What Makes an Entrepreneur (2/11) – Street Smarts

by Mark Suster on December 16, 2009

street dealerThis is part of my new series on what makes an entrepreneur successful.  I originally posted it on VentureHacks, one of my favorite websites for entrepreneurs. If you haven’t spent time over there you should.

I started the series talking about what I consider the most important attribute: Tenacity.

2. Street Smarts - OK, so you’re a tenacious person – you never give up.  Well obviously that’s meaningless if your startup idea sucks.  I don’t think it takes book smart people to build great companies – sometimes it’s a hindrance.  But you do have to be a smart person and I personally prefer street smarts.  I’m looking for the person that just “gets it.”  They know instinctually how customers buy and how to excite them.  They have a sixth sense for the competitors’ weaknesses.  They spot opportunities that aren’t being met and the design products to meet these needs.

Because they’re street smart, most great entrepreneurs tend to prefer getting out and talking with real customers rather than sitting in a cubicle all day doing beautiful PowerPoint slides.  And when they walk in my office and present you can tell that they know what they’re talking about.  You can practically hear the “voice of the customer” when they’re presenting their concept.

I often tell people that I’m looking for people that weren’t born with a silver spoon in their mouths.  I like people who aren’t worried about social consequences of doing something they’re not supposed to. That’s why I personally believe many immigrants or children of immigrants fare well in business.  It never occurs to them to play by the same rules as everybody else; in fact, I’m not sure if they even know what the “rules” are.  It leads many of these people to be more street smart than those defined by convention.

If I were writing about the most important attributes of a VC (hmmm) one of the things that would make my list is “ability to spot patterns.”  I see the same things over-and-over again and being able to spot things and compartmentalize them is important – it helps with short-handing analysis and learning.  Thinking out loud – I’m sure that’s important for entrepreneurs as well.

So I had written this whole series the week of Thanksgiving but virtually every day I wake up and see examples.  Two quick stories from just yesterday.

On social conventions: Two years ago I was in New York and I called the little brother of one of my wife’s best friends from Wharton.  He was at a startup that was in a super hot sector.  I saw him again yesterday for the first time in 2 years.  He told me that when the markets soured they were no longer hot.  They realized that they were selling a bunch of cool products but none that had enough economic value.  They had wasted a lot of money because they had raised a lot of money and therefore hired a large staff.  A new and experiened CEO was brought in and cleared house.  The CEO helped identify the one key product that had huge value as confirmed via customer feedback and he built the organization around this.

He asked each sales / biz dev person to call customers and tell them they had to change their contracts.  He said, “call the customers, tell them the news and let them scream at your for 5 minutes.  Hold the phone far away from your ears.  When they’re done being mad at you and when you haven’t yelled back then they’ll say, ‘OK, so what are we going to do about this?”

I loved that story because it’s so true.  Only a real entrepreneurial leader would have taken this chance and encouraged his team to make these calls.  For anyone involved I’m sure the first call was mortifying.  The second one was embarrassing.  But by the fifth or sixth it was kind of fun.  Sort of a game. You had done something you knew society told you that you weren’t supposed to do but you knew you had to anyways.  And the world didn’t fall apart.  As I always tell people, “being an entrepreneur is a gritty business.”

I was once involved with a company (not mine and not one I invested in personally) that had a great product but had blown through tons of cash and was being run by somebody who is off-the-charts smart and charming but was not (is not) an entrepreneur.  How I got involved goes in the “no good deed goes unpunished category.”  The CEO was born with a silver spoon in her mouth.  Went to the right schools / worked at the right strategic consultancies.

