinking back on them today, it seems like they happened during the Paleozoic era.
2007 was just a few months old when my sis decided the west coast was calling - she wanted to move to San Diego, and she wanted to go that summer. I was about to lose one of my most important tethers - she helped me get settled and adjusted, but now she decided 5 years in NYC was enough. She had plenty of friends who had come and gone - people initially attracted to the bright lights of the "Big Apple", but then decided it was time to move on. Some moved back to their hometown, some got married and moved to the distant edge of the solar system (what us city folk refer to as "New Jersey"), and others left the area for some place new - my sis was in the third category.
Initially, I was worried to be losing the only roommate I had since I got here. How could I ever live with an acquaintance or worse yet... a stranger? She was still here when I began my search for a new roommate, giving me some lead time to solve what seemed like a daunting problem. I tried everything I could think of, networking through friends of friends and putting an ad on craigslist were the two I came up with, and I just couldn't find anyone. Folks who showed an initial interest would waffle or disappear, and I was running out of time. I have a strong dislike for moving, and I was afraid that's what I would be faced with if I struggled to pay the bills.
I had probably shown her room to more than 20 people over a period of about 6 weeks, and likely corresponded with twice that many who had shown interest, yet I just couldn't find anyone enthusiastic about moving in. There is a silver lining in every cloud, and mine was channeled through my nearest and dearest, Matty B. "Why don't you put an ad in the short term section on craigslist?" Matt suggested. So I did. The details of the ad were as plain as rice cake - dimensions of the room, a vague description of the amenities, and of course some photos. To my initial surprise, although I raised the asking price from where it was, there was some interest. Off to a good start, I thought, but my skepticism remained: all I did was move my ad to the short term section on craigslist - would the outcome be any different? But it was.

Within a week I had a number of responses. I was looking for someone to move in as soon as possible, and one of the first people I corresponded with worked for a local art gallery. He was sponsoring a German artisan on a three month work visa and scrambling to find accommodation for her. I met him, and after he had a look at the room, he agreed to take it. In exchange for payment I gave him the keys, just like I've done hundreds of times since.
My first tenant arrived from Germany in fall 2007, and moved in. I had never met anyone from Germany before, never mind the fact she was an artisan with such a unique specialty: she restored antique picture frames, some as many as 400 years old. Having someone with such a unique background was in my apartment was fascinating. "Where else in my daily dealings would I run into a person like this?", I thought. Suffice it to say, it was interesting, unexpected, unique... and it was just the beginning.
She ended up taking the room for three months - our existence was pretty routine, but when she talked about her work, her life, Germany, or her impression of the U.S., I found it scintillating. I had never known restoring antique frames was an artistic specialty, so demanding, so intricate. Until I conversed with her, it was far beyond my life experience to ponder such things. She stayed comfortably for those few months, completed her assignment, and shortly before her departure, I started to look for another short-term renter. I found a Brazilian exchange student, here studying in NYC for the first time - another very unique, very kind person with a different background than people I was used to dealing with. After a few renters had come and gone, I began to realize my place was a pretty hot commodity. I kept raising the price because there were so many eager folks and eventually I found what economists call an "equilibrium price" which ensured a steady cash flow - my little enterprise was doing just fine.
After a few months of renting, what started to became so fascinating was the wide range of people who had been through my apartment - so many different backgrounds, professions, ethnicities, ages, and reasons for being here. I've never kept a catalog of the folks who have come through, and I didn't join facebook until about two years after I started renting (I've since looked up and befriended some of my former renters), so I won't be able to remember everybody, but here is a sampling of the folks who have stayed and a bit about them:
- the Scottish lawyer, author and anti-nuclear power activist, here in New York to meet a billionaire to close a book deal
- the American cameraman, here in New York to work on the Apprentice (keeping true to the show's confidentiality obligations, he didn't tell me who "The Donald" fired in advance!)
- the German medical student, here to do an internship at a local hospital
- the Singaporean doctor with a strong British accent, here for a medical rotation
- the Chinese engineer, fresh from her Ivy league master's degree, here to find a job
- the Swiss/Italian couple visiting NYC for a couple of months, another person had stolen their security deposit so they needed a new, safer place to stay - the Estonian model, here for a fashion shoot
- the Italian business professor, here on a fellowship at NYU
- the Argentine sisters, one a student, the other a professional camerawoman for an Argentinean TV channel; they've since recommended me to about a dozen of their friends and acquaintances
- the Israeli software salesman who used to live in NYC, passing through from Las Vegas back to Tel Aviv
I had interesting people coming and going, and I was able to create a cash flow I hadn't experienced before, which changed everything for me. I no longer relied on such a huge portion of my salary, so I started stashing the extra funds away. Whenever I needed a tenant, I found one easily, ensuring I wouldn't have to dip into my pocket to make up for any losses. I started to see that this was both financially profitable and intellectually rewarding.
