Chapter 1
You Get Where Youâre Going from Where Youâve Been
A typical mix of conversation was underway in the Greycroft venture capital offices one day in early 2020âback before we all decamped to our pandemic home offices. In the conference room, two partners talked about the recent IPO (Initial Public Offering) of one of our portfolio companies, the luxury consignment brand The RealReal. In one of the offices, two other employees reviewed the market projections for a start-up that builds logistics systems for grocery stores hoping to offer home delivery. An investor sat in one of the phone pods conducting due diligence on an eSports start-up, while another rushed out to watch a driverless car demonstration for Optimus Ride at the Brooklyn Navy Yard. Amidst all that bustle related to our portfolio companiesâcurrent and prospectiveâmy partner Ian eased open the glass door to my office to talk about paint.
Paint colors, that is. Weâd outgrown our offices on the twentieth floor of a Madison Avenue building blocks from Grand Central Station. New Yorkers like me refer to this part of Manhattan as âmidtown,â a warren of tired fifty-year-old structures with some newer glass-and-steel monsters mixed in. Ian, between meetings with entrepreneurs and prospective investors, was overseeing the renovation of a new space on the eighth floor. Yesterday, weâd seen the designerâs first ideas, and my response was not enthusiastic. Salmon pink at the entrance, bright blues on the walls. I couldnât see how we got there from here.
Greycroftâs twentieth-floor offices have a downtown, industrial look. When we first moved into the space in 2013, Iâd wanted to capture the fashion and edge of downtown neighborhoods like Union Square and Tribeca, where New Yorkâs venture capital firms have clustered since the 1990s. My plan was to headquarter the firm in that part of town, and I looked for more than a year, but couldnât find anything that suited us.
Madison Avenue was a necessary compromise to get Greycroft out of a subleased suite eighteen blocks north, near Central Park, where weâd made do for five years. Even that had been an upgrade after the two years weâd spent in the offices at Apax Partners, the $60 billion private equity firm that evolved from my first venture capital business, Alan Patricof Associates. But if it was going to be Madison Avenue, I wanted to bring downtown to midtown by using exposed AC ductwork and metallic support beams in our office design, and refining it with natural cement floor, glass walls, earthy colors, and modern art.
âIf it were up to me,â I said to Ian, âShe would replicate exactly what we have here down there. Keep it the same.â
Ian didnât react. He didnât have to. Even as the words left my mouth, I knew I didnât mean themânot exactly. Iâd built my career on the ability to recognize and take advantage of change. That doesnât mean change is easy. But it is necessary. And inevitable. Like the move to the eighth floor. Like the move I made sixteen years ago when I left Apax Partnersâwhich no longer emphasized ventureâto found Greycroft. Like the biggest, highest-impact move of my life: leaving my salaried Wall Street job in 1970 to start a venture capital businessâAlan Patricof Associates (APA)âone of the first in New York.
Itâs hard to get across in todayâs tech-heady world how audacious that move was. The investment portfolios of the â50s, â60s, and â70s were filled almost exclusively with the stocks and bonds of large, reputable public companies in traditional industries like commodities and manufacturing. Iâd made my young reputation with four respected investment firms as a value investor, the approach espoused in the investorâs bible Security Analysis, by Benjamin Graham and David Dodd, and made famous by Warren Buffett and Charlie Munger at Berkshire Hathaway. I became known for making recommendations based on disciplined due diligenceâa reputation I still carry with me to this day.
Yet I was also interested in young, private companies from my first days on Wall Street, beginning in 1955. I gained a high profile in the 1960s as the founding chairman of New York Magazine, and for raising money for a start-up cardiac medical device company called Datascope. Start-ups like New York Magazine donât have financials to evaluate, and for entirely new ideas like Datascope (or, for that matter, AOL or FedEx, two of APAâs earlier portfolio companies) the market didnât exist yet; the company had to create it.