We were heading into this most recent recession but it wasn’t fully known yet.  I just knew that our sales sucked wind and we were burning through tons of cash.  I advocated LOUDLY at the board that we needed to cut our burn rate.  We were SMOKING cash.  The CEO told me that we couldn’t cut people in customer support (where we had 7 people for just a dozen customers and sales were sub $1 million) because we had made contractual commitments to clients that required all these people.  We couldn’t cut product development (we had 23 people!) because we had made product commitments to a large customer who was about to agree to a nationwide rollout.  We couldn’t cut marketing because they were instrumental to the sale.  “OK, then let’s renegotiate with our customer!”  I was told that this was impossible or at least imprudent.

When I was at BuildOnline (my first company) and things went “pear shaped” we called all of our customers and said, “I know that we signed contracts with you.  The reality is that the market has changed and I need to change to the new realities.  We committed to product features.  I can’t ship those as promised.  I’m sorry.  Do you like our product & service?  Yes?  Ok, thank you.  Listen, I know that if you like what we do then you’ll want a healthy supplier / partner.  I need to be able to earn a profit and with the contracts we’ve signed I cannot.  I either need to cut product development staff (and therefore can’t ship products as promised) or I need to be able to charge you slightly more for our service or for features you want to see so that I can make ends meet.  Help me understand which you prefer.”  I lost zero customers.  In fact, we built tighter relationships.  I had no choice and as they say, “necessity is the mother of all invention.”

The problem for the company smoking cash was that it was beneath the CEO to make these calls or to make the difficult cuts.  We missed our sales targets that year by 66% and the next year by 45% and never really cut costs very much.  The company incinerated cash.  And I asked to leave the board.  Or I was asked.  OK, it was very consensual.  When your board is eating in the company dining room with silver spoons you certainly don’t want awkward old me at the party asking the tough questions.

On Street Smarts / Working with customers: I had coffee with another startup founder yesterday.  Really nice guy and clearly smart.  He was at a 3-person startup where he was a co-founder but not the CEO.  The CEO was the “ideas guy.”  My coffee date told me about the product they were building.  I told him that it sounded like an interesting feature but not something customers would pay for or adopt.  I walked through my logic, “well, if a customer installs your tool on his website he’s going to have to hire an entire staff to manage the project.  If the tool doesn’t grow his revenue then how is he going to cover the additional costs – especially in this market?”

I went through more examples.  I told him that he needed to go visit these customers and understand what problems they had today attracting and retaining customers at their websites.  He needed to brainstorm solutions with them to solve their problems.  He needed to ask whether they would be willing to pay if he could deliver features that would help him grow revenue or cut costs.  He confided in me that his team had built the product because it sounded like a good idea but had never validated it with customers.  My street smarts told me it was not going to fly with customers.

I told him not to be despondent.  The thing is – 80%+ of startups build products in a vacuum without really ever testing the business value with customers or listening to their needs.  Sure, they talked to one or two guys – but didn’t do it methodically.  If you don’t understand how your product adds value to your customer base it is unlikely that it will unless you come from that industry and already know the products from your own experience.

Why do people do this when it’s kind of obvious?  Because it’s far easier to get a bunch of smart guys to show up in a living room every night and do screen mockups, to riff off of other products you see in the market and to build, then show your friends your tools than it is to network like hell meeting potential customers that you think will be bothered by your calling them.  What I explained is that the middle managers at large companies often want to feel like they’re involved with startups and are more approachable than you think.  You just have to get out of your comfort zone.

Do you have similar experiences when you built your companies?

Next up in the series: Ability to Pivot.

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  • Interesting point - "That’s why I personally believe many immigrants or children of immigrants fare well in business. It never occurs to them to play by the same rules as everybody else; in fact, I’m not sure if they even know what the “rules” are."

