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Max Crowley - Former General Manager, Uber for Business @Uber; Employee #25 @Uber - Launching New Markets at Record Frequency and Velocity, Best Practices for Building Marketplaces, Building B2C2B Businesses, Hiring at Speed and Scale

The Naberhood

Release Date: 08/01/2019

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Guest:

Max Crowley - Former General Manager, Uber for Business @Uber, Employee #25 @Uber

Guest Background:

Max Crowley joined Uber in August 2011 as employee #25 (Uber has now launched in over 500 cities, and 75 countries globally; IPO in May 2019, $84B Valuation) During his time, Max launched and built two large businesses for Uber.

His first role consisted of launching and building out Uber's business in his hometown of Chicago (Uber's 4th market). As Uber grew Max managed the entire Midwest Team of Marketing Managers and was responsible for hiring in the region. In 2014, Max relocated to San Francisco to work directly for Uber's Chief Business Officer. Along with a small team of engineers, Max spearheaded and launched Uber's first B2B Enterprise group, Uber for Business. There are now over 150+ people working on these teams globally and Uber have 75,000+ companies actively using our platform. Max has since left Uber - he is no longer associated with the company, and he does not speak for Uber

Max currently lives in New York City, and he’s an active world traveller, and Angel & early stage Investor

 Guest Links:

LinkedIn | Twitter

Episode Summary:

In this episode, we cover:

- Uber: Launching New Markets at Record Frequency & Speed

- Building Marketplaces - Early Days Best Practices

- Creating B2B Businesses on B2C Platforms

- Tips for Hiring at Hypergrowth Speed and Scale

Full Interview Transcript:

Naber:  Hello friends around the world. My name is Brandon Naber. Welcome to The Naberhood, where we have switched on, fun discussions with some of the most brilliant, successful, experienced, talented and highly skilled Sales and Marketing minds on the planet, from the world's fastest-growing companies. Enjoy!

Naber:  Hey everybody. We've got Max Crowley on the show today. Max joined Uber in August, 2011 at employee #25 at the company. Uber has now launched over 500 cities and 75 countries globally. They IPO'd in May, 2019, and they have a valuation of $84 billion. During his time at Uber, Max launched and built two large businesses for them. His first role consisted of launching and building up Uber's business in his hometown of Chicago, Uber's fourth market. As Uber grew, Max managed the entire Midwest team of Marketing Managers and was responsible for hiring in the region. In 2014 Max relocated to San Francisco to work directly for Uber's Chief Business Officer. Along with a small team of engineers, Max spearheaded and launched Uber's first B2B enterprise group, Uber for Business. There are now 150+ people working on these teams globally, and Uber has over 75,000 companies actively using the platform. Max has since left Uber. He is no longer associated with the company and he does not speak for Uber. Max currently lives in New York City. He's an active world traveler, and he's an active angel and early stage investor. Here we go.

Naber:  Max Crowley, good to have you on the show. How are you my friend.

Max Crowley:    I am great. Thanks so much for having me.

Naber:  Yeah, no worries. Thanks for coming on. I mean, the pleasure's on this side of of the table, of the desk, all of this side of of the ocean. e

Max Crowley:    Exactly. I was going to say that side of the the pond, or whatever...

Naber:  Ha, that's right, the massive Pacific Coast pond. You are in New York City right now?

Max Crowley:    I am in New York City. I'm in a WeWork in Soho, Tribeca area.

Naber:  Nice one. And you live around the area?

Max Crowley:    I do, I do. I mean, I've been in Manhattan since November. So going on seven, eight months in New York.

Naber:  Nice! So, I said that I didn't know that...you and I have talked for years, and I know exactly on your life. But everyone does. So, what's your favourite part about living in New York so far?

Max Crowley:    The energy. I had a friend the other day describe it as, you could be sitting at your desk, and you need a pick me up. And literally in New York you just walk outside and it's just, it just hits you. And there's people...it can be any time of day, there's people everywhere doing everything possible. It's completely diverse. All walks of life, doing all walks of every possible profession, thing. It's the best. And so for me, it's a little bit of like feeding the beast. I mean I just sort of drink from the fire hose that is New York. So yeah, I love it.

Naber:  You being the beast. Nice one. And we'll talk about...I want to talk about your personal journey. So we'll get into how you got to New York because you've been in a few different major markets. You've been all over the world, with both some of your traveling and for work as well. So, why don't we start there? Why don't we start with some personal stuff. And I want to go all the way back. I want to know Max J Crowley as a kiddo, for a few minutes. So could you give us maybe, five minutes, it's going to be longer than that, a little spoiler. I'm going to ask the questions, but it'll be longer than that. But could you give us five minutes on what it was being a kid is Max Crowley, what you were growing up, and then walk us through your childhood?

Max Crowley:    Yeah. Well I was a total pain in the ass kid. So what it was like Max Crowley, and what it was like being my parents. So I'm from Park Ridge, Illinois. So literally grew up five minutes from O'Hare airport, about 20 minutes from downtown Chicago. So just on just on the edge of Chicago. Sort of a city vibe, but suburban vibe at the same time. Definitely sheltered community in some ways. Right on the edge of the city, but the first sort of suburb. And my parents scrapped and everything else to get us to that town, which was sort of a feat I think in their minds. And my mom didn't go to college. My Dad went to college...I think. My grandparents were blue collar people, south side, west side of Chicago. And so, I think my parents were definitely the first to push us to the next level. And everything was about my sister and I. Everything was about..Everything they could do to make us great and make us better than them. Just to an insane degree. I mean, the fact that my parents still have a mortgage on their house, and they bought it in 1983. It's basically, they just pulled money out of this thing for 30+ years, so we could go on a yearly vacation, and I could go to college, and my sister could go to college...And I probably had half of my tuition, paid off by them, so I didn't have that bad of loans coming out. My sister wanted to be a teacher, and that enabled her to be able to do that, but I'm having crazy amounts and so on. So I mean, truly a team. When I think my family unit, truly was a team effort of like, alright, we came from this...My grandfather through my mom out at 17. She was like...no college, basically no backing. I mean, my grandmother was great. She was pretty much out on her own, got sales jobs, just built an awesome career for herself, in a lot of ways. Then she quit to raise us. And just, again, it's this team family unit of, alright, let's pack together. We're going to have fun, we're going to do this. But let's see where we can take this thing. And it's at least, sort of the view that I've had of it. Super lucky, I've had some success by the time I'm 32, and been able to give back to them in a huge way. And so, I think, that's at least looking back on my...I can give you some specifics about me as a child, but that's sort of the high level of where I'm from, and in a lot of ways drives me now day in and day out.

