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Episode 9: Andrew Yang | Fighting For Humanity

Updated: Mar 10, 2019

"This is the thing that is going to be the hardest for Asian Americans: we've internalized the market success mentality so deeply, so deeply that I spent years training entrepreneurs to try and become successful in the market. And I'm very proud of it. But the truth is, the market will have no solutions for us on this one."

Below is the audio transcript for Episode 9, lightly edited for clarity.

Andrew in NYC. Photo Credit: Mark Kuroda

We’re excited to share a conversation with one of the most unique candidates to enter the 2020 presidential race: Andrew Yang.  By any objective measure, Andrew stands out amid the crowded field of presidential candidates.

For one, he’s not a seasoned politician. He’s actually a serial entrepreneur, more known for starting and leading companies than waging political battles. Andrew is also running on a policy platform that proposes universal basic income.

And last but certainly not least, Andrew is Asian American which will make him the first Asian American to ever run for President of the United States as a Democrat. (For the record, the first Asian American to run for President was Hiram Fong, a senator from Hawaii who ran for the Republican Party presidential nomination in 1964. He was also the first Asian American US Senator.)

Andrew says on his website that being the first Asian American President is not his motivation for running. But, the mere act of running is pretty game-changing. At the very least, it’s opening a dialogue about the future of humanity and the role Asian Americans should play in civic life, politics, and broader society.

In this episode, we talk to Andrew about:

  • His upbringing

  • His brief stint as a corporate lawyer which then led him into a career of entrepreneurship,

  • His thoughts on Asian American civic involvement ,

  • Why he is running for president, and ultimately 

  • Why we all need to wake up to the economic realities of our time.

Andrew will also serve up a brief primer on his campaign platform. Get your notepads ready.

I. Andrew Yang’s Early Days 

Andrew: I'm Andrew Yang. I'm running for President as a Democrat in 2020 on a platform that technology is transforming our society and that we need to evolve very quickly to think about work and value more broadly.

Decor at Andrew Yang HQ in NYC.

Lynne: We met Andrew at his campaign headquarters in NYC, a humble office space in the Garment District, decorated with campaign placards, a loose-hanging basketball hoop, and an assortment of flyers on the wall, one of which simply said: Math.

Andrew: So I was born in Schenectady New York. My parents immigrated from Taiwan in the 60s.

Lynne: Like many Asian American immigrants at that time, Andrew’s parents came to the United States for academic reasons. His parents met in grad school, and his father went on to work at IBM generating 69 patents over the course of his career. Andrew spent his high school years at Phillips Exeter Academy, one of America’s most elite boarding schools.

Andrew: I was a very nerdy kid. When I was growing up I feel like there was a monoculture, certainly where I was, and that we all were just trying to conform to a particular way of being, especially as a boy.

I remember vividly feeling like this misfit and just remembering, I will always remember this and want to try and look out for whoever is the underdog.

Lynne: Andrew never forgot this sense of marginalization. But he writes in his book The War on Normal People, released last year, that he thinks many people do. Specifically, he’s referring to a sect of educated Asian Americans who end up channeling their energy towards working hard and going on to become successful by the standard definition - which isn’t a bad thing at all - but in the process, they forget about their own isolating marginalized backgrounds.  

Andrew: Instead of embracing that sense of marginalization, I think most of us embrace a sense of success or acceptance which does not involve typically making a lot of fuss about the circumstances you experienced years ago.

If we all did remember that, then we'd be much more aligned with whoever is marginalized by race or gender or circumstance, sexual orientation, socioeconomic status. But most Asians don't act like we care about any of that stuff, like we just sort of get to a certain point and we build our lives and forget the alienation.

Andrew with students at an after school assembly. Photo Credit: Andrew Frawley

Lynne: You’ll hear elements of this theme of rooting for the underdog throughout Andrew’s trajectory, but early on his path would seem quite conventional. He did well in school, checked all the boxes on the ladder of achievement, and didn’t really think much of it.

Andrew: My calculation was pretty simple: My dad has a Ph.D. in physics. My mom has a Master's in math my brother was getting a Ph.D. So, I said I should go to graduate school. I was like, "Which one? Well, which one can you do straight out of college that seems very straightforward? Law school! " And then I took the LSAT and did very well. So, it wasn't very sophisticated which is not unusual in that era. Most people I went to Columbia with at law school didn't know what they were doing there. We were all just sort of there.  

II. A Bumpy Path: Law School, Startups, Throwing Parties, and Teaching the GMAT

Lynne: So Andrew went through the motions, following a well-trodden path where success was "assured".

Andrew: You're good at school, school’s not terrible. So you’re like, alright this is fine. It's only when you're good at school and it leads you to a terrible job did I be like, "Holy crap, this path leads to nowhere."

Lynne: And then the hard truth began to sink in…

Andrew: For me, everything changed when I showed up and I got the law firm job I wanted. I was a corporate associate at Davis Polk and Wardwell which was the firm that I targeted and it was just such a miserable job. I was like, this is the job that being good at school gets you? It's terrible.

I said,"There needs to be a different path towards something better." I joke with people all the time that what motivated me was just being a corporate attorney for five months and seeing how terrible it was. So I was the first in my class to leave.

And I guess I could have done what most Asian Americans would do in that situation, stay at Davis Polk for two years and then try and find another job or move in-house but I just didn't have the stomach for that. So I left to start a dot com that crashed and burned, which then led to a lot of other things.