Nonetheless, as I set out to start my own business, I knew there were exciting, early-stage companies looking for capital to grow, and private investors in 1970 could neither find them nor manage the investments once they were made. I saw a gap in the market and moved in to fill it. Through my Wall Street contacts, I was able to raise an initial $2.5 million fund.
As January 1, 1970, dawned, I stamped my Alan Patricof Associates nameplate to the entrance of One 53rd Street. My landlord was Bill Paley, the former chairman of CBS, and my downstairs neighbor was the Paley Center for Media. In the upstairs space, Frank Thomas, CEO of the Ford Foundation, kept his private office. Outside our window sat the Paley vest pocket park, and on warm days, the smells from Paleyâs public hot dog stand wafted through our open windows.
Venture capital wasnât much of an industry in 1970. It was more like an activity, its adherents a few scattered firmsâmost of them on the West Coastâmaking small investments in innovative start-ups. The National Venture Capital Association (NVCA) formed in 1973, and it was another five years until VCs had their first big fundraiser of a reported $750 million in 1978. In contrast, by the end of 2020, there was more than $548 billion in venture capital assets under management, according to the NVCA.
The environment for start-ups in 1970 was also, correspondingly, a world away from what it became in just a few short decades. Tech-focused small businesses were beginning to cluster around Stanford and UC Berkeley, many of them incubatedâformally and informallyâby Fairchild Semiconductor. Here on the East Coast, we didnât have anything like that kind of concentration. It was catch-as-catch-can until the early 1980s, but by then, Alan Patricof Associates was established and investing in companies like Apple, AOL, Cellular Communications, Inc., and Tessera Technologies, among many others inside and outside tech.
More moves happened as APA matured and expanded. In the late 1970s, I met Ronald Cohen, who became my partner in the international expansion and eventual rebranding of APA as Apax (which stood for Alan Patricof Associates Cross-Border). In the late 1980s to the early 1990s, the US armâwhich had always focused on providing early-stage growth capitalâbegan doing later-stage deals. We financed companies like Sunglass Hut and Life Time Fitness, and Chevys restaurants. Those experiences gave many people on our team a taste for private equity finance. Apax moved permanently out of venture after the dot-com bubble burst.
Moves carry a lot of symbolic weight, but theyâre also literal. We move on from experiences that have lived out their time, and we take on the next opportunity. I founded Greycroft in 2006, with offices in New York and Los Angeles, after the dot-com dust had settled. I still believed in a core model of providing start-up and growth capital to early-stage companies, and I wanted to realize it with a new company focused exclusively on the venture capital opportunities coming online in the new-millennium digital age. My two founding co-partners, Dana Settle and Ian Sigalow, stood at each of my shoulders as we raised the first Greycroft fund of $75 million from investors I knew trusted my instincts.
Our next major move in New York, to our current building in 2013, came at a moment when Greycroft was seven years old and closing its third fund. The firm had passed through venture infancy into adulthood, our reputation made with investments in companies like The Huffington Post, Axios, Venmo, and Buddy Media. Our move into a permanent home conveyed for us, our investors, and our portfolio companies the stability of an institution built to last. Dana and Ian also played larger roles in 2013, when we raised our third fund. In 2018 they would take the lead in management and fundraising, stepping forward as I began to step back.
Our preparations to move again came as Greycroft began its sixteenth year in business. Ian and Dana raised the sixth core fund and the third growth fund, both the largest in their categories. The size of our firm and the size of our latest funds are signs not just of Greycroftâs growth, but of a new era of change in the technology start-up environment. Research-dependent companies building AI solutions, virtual reality, gaming systems, new transportation technologies, and any variety of digital platforms have longer development timelines and multiple rounds of funding before they turn a profit, go public, get acquired, or otherwise enable an exit for their investors. Some investments are larger and involve more institutions. Weâve moved into a new era.
Yet many of the investment and start-up practices I established during my fifty years in venture still guide how we make investments as a firm and how we advise our portfolio companies. We abandoned practices that were no longer relevant or adapted them for changing circumstances. Iâm often invited to share my perspectives on start-ups and investing in panel discussions, speeches, or television appearances, and Iâve had people with vastly different backgrounds suggest I write them down to share with young entrepreneurs and investors whoâd like a cheat sheet for how to build or invest in high-growth businesses.