Max Crowley:    Cool, I love it. Can you tell me what your parents did for work? What your mom did for work before she was raising you guys full time, and what your dad did for work?

Naber:  Sales. They met selling. My dad was selling. My dad was working for Tristar Pictures which became Sony Pictures, doing video to video stores, which don't really exist anymore. But even your big brands, we're buying videos direct from these companies, and putting them on shelves, or Blockbuster, or wherever else. My mom did the same thing with records, then it became CD's. So that's how they met. My mom was at CBS records, which became Sony records. My Dad was at, Tristar which became Sony Pictures. And yeah, they met calling on accounts. They're just hustlers, straight hustlers.

Naber:  Cool...straight hustlers. When I look at your pics on social, you guys look such a unit together. Such a team. And it's so interesting to hear you describe your family that. It sounds like a less romantic story meeting at work, but usually those are some of the most romantic stories, as to how it actually happened. Do you know how they met?

Max Crowley:    Yeah, yeah. I mean, they were working...they were still calling on accounts. I mean, they weren't working for the same company. Just was overlap in similar industries. So, I don't know, who knows. But yeah, we're definitely a unit. I mean, it's funny, when I got my big ,sort of success, professional win, I called my parents, and I was like, we made it! It was like when I watch the NBA draft, or whatever. That's how I felt, so it's just kind of funny.

Naber:  Oh, that's awesome. I love it. Cool stories so far with the family unit. Now, what about Max as a kid? What was Max like? What was your personality? What was the things you were interested in?

Max Crowley:    Disrupter, total pain in the ass, class clown. Had to be the center of attention - was Santa in the school play in first grade. I was always in trouble for running my mouth. Had a million detentions for insubordination. And then, I was not a great athlete, and I did plays, and musicals, and sang and things that. Which I don't ever talk about...Then to the point that I actually got thrown out of the senior year of musical for being a pain in the ass, which I can't imagine many people have been thrown out of a musical in high school, but I take that honor.

Naber:  Yeah, no, that's both impressive, and probably needs a very short story behind it. How in the world you get thrown out of a musical that you're putting on? Especially as a senior - they're like, oh, this is, this guy's last shot, he's gonna have a good time...Nope, not Max.

Max Crowley:    It's interesting, and a badge of honor. Then also completely embarrassing and ridiculous. I mean, there's no great story there. It was more just me, I was always pushing. I'm always pushing the envelope. I live on the edge. It's one of the things that I do, for better or for worse, which is a lot of the things about myself I think. And yeah, that has translated to the rest of my life. I think it's funny, as you get older you start to be able to go back and parse through things that happened to you. And there are things that become good traits later on, and things that you improve on, and whatever else.

Naber:  Awesome. Were you a big sports fan growing up? Chicago sports, Jordan, etc?

Max Crowley:    Yeah, year, of course. Yeah. I mean I was in 91-98. Yeah, I mean you grew up anywhere rooting for the Bulls, especially in the city there. Yeah, it was wild. Before we hop into, you being a Hawkeye - what was your star performance in a musical or in a play?

Max Crowley:    A Little Shop of Horrors. The Dentist in the Little Shop of Horrors. Great role. I don't know if you've ever seen Little Shop of Horrors. I mean, Steve Martin played it in the movie. It's a comedic, fun, sort of villainous character...

Naber:  So you graduate from high school, kicked out of your senior play, and you're going straight to University of Iowa. Why University of Iowa? And tell us a little bit about Max at University of Iowa.

Max Crowley:    I wanted to go to a Big 10 school, that was just...growing up was the goal. That was sort of, if you do that, again it's sort of arbitrary a lot of ways, but I think if you go to a Big 10 school, that's a huge feat. And so I was looking at schools like Michigan State, Indiana, Iowa, sort of the mid tier, Big 10 schools. And yeah, it ended up being, it was great. Campus was beautiful, school was fine. I think in a lot of ways lucked into majoring in business. I had no idea what I wanted to do. I took classes all over the map. I was not a great student. And yeah, I sort of just did what it took to get by, which lucky enough was able to get me into a Big 10 school. And then when I got there, I didn't know what I was doing. I actually had a really bad first semester sophomore year. I had a couple of D's, it was just a disaster. And yeah, I took a microeconomics class...so I was in a fraternity, and everybody in it was majoring in business. And I had no intentions of majoring in business when I went to school. But something about the camaraderie with the group and starting to actually own some pieces of the fraternity...I was the kitchen manager, and I was managing getting everybody meals every day, and getting supplies in the closet. Then I became the social chair, there's managing the books behind that, was throwing parties all the time. So you had to think about how much does it cost to throw a party? How can you make money? You sort of get a feel for the fraternity, and work in a group, working in a unit. You've got, like, nine people that lead the fraternity, and it's the first time I'm in meetings and what not. And look, growing up, definitely sort of natural leader...I was the only youth on our Minister Search Committee at my church growing up. So just some random stuff that where, again, you sort of go back and think about your life, and I can't believe I did that. But obviously adults saw something in me that, that they appreciated even when I was bouncing off the walls, or whatever else. Half the time making them angry, and half the time, you know, ideally or hopefully, someone saw something in me and tried to pull it out. I mean, looking back at my life, those were the best people. The people that saw through the craziness, and we're like, all right, there's something with this kid. Let's help get him to the next level. Anyways, at school, when I was in my fraternity, we started to do more formal leadership stuff, and maybe my brain started to see that more, or it was more obvious - like, oh wait, this is a little business. We've taken dues, you have budgeting, my best friend was the treasurer. We're jamming all the time on how to spend money most efficiently. How to push it to make the formal the best formal we've ever had. And then I took a micro economics class, and then it was, I just, why would I not do this? And then I started to get competitive too, in that - wait, all these other people around me are majoring in business. If they're doing it and are going to get better jobs, or whatever else, well I'm going to do it. And yeah, I think it was one of the best things to happen to me. Even though, you learn whatever you learn, I don't think majors matter. For me, it was more about, putting me on the right sort of trajectory where I started to professionalize a bit. And so, I think up to that point, I had no reason to care about being a professional. And then I started to think, all right, what is the next level of this? And I was the Monster Energy drink rep on campus. I had a thousand cans of monster every month, and they paid me 200 bucks, and I had to throw events or whatever and pass those out. Was waiting tables, was doing all these things. And I think especially looking back now, I started to see this scrappiness, hustler, doer, maker. And I just never thought you could do any of that stuff professionally, and be successful. But that was sort of the beginning stages of me piecing these things together. And again, before I even knew what I was doing. And I had grown up carrying golf bags, I mean that was caddying at 13 carrying golf bags all summer. Always sort of hustling, making money, selling stuff on Ebay. But yeah, you're sort of doing it to get by, growing up. And then as you get older and you start to have, a little bit more of a outside the box, outside of your head mind space, you can think about things. That was when I started to just sort of get my mojo, and it started to become clear - wait, you can piece these things together into a thing. And so anyways, I ended up majoring in business, and graduated in four years, on time, finance degree, and set me up for whatever I was going to do next.