Lynne: That dot com was a celebrity-affiliated fundraising site called, which was then followed by a brief stint at another startup that ran out of money. Those early failures were admittedly difficult days but they were instrumental in teaching Andrew how to build a business.

Andrew: Starting that business was an incredible education because you know, I was like a 25 year old lawyer. I didn't know what I was doing but just ran around and hustled it up.

After my startup dies, I lose people a quarter million dollars or so and still owe law school debt. At this point, I was the very unsuccessful Asian-American. I'm like net worth of negative 100,000. My parents are lying to people and telling them I'm still a lawyer while I'm living at a friend's place.

Lynne: After his second failed startup, Andrew went on to work at a health care start-up called MMF Systems Inc, where he learned from more experienced entrepreneurs. He also started throwing parties and turned it into a side gig.

Andrew: It actually was pretty cool during that era where I could go to any one of a bunch of lounges downtown and they’d just give me the VIP treatment because I'd bring them thousands of dollars and moderately heavy drinking Asians.

So, I was doing that and teaching the GMAT at night because my friend started this GMAT prep company, which also ended up being a very important step in my career.

Lynne: This GMAT prep company was called Manhattan Prep and it went on to become the number one test prep company in the country. Manhattan Prep put a huge emphasis on teaching, hiring only the best teachers and paying them very well which turned out to be an excellent strategy. Andrew started out as a teacher and was later asked by founder Zeke Vanderhoek to take over as CEO. In 2009,  the company was acquired by Kaplan.

Andrew: So those were the glory days but it took a long time to get there. Between the time I left the law firm and then joined Manhattan Prep, I think it was about six or seven years.

Lynne: While Andrew was CEO at Manhattan Prep, he personally taught the analyst classes for its high-end corporate clients like Goldman Sachs, Mckinsey, and JP Morgan. And it was in these classes that he began to notice a growing talent gap.

III. Starting Venture for America

Andrew: Imagine teaching the analyst classes for Goldman Sachs, McKinsey, and seeing all these unhappy kids who don't like their job and are taking the GMAT to go back to business school, taking out $100,000 in loans so they can find their passion and purpose. I was like, what a train wreck. During this time, it was also the financial crisis so I thought, Man we need to get our talented people out of all becoming bankers, consultants, lawyers, doctors or coders and hopefully doing something like Zeke or I did where you end up building a company that creates jobs.

Lynne: Witnessing this trend, Andrew decided to start something new. He left Manhattan Prep and poured some of his personal savings into Venture for America, a national entrepreneurship fellowship program that sends talented university grads to cities in need of an economic boost like Baltimore, Detroit, and New Orleans. Their mission at the time was to create 100,000 jobs by 2025.

The inaugural class of Venture for America fellows in 2012

It was a lofty goal, but it inspired many...including myself. I joined the team as employee number 5. In the early days, we worked out of the Manhattan Prep office and would personally email every single Venture for America recruit.

Andrew: Looking back, that was a real trip because I would go places that fall like Cornell and Vanderbilt and any other school I could get an info session with. I'd go and there would be nobody there because no one ever heard of Venture for America. It was just me, hanging out outside. I'd go sometimes and there would be two kids. I also went without a salary in the early days because I was trying to stretch the resource. I mean, we didn't really have any meaningful resources.

Lynne: Andrew crafted a credo that to this day every Venture for America fellow signs. It states:

“My career is a choice that indicates my values. There is no courage without risk. I believe that actions are the proper measure of one’s accomplishments. I will create value for myself and others. I will act with integrity in all things.”

Andrew: I just really believed in Venture for America to the point where it overrode any potential reservations that have about asking people for money or help or whatnot.

Lynne: Today, Venture for America is a multi-million dollar organization that has helped create over 2,500 jobs around the country. VFA alums have gone on to start dozens of companies that have raised over $40 million and counting. By most metrics, the organization has helped foster a thriving entrepreneurial environment in many struggling cities.

But in 2017, Andrew began to notice an alarming trend as he traveled across the Midwest. What he saw was a growing discontent among working class Americans that he just couldn’t shake. With Venture for America steadily growing and in good hands, he handed over the reins and left the organization to tackle a new set of problems.

IV. The Yang 2020 Platform

Andrew: Imagine spending seven years helping hundreds of entrepreneurs in Detroit, Cleveland, St. Louis, Birmingham, Baltimore, and all these other cities creating several thousand jobs in those communities and then getting awards from the White House and a movie gets made about you and your organization. And then you have this sinking feeling that develops and festers more and more, that you're pouring water into a bathtub that has a giant hole ripped in the bottom, that your efforts are futile, that millions of jobs are being lost and if you create 100 jobs, it's awesome but in the grand scheme of things it's not going to stop the tide.

Lynne: This tide is the rise of workplace automation and the wave of jobs it will eventually displace. He says that we automated away 4 million manufacturing jobs in swing states like Michigan, Ohio, Pennsylvania, Wisconsin, and Iowa, leading to Donald Trump’s election, and we’re about to do the same thing to more jobs.

Andrew: ...and then you go to the political establishment and say:

“We're in the third inning of the greatest economic and technological transformation of the history of the world and it's going to get much much faster very quickly because we're going to automate the retail jobs, the call center jobs, the fast food jobs, the truck driving jobs. By the time we're done, this place is going to be unrecognizable."