    Even though, I am not an immigrant. This totally makes sense. I wonder if there's a VC firm that solely invests in immigrants or children of immigrants.
  • It's easy to learn "street wisdom", just talk to the taxi drivers, because they know better than the government on how to rule country. They know better than all the bosses about running a business. In fact, they "know" better than everyone else.
    In Singapore context, those who linger in coffee shop drinking cheap coffee are the ones picking up on the beat of the street.
  • As an entrepreneur, you don't get paid (if you get paid at all) for making the easy decisions. Anyone can make those. And the worst part of making an unpopular decision is always the psychology of the time leading up to it. By the time you pull the trigger, it's a relief. The world does not end - the sun does come up. Entrepreneurship is not a popularity contest - it's not about keeping everyone (employees, customers, investors) happy - it's as you say about JFDI. In a startup, a lot of things are not going to work. The situation is going to change - sometimes rapidly. An unwillingness to make unpopular decisions and amputate a limb or two to save the body is going to be fatal (or at least very very dilutive). And like you said, it's incredibly empowering once you've made hard decisions and realized that you can live through them. That the worst part was in your head - you become stronger for having made them, not weaker.
  • Agreed. What doesn't kill you makes you stronger (and smarter). Another reason I like serial entrepreneurs.
  • Shane
    In my opinion, the reason that you don't connect with the customers early on is out of garden variety fear. Validating your concept requires you to stick your neck out for people to tell you that your baby is ugly. This is a huge step and not many people want to do that, even early on. Personally, I cherish all of my ideas, and I think that every one of them can be billion dollar businesses in my own universe. However, like you said, putting your ego aside by going out to customers early on avoids you wasting time on a crappy idea and freeing up time for the next great one.
  • You're right. It is mostly fear. Not only fear that 'your baby is ugly' but many startup founders just have a fear of getting in front of customers. It comes from the DNA of many tech companies - tech / product. Not sales / marketing. If that's you and you're reading this ... get out of your comfort zone! It's fun.
  • Hi Mark,

    Thank you very much for these amazing post, they sure help a lot and make us realize what needs to be done in order to better succeed.

    What about if you have a good idea (I want to believe it is a great one :P) for a niche that has not a lot of money? I'm talking about Non Profit Organizations, I have an idea to develop a community (Yeah I know... not very original) around Non Profit Organizations and Volunteers, the goal is to create a bridge between these two groups.

    Me and a friend started to develop the idea and I knew that before we would go further we'd need to know exactly non profits' needs and thanks to this post I realized that we should start now before we develop too much the idea and what we wanted to build does not reflect their needs.

    We believe that this niche has great potential, not for the money of course but we are kinda idealists and want to help the world to be a better place to live so why not try to help these non profit getting more volunteers to their cause and at the same time try to make the project profitable. We believe that profitability and help non profits can go together. We plan to make paid plans for both non profit and volunteers, you're probably wondering why the hell volunteers would pay to help non profits :P, we believe they would if we give them the right product with the right features.

    So what would be your advice for this case, don't tell me to let it go and that nobody would pay for it, I'm stubborn... hahahah
    Should I try to get as much feedback possible form both volunteers and non profits or only from one segment?

    Thank you very much for your series, they're really useful.

    By the way, we're not looking for funding :)
  • Life isn't only about money. Serving a greater purpose is the true driver of most (not all) great entrepreneurs in my experience. There are lots of organizations out there that can speak to this topic better than I can and I suggest you get in touch with them. Obviously there's Kiva. There is also SamaSource. And there was another one that I saw at the FBFund Demo day but I can't remember the name. I'm sure you can Google it.

    And, yes, people will actually pay to volunteer. Many people want to serve. People actually give money away for free - go see Kiva!
  • Mark -
    "if you're idea sucks..." thanks for keeping it real (a la Dave Chappelle)!!
    We've been getting feedback from day one... encorporating, reworking... getting kicked around again... but have been getting paid for 90%+ of the feedback -- the challenge there was to get the rest of the team (three total) to agree that we should charge for our product, even if it didn't work as well as expectations (who wants to pay for a product - recharged tennis balls - that doesn't exist in the market?? And the ~10% we didn't get paid were only for strategic reasons or inroads into future sales.

    Best part is... the feedback we're getting now on the product is vital to steps "C through M" of plan, but don't have to tell or show anyone anything other than Plan A.