Naber:  Awesome. I mean it's amazing how some people...it takes years and years and years to become an overnight success. And you and I, in our personal networks and professional-personal networks, have a lot of examples of that. And you're one of those examples of that in my life. But when you do retrospect on those individuals, and you profile those individuals, talk to them enough, you realize that they have that in them from a young person. The hustle, the entrepreneurial spirit, the scrappiness, the making cash, the energy behind all of that, the ambition. And you're one of those profiles that it sounds like, just looking back, you probably think to yourself, oh, I guess that kind of makes sense why I became the adult human that I am right now, and the place you are professionally.

Max Crowley:    Yeah, I mean, I preferred to college tailgate where I set it up...We rented a house near the football game, paid off the owner, collected 50 bucks at the door, pre-bought beer, sold tickets at the front, made quick thousand bucks, then going to the football game. Like, that was a much better Saturday to me than getting drunk and going to the football game. Yeah, I think at the time...It seems obvious,yeah, when you started to go back and look at these things, it's funny thinking about it. I mean, fast forward to when I started Uber, it was like wait, these are all...the scrappiness was something that was sort of an ethos, that was sort of naturally in me, and just something you don't really think about.

Naber:  Ha, absolutely. And you still have drinks and went to the football game, but you just do a thousand bucks in your pocket. Most people, most people that are you did both - had drinks, went to the football game, and then also made some cash. So, you did monster energy for a couple of years. You also said you waited tables, you're social chair in your Frat. You were also with the Krause Fund at University of Iowa. Tell us a little bit about being an equity analyst there, what you did.

Max Crowley:    That was part of my finance degree. So, it was one of the last classes you do, where you actually...there's a pool of money that someone had allocated in a fund, and we were basically for a semester equity analysts. So you were looking at a specific sector, you owned a sector with your group. You studied it, and then you decided to either double down on the a couple of companies that you have in that sector, or sell them and replace them with something else. So we had the pharmaceutical sector, and so we went deep on that. But yeah, I think those were the things where, again, it was just parts of this, sort of, becoming more of a professional. And even in that, I think, I saw I was more of the motivating other people to do the work, and how do we professionalize our presentation, and have the best looking presentation, and go up to the group and nail our presentation, and sort of try and stand above the fold that way. So much more of the Marketing sort of showmanship, selling of that element, than the pure work. But that's fine. I mean, that's where, the other people that I was on that project with are two really close friends of mine, and now they're analysts. And they should be, that's what they're great at. I should have been probably more Marketing, or something that. But again, it was before I could have even known what my skills were in, or that you can even match those up. I mean, that's what's so crazy about college. We go way too early. I mean you barely have to know who you are as a human being. let alone know where your skill...how your skills match up to a degree or to a professional career. I was just trying to survive in a lot of ways.

Naber:  Nice. It's so interesting. I think one of the things that you do really well, I actually think it's one of the superpowers, that not a lot of people are good at this, especially at a young age, and then turne it into massive, massive success like you have in a really high velocity way, is playing to your strengths. You've done a really, really excellent job across your entire time that I've known you, while you're at Uber, and afterwards, playing to your strengths. So, were going to go to Accenture for a second, then we'll hop into Uber because I've got a bunch of questions around what you were up to at Uber, and some of the roles that you had. And we'll have some fun. So you graduate from, from University of Iowa, you go into Accenture right away. Tell us what you're doing there for a couple minutes.

Max Crowley:    Yeah. I mean, I was the only person from Iowa to get a job at Accenture that year. Because I was graduating in 2009, so I got that job in November 2008. Which is when everything was going nuts, in October. So, the stock market '08 was obviously the way it was, but by the fall things were looking really bad. And yeah, they pushed me back a little bit on my start date, but I was able to keep the job. And yeah, again, it was just more about hustling thing, I think, for that, it was more just competitive and maybe even the ego of just, I don't want to not have a job when I graduate and be that person doesn't have one. And the best people I know are out hustling for jobs. So I'm going to try out hustle them. I'm going to go do 50 interviews on campus, and meet every person, and go to the happy hours, and run around, and find anybody that I know at Accenture and ping them. Again, some things that I think we're just more natural to me, but I sort of just hustled my way and got that gig on campus and no one else did, which was just crazy.

Naber:  That's a good confidence builder.

Max Crowley:    Yeah. Because then you end up at the first day and it's, University of Illinois, which is a way better school than Iowa, Northwestern, Michigan, bunch of top tier East Coast schools, and then me.

Naber:  Chip on your shoulder.

Max Crowley:    Yeah. And also just, just I can do this. I'm going to always be this guy. I'm always going to be the dumbest guy in the room in some ways. But I'm down for that. They've got the analogy...yeah, chip on my shoulder, I can prove that I can do this. I can prove that me, from where I'm from, where I grew up, Iowa, I'm going to be...I can do this.

Naber:  And then what were you doing at Accenture? Can you tell us maybe one, two minutes on what your job was?

Max Crowley:    I mean, I was just a consulting analyst. It wasn't glamorous. The people were awesome. My managers were the best. My coworkers were awesome. Yeah, I was not very good at that. I mean, hopefully at this point I never had to go get a job as a systems integration consultant again. But if I do, and someone listens to this, they shouldn't hire me. I was pretty bad.

Naber:  It would be ironic if that's your go to in 10 years.