This book is my answer to their request.
Fifty years on, Iâm still here and casting my vote for the start-up companies that get me excited and keep me working. In late 2020, at eighty-six years of age, I started a new venture firm, Primetime Partners, with an initial $50 million fund to invest in entrepreneurial ideas to do with aging and wellness, and to encourage older entrepreneurs to start again. What could be more exciting than investing in the fastest-growing segment of the population, the one with the most money to spend? This is really a white space thatâs relatively untouched. Iâm excited by this next move, and Iâm really going for itâno red lights. Thatâs the spirit Iâve brought to every move for the last fifty years. Here, I share it with you: entrepreneurs, venture capitalists, business students, the perennially curious, or anyone whoâs preparing for their next move.
Chapter 2
Sitting Shotgun
I always knew I wanted to go into finance. When I was a teenager, my father worked as a Wall Street stockbroker, and every day on the way home heâd pick up a copy of the New York World-Telegram so he could read the end-of-day stock prices. Thatâs how it was done in the days before Bloomberg or the internet. I can still see my father sitting on the sofa, paper open, a cigarette hanging from his mouth with the ash clinging to the burned end until it dropped into his lap. Heâd light his next one off the last cinder of the first, the definition of a chain-smoker.
He showed me how to read the stock pages, with the start-and-closing prices for each of the thousands of companies trading on the various exchanges. It fascinated me to see the prices move up and down, day-over-day, often for no reason. My teenaged obsession was so complete I wallpapered my small bedroom with the front pages of corporate annual reports. When I got to college at Ohio State, I adopted finance as my major, convinced that I wanted to work on Wall Street like my father. There were other opportunities, but nothing I considered for long.
Though I did flirt. At that time, few companies made the rounds of colleges to recruit new graduates, and those that did concentrated on the Ivies. None of the Wall Street firms came out to Ohio, but I was invited to interviews at Caterpillar in Peoria, Illinois, and the National Bank of Detroitâthey were the few big names in town. Through my own efforts, I also interviewed for a job with USAID in Brazil. The safe choice would have been to go with one of those options, but I couldnât see myself building a life in any of the places I would have had to live.
Iâm a New Yorker through and through. My buddies and I treated Central Park like it was our backyard when I was a kid. The noise, the people, the neighborhood feeling on the Upper West Side with the ice trucks and the coal trucks unloading through the chutes to the underground storage, and the man on the street ringing a bell and calling, âI cash clothes!â
I had no idea what that meant then or now, but somebody did, because he was there every single day. We played stickball with broom handles on the street, and stoopball off the edge of the stairs of the brownstones. All that, plus of course Wall Street, represented New York to me. After three years away at college on an accelerated program that allowed me to graduate early, I couldnât wait to get back home.
Thatâs how I found myself in the hot weeks of July 1955 wearing out shoe leather in the buildings of Lower Manhattan looking for a job. I started at 110 Wall Streetâthe bottom of the blockâand went building to building, riding the elevator to the top floor and stopping in each office all the way down to ask the receptionist if there were any job openings. Day after day for about a month, all I heard was ânoââno openings and no interest.
Then one morning in early September I arrived at 63 Wall Street and rode to the thirty-fifth floor, where I knocked on a door with the nameplate Naess & Thomas. Iâd never heard of them. Once inside, I learned that Naess & Thomas designed and managed investment portfolios for high-net-worth clients. I didnât know the Wall Street lexicon yet, and none of the investment advisory firms were famousâcertainly not at the level of a J.P. Morgan or Lehman Brothers. I had no idea that âNaessâ referred to Ragnar Naess, an esteemed Oslo-born economist whoâd built his reputation as the head of research at Goldman Sachs. Nor did I realize until much later that Naess & Thomas was a prestigious place with a high-quality client list. All I knew was I was in the right place at the right time, because they happened to be looking...