    If you play tennis let me know and I'll give you or friends demo balls at a quarter apiece... we'd love to add your feedback to the 150+ experiences we've had thus far.
  • I play tennis ... badly ;-) It's been a few years. The founding partner of GRP, Yves Sisteron, plays though. I'll gladly buy some at retail price if you give me details. re: charging - I think it's important. It helps you figure out whether you have a product that your market cares about!
  • Great stories. I had a similar experience to yours at Buildonline. Our purchasing software solution was supporting about 15 companies and it became clear that we were going to burn through our big pile of cash VERY quickly when the market went south. We had a huge backlog of "promised" features for a lot of customers that I had the pleasure to call. This is what they heard " All that stuff we were going to include in the next release at no cost can't be done unless you want to pay for it. I'm going to let these developers go unless you tell me you want to pay for it. I am sorry, but otherwise, we will be bankrupt in 6 months". Interestingly, the only one that really screamed at me was the lead consultant at one of our clients that had originally recommended us. We did not lose a single client, kept 90% of our development staff and generated $5 million in customer funded development that they found the budget to pay for. The customer funded development kept the company alive and the product and jobs live on - through 2 acquistions. It was an amazing experience of negotiating from a position of weakness that has made a lot of other client calls seem a lot easier.
  • Yup, you've been there. And customer funded development is the best kind!
  • fantastic post!
  • First of all great post!
    The only thing I'm wondering about is the "On social conventions" part. I understand from you that calling up customers to change contracts and ask for more money had to be done in this case, but in my opinion the downside is your losing trust. Don't you think the customer will think "What's the value of a contract for this (start-up) company if they are going to change it afterward?" I see this as a absolute last resort to do. As it involves a lot of restoration of trust. To look at this from a broader perspective: Could this be the reason why some companies are doubting to do business with start-ups / small companies? Again, great post! Looking forward to read your future posts!
  • You're right. And maybe I wasn't clear enough. I had no choice. It was last resort. It was just after the dot com bubble had burst. There was no new injection of easy venture capital coming. Tough times call for tough measures. I'm sorry I didn't make this more clear, but ... never renegotiate contracts if you don't have to. There are issues of honor. I agree. Thanks for pointing it out.
  • Ahh yes, the silver spoon entrepreneur. As a Founder, I just pray for competitors who fall into this category.

    See, while I too have the Ivy stamp on my resume, the thing is that even though I went to Columbia, I'm no blue blood––I paid my way through college by working as a paramedic in Harlem & the South Bronx. It probably won't impress MBA-types, but while we're in bootstrap mode, I still work this job because it's flexible and secure and involves plenty of downtime (depending on the day) that I can use to work on the startup. The other thing is that when you spend your days at working class job dealing with all sorts of crazy fucking people (literally), it's hard to have a lot of pretense about yourself. And when you have to literally walk into people's homes and take care of someone who is covered in shit and piss, it permanently expands your idea of comfort zone. After that, cold calling a customer or getting shot down really isn't so bad.

    As the CEO, the key thing that I've realized is that it's not enough for me to have this mindset, but that I need to build a team that shares the scrappy mindset. And so when I went recruiting at Columbia's engineering job fair, I highlighted the risk involved in our recruiting propaganda. Here's what I wrote:

    SpeakerText is an early stage venture. We have been self-financed up to now and have no plans to raise outside capital until after we have our product in the hands of real users...We have big plans for SpeakerText and we’re going to need high quality people to turn these plans into a reality, but the road ahead contains many obstacles and unknowns. The opportunity is great, but so is the risk. If thinking about this fact makes you excited (in a good way), then we want to hear from you.

    And you know what, even though all i had was some printouts, my table was packed with people. I left with about 150 resumes, including some from really unbelievable candidates. We hired the top 2 people as freelancers and bought them iPhones as compensation. I'm talking co-founder quality guys. Now we're prepping to bring these guys on permanently and give them equity.