Max Crowley:    I get random LinkedIn messages where people are like, hey, we're looking for a systems integrations architect for Oracle, and I'm just like "ughhh". I was the worst. I was at the worst, the worst. I was probably the last employee at Accenture that year.

Naber:  All right, so you were a terrible consultant at Accenture, which makes a lot of sense. And then after Accenture, you moved Uber. Your eyes light up, your world changes, and you're there for seven years? Seven years. I mean, there's endless number of stories to be told about what you were doing at Uber. So tell us about making that jump, and then just...I just want you to talk about that journey. What you were doing, projects you're working on, how you were contributing to those projects, what you were good at, what you weren't good at, and we'll go through, maybe each year, if that's okay. One step at a time. So you joined, you're employee #25. You joined in August, 2011. Why do you make the jump, and and what do you hired to do?

Max Crowley:    Yeah, I mean, so going back to the Accenture stuff, I was a terrible consultant, to the point where...and again, I just can't say enough about how good the people, how amazing the people were at Accenture. And again, it just comes to this sort of thing in your life where, especially for me, just people just, you know...I'm a handful at times, but the right people just saw through it, and just helped me along the way in such an unbelievable way. I mean, I remember when I left Accenture, my boss sent me a note that was basically just something along the lines of if you put your heart and soul into this thing as much as you did in getting the job, you're going to be wildly more successful than if you were here.

Naber:  That's good advice...

Max Crowley:    Yeah. And I think just having that support...I just always felt a ton of support from a lot of people along the way. So I was working at Accenture, and I was not very good at it. I didn't love it. I didn't really like it at all. And I was reading about startups all the time, and I would ping CEO's and founders and such, and pretty much universally people would ignore me. And Groupon was really hot at the time in Chicago, and so Chicago had the startup bug a bit. And so, that was going on. I was pinging people, I read about Uber, and I just thought this is going to be...this is super cool, this would be so cool in Chicago. I read that they wanted to launch in Chicago, and just thought that this would be the most insane professional...my job could be to slang this cool car service company in Chicago. Get people in Chicago to use this thing, that would be a dream job. And so I wrote up a really simple business plan - why Chicago, why I would launch it there, tactics for launching there. And I found Travis Kalanick's email on the internet, and I sent it to him. And he ignored me, or he never saw it, he said. So then I Tweeted at the guy that was running New York at the time, and he responded. He only had 300 Twitter followers or something, so I was like all right, this guy might respond to me. And so he responded, and he got me in touch with Ryan Graves, and Ryan and I did a Skype call, and he was three hours late...And I waited on Skype, and we were about halfway through the call, and he just said, I don't think you know what you want to do. I don't think this makes any sense. I wish you the best, you seem like a good guy, but this isn't a thing. And so I was crushed, bummed. I'd spent a couple of weeks trying to get hold of these guys. I finally did, and I blew it. And a couple of weeks went by, and I was at work again, miserable. I was messing around on Twitter, and I stumble on Graves' Twitter profile, and I see he had tweeted, I'm going to be at this bar in Chicago for the next two hours, if anybody wants to come here and talk about Uber. And I was two hours outside the city. I tell my boss and we were working long hours at Accenture. I was like, I got to go. I barrel into the city, go home, change, run to the bar. And she's like, he's gone...but I heard him talking, and I think he might be down the street at this other bar. So I race over there, and he's there.

Naber:  What?!

Max Crowley:    And him and I, kind of, hit it off. And he's like, I'm so glad that you came, let's do this again soon. So that night or the next morning, whatever it was, I send him a thank you...I don't hear anything. Two weeks go by, I see him Tweet again, I'm in Chicago or whatever. I'm direct messaging him, hey, let's meet up please, please, please. He's like, all right, why don't you do this project for me. Write up every influencer in Chicago that you would get a hold of an how. So I do that. Write up a Marketing plan, do this, write a blog, start blogging personally and give me some set of blog posts. So this is now weeks and weeks and weeks of random things. And I'm doing these projects and would see them randomly. Met the other person they had hired in Chicago. And then one day he's like, I'm in this hotel lobby for the next 30 minutes if you want to come by and talk to me, come here now. Shoot over there, and then...funny enough, I'll never forget it. I rolled in, and he's on his computer, on his MacBook. It's just like, so cool. And I'm like, this is so cool. This could be me. I could be doing this job, versus I'm a consultant. I got all these laptops, I have like five laptops on me. I'm VPN'ing in, got my badge...And so anyways, he again basically says, no - we're taking a risk on you, and all this. So I called my mom and she said, screw this, you're great. You're a star, you've got a nice career ahead of you at Accenture. Flip it on them, tell them that they're the ones that...you're the one taking a risk, and sort of takeaway close a bit. And so she helps him write this email. I send it to him, and he responds 30 seconds later, and says, I'm on the next flight to Chicago, pick a place for dinner. So we met for dinner and it was Alan Penn, who was first hire in Chicago. He, Ryan, and I had a crazy long dinner, it was storming out, we're sweating - it was the middle of the summer. And then at the end of it he's like, we're going to hire you. And away I went.

Naber:  I just got the chills, that's a great story.

Max Crowley:    So, I mean, it was crazy. And it's crazy because obviously now the thing becomes so successful, and so you don't...and look, all this stuff's luck and timing and everything else. So, but I think, the process...I was in love with what the job was going to be, and I think the process when you can't get a thing, you become even more and more motivated. And Ryan Graves is awesome, and the coolest dude ever. I think that it was also just this bar that I really wanted to reach. And he had hustled and scrapped his way to get the too, which is now a famous story. And in a lot of ways I sort of saw myself in him, and it made me really, really want it. And then, the minute I had it, I mean it was, it was off to the races, it was crazy.

Naber:  Awesome. Great Story. Wow. I got the chills twice in that story. It's great. Okay. So you're going full steam into Uber at the time. Is your first project launching Uber Chicago?

Max Crowley:    Yeah. So, then basically the next day, it was Allen and I in a coworking space, box of iPhones, yellow pages, calling drivers, getting drivers in the office, basically telling people what a smartphone is.

Naber:  Awesome. Keep going dude. Tell us about this process. So what I want to know, and I think what people want to know this...Two things I'd love for you to, while you're going through telling the story, talking about the specifics of what you're doing - like yellow pages, box of iPhones, get down to the specifics, and bring us to the place where you were. Launching new markets is one of the things that I want to talk about because one of Uber's superpowers is launching new markets, doing it really, really well through adversity, all odds, and having it be extremely successful. So when you're launching Uber Chicago, tell us about that process. Walk us through each phase of launching Uber Chicago as you would, launching a market. And then we can talk about Marketing, PR, Biz Dev, Social Media as you were owning those things.