When I first arrived in NYC in 2004, I wanted to work in finance - I had the notion that it was a lucrative and prestigious profession which gave me the chance to work with some of the best and brightest (as an aside, I now wonder, "how could I have gotten that SO wrong?"). I found a job pretty easily in June of 2004, and started learning about business and finance at about the same time from my mentor, Matt (I am so used to calling him Matty B, but I'll just call him Matt so as to avoid confusion). Well, within just a couple of years, my understanding of how finance worked changed completely - learning and experience had asserted themselves.

Up to 2004, global investors became hooked on what were known as Mortgage-Backed Securities, and, in short, those securities and any prosperity derived from them were predicated on the perpetual rise in home prices. Through my job and my extensive discussions with Matt, (he and) I concluded that home prices rising in perpetuity was nonsense and, in fact, when that changed, home prices would drop, probably enough to cause widespread financial ruin.
I began to see my job very differently after coming to that conclusion, and saw home ownership less as a road to wealth and more as an outcropping of middle-class America's sense of entitlement. I'm a middle-class American kid from the suburbs - buying a home, thinking of it as an asset, and living in it until death is gospel to many I grew up with. On the other hand, renting is anathema, and renters are thought to be on the "cusp of adulthood" compared to their more mature, home owning brethren. My work and experience led me down an altogether different path where an asset is what an accountant thinks it is - something that generates cash, rather than drains it. I've counted enough "Benjamins" on my tiny kitchen table to conclude that my apartment is more of an asset than any home I've ever known.
You know the rest of the story - through the 2000s, gas and oil prices continued to rise, as did inflation and home prices, until late in 2008, when the house of cards finally gave way. Within months, I was out of a job, but I had already anticipated this - my apartment provided the cash flow I needed for my financial life to remain stable. Less than half a year after I lost my job, I started traveling. I went to South America, then India, then China. Each time I went away, Matt managed the comings and goings - I've been away for weeks at a time while he has been here to reliably direct traffic in my absence and has done a great job.
I began to see that I could easily rent the place while I'm gone - not just one room, but both of them, to unrelated people. And that's just what I did - I went to China for 6 weeks, South America for 3 weeks, India for a month, and with Matt's help, people came through just as easily as when I was here. One time, there was a Harvard Business School summer intern in one room, and a Nepalese couple in the other. A German doctor was living here with an Israeli fashion designer. A distressing financial crisis hit, I lost my job, but my life actually got BETTER.
In 2010, Matt, myself, and a few others, assumed responsibility for the care of a homebound elderly woman. While we were still learning how to care for her, her money ran out, and we found ourselves barely scraping by while we waited for financial support. Through this time, I was able to rent my place, keeping my bills paid. She unexpectedly passed away in June 2011, and my shoestring budget became even thinner while we unwound her affairs.
Since she passed, I've struggled financially, while things slowly worked themselves out. All the while, my apartment has been the bulwark of my income, as reliable as ever. I discovered an opportunity to make it even more lucrative when a handy friend of mine helped me build a comfortable sleeping space above my living room, where I slept. Construction on the new space, and some repairs I've made around the apartment meant more could be accommodated comfortably - the entire apartment is available to renters. Then, a few months ago, I became tired of the informality of craigslist, and started listing my place on a new website called airbnb. My relationship with airbnb has been great - for a very reasonable fee, they help me with things that craigslist doesn't, enabling the financial and lifestyle freedoms I've come to enjoy.
As my living situation changed, my life and understanding of this city changed. I've learned a little about wealth, housing, and even the global economy. I've learned about many different cultures and have made friends along the way. When I arrived in New York, I knew I had merely started a long journey to gain more knowledge and life experience, trying to keep myself flexible and open-minded. Now, almost a decade later, I couldn't be more grateful that such a tiny apartment has been such a huge resource in helping me along in my journey. If you'd like to visit New York, I'd be grateful if you inquired about staying at my place.
If you are interested, see below to inquire about a stay.
Here's one room:
Here's the other:




















