The OneManLBO Story
Part 1: My Unlikely Journey into Investment Banking, or, Make Sure You Get Lucky in Life
My first exposure to investment banking occurred in October 2007, when Lehman Brothers, a still legendary institution at the time, came to campus. Princeton was a prime target school for them, feeding hordes of ambitious undergrads into the insatiable money machine, year in and year out, like clockwork.
The US economy was rocking and rolling, deal flow was gleaming hot, and here they were, a sleek group of suits and ties, true masters of the universe, filing into the ballroom of the Nassau Inn in front of a crowd of wide-eyed undergrads. Including yours truly, a lowly, know-nothing freshman in his navy blue blazer with gold buttons, sticking out like a sore thumb.
I still remember the moment Lehman COO Joe Gregory stepped out into the breathless limelight in a pair of Texas cowboy boots, proclaiming that being a banker was the single greatest job in the world.
Part of me was disturbed by his overbearing, alpha demeanor. Part of me was impressed. It was my first glimpse into a strange and fascinating world, with zero context or reference point. Suffice it to say, I was intrigued, and intrigue was all it took to plant a seed.
A year later, Gregory was out, Lehman went bust, bankers were classified as a permanently disgraced species in the history books, and the American economy went into a tailspin.
But it didn't matter. I was a sophomore.
Unlike the hundreds of thousands of juniors and seniors staring into the abyss of 2008 and 2009, I wasn't force-ejected into a barren, desolate hellscape of an internship and job market.
I got lucky.
Yes, I got supremely lucky, and this would become a recurring theme in my career. The spontaneous confluence of random factors and events can make or break critical life moments in extraordinary ways.
For me, most of these life moments worked out favorably, sometimes insanely so, to the point that I sometimes pause to ask myself “what if?”. Then I quickly move on with my day, because I don’t want to think about it.
By the time I applied for banking internships, it was the spring of 2010, the worst of the GFC was behind us, or so it seemed at a time when news flow was still controlled by the mainstream media outlets, the Internet moved at a snail’s pace, and the thought of seeing real-time KPIs by some freight brokerage expert or plastic bag manufacturing dude on Twitter was still the stuff of wild futuristic imagination.
I applied to a bunch of internships. Consulting, banking, the usual brand name subjects. I didn’t have the greatest GPA, and freshman year (a big adjustment period for me) had created a bit of an airpocket I was slowly digging myself out of, averaging higher with every passing semester.
I was a public school kid with an autodidactic streak and a perfectionist tendency that was out of touch with the practical, speedreading, 80/20 principle requirements of an Ivy League education. I had learned to work hard, but not smart. I slept maybe 5 hours on average freshman year.
Guess how many interviews I was invited to? One. Exactly one. Yeah.
So, I did the logical thing. I took the train to New York City to go to Macy’s and buy my very first business suit (DKNY, gray). The sales rep (named Bipur) said I would get 20% off if I applied for a Macy’s credit card. I never had owned a credit card before, nor had ever heard the term FICO score. Sure, I said. Sounds great. They ran credit, and I got swiftly declined. Twice. So I paid cash.
The interview was held in February 2010, after a complete New Jersey snowmageddon couple of days with 20 inches total. I remember walking up campus, barely able to sidestep deep puddles of slush, secretly hoping that the weather would deter a good number of competing juniors from showing up. But sadly, this was Princeton, a deep ocean of bottomless ambition. Alas.
The bank hosted their interviews at a hotel, and as I entered the lobby, I bumped into a girl I knew from a student business group I was involved in, who was on her way out from her own interview.
“How was it?” I asked.
“Good,” she said. “It’s not too technical, but they will ask you for one stock you would buy, and one you would short.”
My heart sank. I didn’t know what the term “shorting” meant. I am dead serious. My class load at the time was a mix of humanities, economics, and philosophy.
No choice. I swallowed and confessed to her, in complete embarrassment.
She was extremely gracious. “Just say you’d short the Euro,” she said, which even to a doofus like me, seemed to make a ton of sense in the raging depths of the European sovereign debt crisis of 2010.
So that’s exactly what I did during my interview.
“I would short the Euro, Sir,” I said with supreme confidence.
“OK”, said the banker.
It was good enough. And once again, I had gotten lucky.