Max Crowley:    Yeah, I mean it was really simple. So at the time, Uber was in San Francisco, New York had launched in April. So San Francisco was summer 2010. New York was April, 2011. And then we were August 11, along with Seattle. Seattle actually launched in August. We did a soft launch in August, and we officially launched September 20th. And Alan and I were basically the first two employees in the field. Austin Geidt, who's the most amazing person ever, she was the first intern at Uber. She had just done every job, and then flew to Seattle and launched that market. So it's basically Allen and I, and Ryan Graves was helping us get Chicago going. So sort of simultaneously, it was sort of the first time Uber started to build the launch muscle. And, year, I mean it was as simple as you get a couple of drivers on the road. So at that time, you sort of incentivized supply to be on the road. In order to have a two sided marketplace, you've got to start with supply. You have to have supply. The only way you can ever have demand is if you have a thing to sell. So we would start by getting drivers on the road, giving them sort of a minimum, such that they would be on the road for the hours that we needed them out there, and incentives to make sure they were accepting dispatches and such. And so yeah, it was basically a week later, Ryan, Allen, and I were in a co-working space conference room at midnight, and he called one of his buddies to take the ride the next morning, and we sent out a email to probably 300 people that we had signed up in Chicago at that time, and said secret Uber's are on the road tomorrow. And the next morning we had the first ride. It was Tom Conrad, who at the time was the CTO of Pandora. So random, it was, no offense to Tom, but the most random rider-zero. We did a cool thing when we launched a city. Someone cool and interesting from that city would be rider-zero. But Chicago, we just hadn't done it. We just didn't really have a list, a launch plan yet. So last minute Graves was like, oh my buddy is in town tomorrow, we'll just have him do it. He had no affiliations to Chicago. I have no idea why he was even there. But, so he was the first dude to take a ride, the first person to take a ride, and then it was off. And so, you would email the few hundred people, and one ride happens, and then an hour later the second ride happens, and then the system starts to work. And so it was black car only, $15 minimum fair, it was about two times what a taxi costs. So it wasn't cheap. But it was still awesome, it was reliable, pretty much five, 10 minutes, press a button, the car pulls up, you can watch it approaches. And drivers were great, open the door, high end experience, and you only pay for as far as you go. So, that was the deal. We did that for four weeks, and then we did an official launch. We were very secretive or whatever, so it was secret Ubers for four weeks. So it was a beta period, which was also a unique sort of Uber innovation, which is basically taking the idea of a software Beta to the real world.

Naber:  Yeah - online-offline exclusivity with a Beta. That's interesting.

Max Crowley:    Yeah, I mean, I think it's something that other brands and such could definitely do. Yeah, you're just setting expectations, right? It's we're not ready for primetime, but this thing's in Beta. And we did that for four weeks, and it was great. We did another launch September 20th, invited a bunch of cool influencer type people and local entrepreneurs and what not to a dinner. Travis gave a really awesome presentation. Garrett Camp was there, the other cofounder, Graves obviously, Allen and I. And then we did some press that day, and then we've got a market live. So then it shifted into, alright, starting to build supply and demand in the market.

Naber:  So tell us up to...You do the actual launch in September, you have the influencers in that dinner. And then, does the market just take care of itself after that...from an Uber perspective?

Max Crowley:    You're doing things to incentivize supply to be on the road.

Naber:  So tell us about some of those things. What are you doing to incentivize supply and how did that process work?

Max Crowley:    So number one, the key to the marketplace to continue to grow supply all the time. So I don't even know if it was totally obvious at that point, but supply was the game. Because if there's a supply out there, people were gonna ride. People always need a ride. And it was so cool and such a game changer that virality starts to happen. You're going to tell your friends about this experience. You're going to either ride with friends, or you're going to...it's just the game that that starts to take place. And so one of the things that you can do is you can incentivize referrals. And so we had to give-get program. Give 10, get 10, give 20, get 20, give a ride, get a ride, -type program. But that juices supply, or sorry demand, it juices demand. But really it's about, you've got cars on the road, you continue to grow supply, demand starts to come in, and then you're growing this sort of referral engine. And then the other thing that we were doing was, if somebody couldn't get a ride for some reason...so we'd be looking all the time, hey, somebody requested and couldn't ride, or somebody opened up the app, and there was no cars around. I was sitting there, literally sending emails to these folks, all day. And so it was, hey, saw you tried to take a ride and you couldn't, here's five bucks...And to kind of cap it off, the baseline is supply, and growing supply, and ensuring supply stays on the road. So incentives to drivers to make sure they're out there. And also, you're not making money from this market yet. And so over time Uber is trying to condense the time from Beta launch, launch, and then profitability or theoretically profitability. And you're using those incentives at that point to just ensure that there's at least some cars on the road. And Saturday night there's a bunch of cars on the road. And this was pre- surge pricing and other things where, you're trying to build these markets up to a place where there is market equilibrium, or whatever the word would be...of this thing is actually working, and it's working on going, and it's growing on going. But at this point it's much more manual. Let's make sure there's cars on the road, riders are sort of natural using it. Let's incentivize them to tell their friends. Let's do a bunch of Marketing campaigns to get them telling friends or get them activating. And then let's be great at customer support. Every ride is rated. Let's follow up on every low rating. I mean, I'm sitting there all day, somebody had a low rating ride - "Hey, what happened? Let me know." Speaking to, Alan, "hey this happened in this car. Can we work on this quality thing? This person is tweeting about us, what's going on? Let me talk to them. This person opened up their app, couldn't get a ride, let's contact them." And so, we're just sitting there all day managing supply and demand of this market. And if you do that, then for the most part people are having positive experiences. Because even if they have a negative experience, they're likely coming back. And again, the underpinning of this is there are cars on the road. Even though you have to pay for that early, it allows you to actually build the thing. And the difference, well there's a bunch of obviously things that were different about Uber, but one of them was - it was reliable. For the most part, open your phone and get a ride within five to 10 minutes. And there was no other thing that had existed before that, where that was the case. And so these were different tactics that basically made that be a thing. And if and if, and if for some reason we missed the mark, we tried to be on top of it.

Naber:  Wow. The thing that blows my mind is how gorilla it was. How how grassroots it was, in that you were sitting there with two, three, four, five and then obviously it grew to a lot more people, managing...managing social, giving that anecdotal feedback right away to the person that needs to know about what all of these different experiences are like. Same thing with managing a bad experience. Same thing with incentivizing. Same thing with giving people calls. I mean, there's just so much to do when you're running the operations at a really early stage, it sounds like, for an Uber launch. Sorry Max, did you want to say something...

Max Crowley:    Yeah, you hit the nail on the head. And I think, I mean, what was cool about it was it was very entrepreneurial and scrappy. And so, in a lot of ways we owned our market, the P&L for that market, the supply and demand of that market. We owned the metrics for that market really more than anything...So you owned the the local unit, and then you had some freedom to test and to do things at the local market. And we were competitive with the other markets, but in a really positive way, in that we were still this deep comradery because we're all still trying to work...you know, one of the things I learned at at Uber early on was that it really wasn't about me. It was about, it was about the mission of the company. It was about this big thing. And it really wasn't about any individual. Travis wanted to change the world, and saw the world in a certain way, and thought that the world should be that way. And so, whatever you want to say about that, I think it was clear that he thought the transportation and reliability and these things were something that people should have an unlimited access to, and an unlimited right to. Aand again, there's obviously positives and negatives with individuals thinking that they can make the world a certain way, but that is sort of in my mind the beauty of entrepreneurship, and business building, and capitalism, right? And some of the greatest innovations that we've ever seen are based on one person thinking that they can shape the world in a certain way. And some people have a crazy ability to get close to that. But it was very clear early on that we were all part of something that was bigger than ourselves. And I think that has stayed with me to this day. And so what then cascaded down was, there was a culture that we were all in it together. It wasn't about the individual. And so we would work hard at at the local level, and we compete with each other. And it'd be how did Los Angeles onboard 20 SUV's this week. Screw those guys, but also how did you actually do it, and I want to beat you next week. And then they'd say, we did this...we rented out a hotel lobby thing, and invite the drivers there, and put up a craigslist post. And we were like, of course, why didn't we think of that?! We do it the next week, and we'd board 40 SUV drivers. Boston says we want to put the ice cream trucks on the system - genius, we want to do that. And then all of a sudden six cities have ice cream trucks on this system in a random Friday in July. And you're delivering ice cream. And so, there was this really interesting push and pull that I definitely think came from...in a lot of ways this stuff came from a mix of Travis and Ryan Graves were very different people. And they had a really good Ying and Yang that cascaded down that kind of created these sort of interesting petri dishes at the local level that again, shared info, competed, shared info, competed. And then, this thing just started to propel itself forward. I mean, we would literally have weekly calls where every city would have to show their numbers to every other city, and then account for why those numbers were that way and had leaderboards, and whatnot. But it was in a positive way, and again, it's a really tough balance. And I think a lot of that stuff was lucky, and natural, and whatever else. But it was done in a way that was positive. This was not a shaming thing. It was not a...it was gotta bring everybody forward. And again, I mean, it worked.

Naber:  I love it. I mean the authenticity behind...the authenticity that is necessary for that to work, was probably something you identified with. So people that know you, know that one of the things you're known for is being authentic. I mean, it's just really clear and apparent, after talking to you for 30 seconds, especially that consistently over time. You must've identified with that in the authenticity that had to be...it was just necessary in order for that type of system to work, to have that pull and push and have it be healthy.

Max Crowley:    Yeah. I mean, again, I think there was no, in the early days, no bureaucracy. Not a lot of ego. There was too much to do. It was too early. It was obvious there was product market fit, even though probably half of us didn't even know what that was. But people were using this thing and it was growing. And again, it doesn't mean that...every day was hard. This stuff was not easy - answering, I think I answered 20,000 support tickets in my first year. There was not one day for, for a year that I didn't open up my laptop and answer tickets, and tweets, and all these different things. But obviously, luckily...you can do that and have it not be awesome too. So, I feel very lucky that we put in that work, but it was something that became really successful. And I don't...I definitely took from that, that it doesn't always end up that way. And there was ups and downs too. So, again, this was not easy. It was not all rosy, by any means...so yeah, those were elements that I definitely took from the whole experience.

Naber:  Very cool. All right, so we got into - this is great, you're getting onto specifics around support tickets, and answering tweets, and some of the things you did to get supply on the road, you talked about some of the launch tactics. Can you walk us through... I've got maybe two or three more things to talk about, before you moved in 2014 to San Francisco to launch Uber for Business. But maybe two or three more things. Can you talk about a typical launch plan Uber goes through in order to launch a city as much as you can?

Max Crowley:    I mean, it was, it was some of the stuff I talked about. I mean...

Naber:  Maybe how it looks different now versus how versus the way it looked back then. Maybe that's a good place to start.

Max Crowley:    Yeah. I mean now I don't even know. I think, now it's much more centralized generally. So now there's less of a need for the local operations. I think the difference early on was you would actually drop somebody in, they would get to know the market. You had to know the the regulations at a local level. You had to know lawyers at a local level. You had to know all the influencers and the people that made that city, the city. You had to know what it was, the ethos of the city, that made it the city. This was a local thing. Transportation was inherently local. It was drivers in the city. It was rider in the city. If you're launching in Oklahoma City, which, we had a woman who went down there and did that, and she was a rockstar, Emily. She was flying in there, and living there for months, and eating, sleeping, drinking, whatever else Oklahoma City. And she had Nick Collison I think, who was on the Thunder at the time, as rider-zero. That was that. And so, you would drop somebody in, and they would do all these things. And again, it was a similar sort of four to eight week period ramp. You get to the market in a big way, and then you start to grow it, and you try and get a GM in place who's going to own it in perpetuity, and you get a couple of other leaders on the supply and demand side who they're going to own it in perpetuity. And so that was a bit of a launch plan. And then, that person would then jump to another market and those launchers would, would do that for basically as long as they could, which was oftentimes a year, before they were this is crazy. And then they would usually own a market after that. And so, yeah, we just had amazing people do that all over the world. I mean, we had a guy who did that in the Middle East, and he was a guy from San Francisco, and ended up owning massive parts of the Middle East, and was my age and owned a massive P&L. And that was because people, you know, strapped in and a lot of ways, and buckled down, and did these kinds of crazy things where they would go into these markets they have no context on them, and figured out how to make it happen there. So that was the early days. There's much more of the sort of local ethos. Now as you fast forward this thing is much more of a machine. A lot of things have been centralized, as they should. Process has been centralized, technologies have been centralized, support centers have been centralized. The only way that you can have a system that now does, I have no idea what the numbers are now, I assume definitely millions and millions of rides a week, if not per day. You have to have a massive operations, beast of a system that can actually, they can actually do that.