I got the internship. NYC baby! Life was glorious. The summer of 2010 would be legendary.
A few weeks later, I was out on a Saturday night and bumped into another acquaintance of mine (who I knew from the same student business group, coincidentally). Let’s call him Josh.
Two important notes for context: 1) Josh was absolutely hammered, and 2) Josh had interned at the bank I just got my internship offer at.
“HOLY SHIT!” Josh exclaimed when I told him I got the job. He leaned forward, almost falling into me.
“YOU HAVE TO JOIN NATURAL RESOURCES!,” he yelled, the stale smell of beer on his breath.
"THAT TEAM IS FUCKING AMAZING! YOU GOTTA EMAIL THE TEAM LEAD, SHE’LL MAKE SURE YOU GET IN!”
To this day, I don’t know if he remembers this moment. But it was formative. Because I’d never given any spontaneous thought to natural resources, or the oil and gas industry (I think every major bank has rebranded to "renewables" today). The Permian Basin, lateral shale gas drilling (all the rage in the early 2010s), MLPs… I would have never, ever thought about any of this. Had I not run into Josh.
So I emailed our school team leader, who was a Vice Chairman at the bank, about my interest in the Natural Resources group. She emailed the group head about me. And I got placed into that group for the summer. Which I later found out was a top 3 industry franchise on the Street.
And at the end of that glorious NYC summer of 2010 (too many wild stories), I signed a full-time return offer, on the spot, without any hesitation.
“Do you have any questions?”, the HR rep sitting next to my staffer asked me, offer on the table.
“Do you have a pen?”, I asked. (My staffer still laughs at that moment, to this day.)
Boom. Done. I was officially a master of the universe, against all odds.
Once again, I had gotten lucky. Exactly one path had worked for me. One singular path, with no real alternatives. And it wouldn’t be the last time.
—
If you have gotten this far and are still reading this, thank you. You may also wonder what the hell this is. In simple terms: I enjoy long-form writing, and I am trying to share a bit more about my personal journey here on Twitter.
It’s been a while since my last major life update post, written on 12/31/24 and linked below. That was the moment I embarked on my search for a small business acquisition. I am trying to write a series of posts bridging from the past to the present, and ultimately the future.
This will happen in an organic, piecemeal fashion. I wrote this post while sitting on the tarmac in ORD waiting for air traffic control to clear our landing in EWR. It’s been 90 minutes. This felt like a good time.
If you enjoyed the read, let me know. And I may write Part 2.
Today marks the end of an era for me, as I exit public market investing after a 10 year run at my hedge fund. My last day as a W-2 draws to a close. This is it.
I'm stepping off "the path", out into the unknown. The professional linearity of the track so many aspire to -- Ivy League degree, investment banking, buy-side stint, single family house in a nice suburb -- is broken. Purposefully.
All to take a bet on myself.
This moment has been in the making for some time. In my own head, I've lived this reality for so long that now that the moment is actually here, it feels eerily quiet. Almost like a non-event. Not so for some neighbors, friends, and family -- reactions range from positive curiosity to sheer shock.
I think life is best lived in seasons or chapters. It was time for a new one. And sometimes, to start a new chapter, it takes a decisive act of violent agency. You quit a great job, you sell a beautiful house, and you move a couple thousand miles. To a lot of people, that doesn't make any sense.
But we want this for our family. We want to be out West, and we want to call our own shots, create our own autonomous luck in this life. That's all that matters. It's a simple matter of long-term priorities, with confusing short-term optics for now, and I'm OK with that.
I've heard the full range of feedback on Search over the last few years. The hype, the success stories, the horror stories, the "don't do it, no good listings, brokers suck, this is the top" warnings.
At the end of the day, I think reality is a spectrum, and the experience needs to be uniquely lived. I need to go out, encounter my own unique truth, take a few (OK, very likely a thousand) punches to the face, and hopefully create the best conditions for luck, to the extent any control can be exerted over this at all. The market is what it is. I need to find my own answer.
The worst outcome isn't failing to locate and close on a decent asset. It's the nagging questions at the end of this life. "What could have been, had I seriously tried, gone all out and applied myself to the best of my ability, made the most of my God-given talents?"
Only one way to find out. Here we go.