Naber:  Love it. Okay, cool. That's great insight. I'm loving getting the curtain pulled back from your perspective and your journey. So, at this point, you're leading and managing Midwest team of Marketing Managers. Tell us about building that team. What'd you guys need to be good at? What you were good at? Tell us a little bit about that journey up until 2014.

Max Crowley:    Yeah. I think again, it was really this local ethos. it was people that were...these markets we're getting big. Chicago was getting big. We had a lot of different people that needed to now do Marketing, Promotions, do local deals, continue to try and drive demand there. We also launched new products. We had also launched things UberTaxi, UberX. So the product portfolio was growing, and whenever you did that, you would need people that are owning those things, and figure out how to launch them and building a new pools of supply. And then you launching more markets too. So Indiana, Minneapolis, and a bunch of, Ohio. These were sort of offshoots of Chicago. And so yeah, there was about 65 people in the office by the time I left Chicago. so we grew from two to 65 in a pretty, relatively quick clip. But the complexity of the business had grown significantly over that time.

Naber:  Yeah, I figured. So, a couple of questions. What's your scorecard look like, or what are the types of metrics that you needed to look at on a daily, weekly, monthly, quarterly basis to know whether or not you guys are doing a good job?

Max Crowley:    I mean you're still looking at trips...And if you think about just the city, I mean it was sort of, and may be obvious, but you're looking at supply pools on a week over week, month over month basis. Retention on the supply side. You're doing the same thing on rider growth. Are you signing people up? If so, where are they coming from? A lot of things...we'd use promo codes a lot across a lot of Marketing promotions and whatnot to try and track what's performing, what's not. And then retention and such, on that side and some early versions of an NPS of just what is the customer satisfaction? Definitely, what are what are the rides being rated? Yeah, I mean it boils down to growth of supply and demand, retention of those things. and then is the market growing at a steady clip, and are these new products growing as well? Which was would vary from product to product.

Naber:  Cool. That's great. And then one last thing and then we'll hop into your move out to out to the Bay. When you see marketplaces launch...there's a bunch of tech businesses that are trying to launch marketplaces and that is a massive, massive mountain to climb. But there are a few fundamentals that I'm going to guess that Uber absolutely kicked ass at from a Marketing perspective. When you're thinking about, some of the things that these marketplaces need to get right from a Marketing perspective, are there some best practices that Uber was amazing at that can apply to these other marketplaces as you build them?

Max Crowley:    Yeah. I mean, the thing that stands out to me, I think the most, is the need to sort of simulate or stimulate, I don't know if the word would be simulated or stimulate, but one of those words for...making the thing happen manually. So, if you look at, and I don't know anything about these businesses, but a Flexport or something, that business is probably a lot more manual and a lot more sort of pieced together, and early transactions are probably way more offline. And then you're making them online-ish. And that starts to make the thing happen. And then you're saying, hey, we need supply, or this thing's never going to work. So let's, incentivize supply to even be on this thing, and keep paying them to stay on this thing while we're trying to get demand. And then you try and create this fly wheel effect. And it's basically, can you stay alive enough, long enough? Can you keep supply on this thing long enough to get the fly wheel effect? It's coming, unless there's no connection between product market fit, in which case, it's not going to work. But it's basically a game of, can I keep this supply on here long enough such that we can get the inertia that makes this thing a functioning marketplace. And so, I think for me that's a thing I've tried to translate to other people. Which again, it's it is it's either stimulate or stimulate. I don't know, maybe it's a cross between the two words...You have to make the thing happen a bunch, and then if you do that, it can grow. But you can't just throw stuff out there, and expect it to work. You really gotta you gotta do it.

Naber:  Yeah, that's great. People almost always only see the end product and the mass machine that's built, and the automation that happens from a user perspective, and thus think that all that automation, and all of that smooth process is built into the how the company operates. And I think that manual piece is something that not just marketplaces take for granted, but even users take for granted, obviously. Because they don't know all the manual effort and set of operations that need to happen to grow these marketplaces. So your examples right now, we're actually, a good testament to that. All right. So let's jump into 2014. In 2014 you moved to San Francisco, and you are launching Uber for Business. There's a lot of people listening right now that are going to be B2C2B businesses, such that they've either set up a marketplace or they set up a B2C business that they want to grow into a B2B business. And I think that some of the best businesses, that are both most the largest value businesses in the world, as well as the businesses with some of the most potential in the world, are a lot of them, B2C2B businesses. Can you talk...walk through that launch of Uber for Business. Maybe you can take us through the journey of some of the different phases you had to go through in order to build it out.

Max Crowley:    Yeah, so I moved to San Francisco in late April, early May, 2014. What was happening was...Uber for Business, in some ways, was almost more reactive to what was happening in the market. People were starting to ride for business purposes in droves. So you would use Uber on a Friday night, and then you would go to the airport on a Monday morning, and instead of opting for a taxi or the train, you were like, actually, I'm going to use that thing I used the last three Friday nights, and worked great, and I'm going to expense it. And so companies are actually seeing...you'd have a travel manager, or an expense manager, or an administrator in some capacity of some kind a company, and they'd see what is this Uber thing? Whoa, we've spent blank crazy amounts of money on this. Or it was blank crazy number of expense transactions last month. And then they Google it, and it would be Uber is illegal, insurance, craziness, getting shut down, getting shut down, getting shut down. And they would freak out, and they would send an email to the company and say, "Uber is now banned. You can't use Uber." And, so Uber for Business was sort of both a policy, Hey, we think your employees should be able to use this. Here's our insurance, here's our safety policies, here's everything else that you need to know about that will get you comfortable with us riding. And let's get on phones with your legal teams. Let's get on the phone with your insurance people, whatever else. Let's ink some, whatever that we need to to make sure you're good with this. And then let's actually launch an awesome policy. And then it was also, hey, there's a massive opportunity as for us to grow the business, if we make just awesome. And then, people are expensing this crazy. So let's build out some technology that makes it easier for people to use Uber for Business purposes. And so myself and a few engineers, a couple of other people, started to run at this project. And, yearh, we ended up building a big business - billions of dollars will go through this platform this year. It's global, we have hundreds of people on it. We've got multiple products, we've got integrations at the consumer level that make it easier for people to switch between rides. We've got easier ways for people to expense rides. We've got products for small teams, big teams. We've got enterprise products. We've got offshoots like Uber events where you can buy a promo codes. Uber Health, which allows you to ride, allows rides to be HIPAA compliant - rides from the hospital, or nursing homes, or something like that. And so, it's crazy. It's awesome. And it's definitely a thing. At the same time, it was crazy hard...It's not by any means...it's huge, it's great. Building a B2B business at a consumer company is surpremely difficult. And I think the speed and demand that naturally comes from people that are used to consumer stuff, versus how long it takes to build up B2B functionality is brutal. And so, I think what we got into with some tailspins at times, where the expectations were just misaligned. And the time it should take to grow a B2B product from scratch to working with a Fortune 500 company, is actually a long time. But if you've got a consumer mindset and you're one of the fast growing companies ever, the expectation is you can work with the Fortune 500 company on day three. And that's that thing. I think the other piece of that Uber was awesome, and so we were in some ways competing with ourselves. Was there really a need for an enterprise product? Which is a bit of an existential thing that, I still don't totally know the answer to. I mean, obviously I've got a lot of ideas for what it can be. But it was a very unique thing. And I think we did build a lot of those things that did work with the consumer side. It's a difficult challenge, we worked really hard at it, and learned a ton - it was a learning in a lot of ways, and it wasn't easy.

Naber:  Cool. Give us two things that you did, that you guys think you ended up doing really well that were some of the difference makers. And then we'll talk about two of the biggest things you've learned as well.

Max Crowley:    I mean, feeding the beast on the consumer side. People are doing a thing already. Make that thing easier, make that thing more awesome. Don't try and change behavior, or create new hurdles, or whatever. It seems obvious, but it's totally not when you're in the belly of the beast. I mean that's just again, no brainer, but very not obvious, when you're in it...All the other commercial applications of Uber was really fascinating because you're creating new use cases, not displacing or getting in the way of...And Uber is such a massive, crazy platform that...and no it's starting to happen, which is great, but partnering with Mass Transit, partnering with Commercial Real Estate, UberPool by companies to actually decrease traffic and actually get people pooling together. I mean those are some of the sort of...The Uber Health stuff, hospital visits, non-emergency medical transport is just...massive, massive businesses, that are unreliable today. I think these are areas that are really the commercialization of the Uber platform that's are just scratching the surface of what that is today.

Naber:  Fascinating. Love it. That's great man. All right. We're going to round this out, and you have a few minutes left. We're going to do rapid fire questions. You invest in and work with a lot of businesses - at an early stage, mid stage, some later stage, and you're great at it. Using your experience from Uber, what are the two or three most common pieces of advice that you give to businesses that you invest in and that you work with?

Max Crowley:    Act. Action. Move. Move. Do it. Sitting still is not a good idea. So, obviously you want to be calculated and try to not make a lot of mistakes and be sloppy, but if you can try and be in the details and keep moving, even though that's a different difficult balance, it's the right thing...it's the thing you need to train early, because it's if anything is easy, it's probably a mistake. If anything's easy, it's probably going to bite you in the ass. The thing that you need - your next sales person, or your next cofounder for your project, or your next hire, they're probably not calling your cell phone, right? They're probably not the next LinkedIn request you're going to receive. And so be wary of anything that come visit comes easy. But be in the details, build that muscle, and keep moving. And if you can try and do that, you're still gonna make some mistakes. People say action is better than inaction, and I believe that. And then simultaneously just be in the weeds being the details, put in the extra time. It's not easy. You're tired of times. I'm tired all the time. I don't want to miss out on things or, whatever, and I do. But always bites me in the ass. And so I learned it from my old boss, Emil Michael - the details matter, the details matter, the details matter. And so it's just keep moving but staying the details as much as you can. I mean it's almost a little bit of a shake. You've got to try and be doing that, or it'll bite you.

Naber:  All right. Awesome man. That's great. Last question. You've hired a lot of people, Max, a lot of people,. at scale. What are your best one or two pieces of advice for those hiring at scale?

Max Crowley:    I mean, referrals. Maybe it seems obvious, but I think when you're thinking about hiring, when I think about hiring, I just start to talk to a lot of people. So, again, it gets into this - your next hire is probably not your next LinkedIn requests. But your next LinkedIn request might lead your next hire. So, start talking to people, start getting your vision...by the way, your vision and your pitch, and all these different things are gonna be better by the fifth conversation from the first conversation. So get out there and start doing this, start getting your reps. And I think the best people, for the most part, have been people that I've met through other people, or you just start to weave this thing...or you just get smarter about what the profile is you're looking for. And so then maybe the resume you get, it'll be more obvious. But again, it's this action thing. So that I would say a is number one. And then number two is, integrity matters. I mean, it probably seems obvious, but you really want to try...I think it's basically, try to do the right thing, or at least feel you can defend it, that thing that you did. Because you don't want to draw sort of lines in the sand, but if you don't feel comfortable defending basically to the death, what you've done, it's probably not a good idea. And guess what? It's going to surface. Everything you do, every email you send, every thing you say, everything you do is going to come to the surface. And so the ready to defend it. You sometimes need to push the envelope. You sometimes need to do different things. You gotta do what you gotta do. You gotta make your judgments, you gotta live with your decisions, but you also need to be able to defend them. So, that could be that you break a rule, but be ready to defend it to the masses. And if you're not, then you shouldn't do it. So I think, judgment, self awareness, honesty, integrity - obviously obvious. Again, it's a details thing, and if you miss on that it will hurt you. So I just try to surround myself with people that are great. And you're in these relationships with these folks for a lifetime, oftentimes. So, I just try and surround myself with people that are, that are awesome and are better than me, and I love being around.

Naber:  Hey everybody, thanks so much for listening. If you appreciated and enjoyed the episode, go ahead and make a comment on the post for the episode on LinkedIn. If you love the Naberhood Podcast, we'd love for you to subscribe, rate, and give us a five star review on iTunes. Until next time - go get it.