    One thing I will say though, maybe it's just me, but some of the best candidates I've run across are guys who clearly could've gone to fancy big name school but didn't for economic reasons. One guy we hired confessed in the interview that he had actually got into Harvard but didn't go because his parents couldn't afford it. He went to a smaller regional school on full scholarship instead and rocked the house. Not only does this mean he has no debt and can afford to work at a scrappy startup, but it also means that he doesn't assume that the world should kiss his ass. Awesome engineer. Perfect mindset.
  • I agree with the idea on your blog that marketing 'scrappy' is good. I also believe that many people at top notch schools are phenomenal. You just have to find the ones that aren't worried about what the country club members think. I tried to leave comments on your blog but wasn't able to for some reason.
  • weird that my blog wasn't letting you comment. gotta look into that.

    To be clear, i am totally with you that there are lots of über quality people at top schools. But as you point out, they are mixed in with people who think the world owes them something. There's a sweet spot in there somewhere, you just gotta find it.
  • "SpeakerText is an early stage venture. We have been self-financed up to now and have no plans to raise outside capital until after we have our product in the hands of real users...We have big plans for SpeakerText and we’re going to need high quality people to turn these plans into a reality, but the road ahead contains many obstacles and unknowns. The opportunity is great, but so is the risk. If thinking about this fact makes you excited (in a good way), then we want to hear from you."

    Matt this is absolutely brilliant. You promote the company with full confidence yet are transparent about the risks. I think this touches on a concept Mark was writing about in this post with the story about giving the unpleasant truth to his customers, and that is honesty.

    To be honest, you need to be confident. It's when people become unconfident that they become dishonest.

    I don't know if this will make it in Mark's list, but for me personally honesty is a huge (defining) personality trait that I seek out in business partners.
  • Yes, for sure. Honesty matters. And integrity. re: marketing the realities of a startup - I plan to cover that later when I talk about recruiting.
  • As I see it, not only is honesty and transparency huge, especially at the super early stage. but it's one of the few genuine differentiators you have versus a big company when it comes to hiring talent. These hotshots we're paying in iPhones have worked at big companies before, places like IBM, where there's not a lot of transparency, and using tools like Yammer and Basecamp, we share almost everything with them and make them feel like co-founders.

    If my CTO and I disagree on features or strategy, we duke it out on Yammer and actively solicit their feedback. Every week or two I broadcast the company balance sheet out to everyone on Yammer. The beauty of this system is that if/when we make these guys an offer to join us permanently, they know exactly what they're getting into and we know exactly how they think. The hiring strategy creates a selection effect that seems to be finding us awesome people.

    If I learned one lesson from this, it's this: Startups should embrace their scrappy startup-ness and wear it like a badge of honor. Turn the fact that you're undercapitalized and going up against huge odds into a challenge, a sexy adventure for the brave, heroic few who seek to join you. A good analogy is the Marine Corps: they don't offer you money for college or life skills or any of that bullshit. The Marine Corps offers to kick your ass, pay you nothing, and turn you into a fighting machine. They take what others might see as a liability (poorly funded educational budget) and turn it into an asset. And they get better people for it.
  • Again, spot on Matt. You've got it sussed, as they say in England.

    VC Fred Destin (Europe's closest equivalent of Mark Suster in terms of quality) wrote an excellent article about what not to tell a VC http://bit.ly/6MGov4 I understood what Fred was saying, and why he was saying it (helping Entrepreneurs in their negotiations w/VCs). However, I disagreed on the point about not disclosing your cash balance. There is nothing more confident and HONEST to say to a VC:

    Look Mr VC, we don't have any cash in the bank, we're bootstrapping and have been doing so for the last X months. But we're not desperate, and we're happy to continue bootstrapping for as long as it takes to get our product to market.

    It takes some balls to say this with confidence. But much better to tell the truth than try and convey the impression that you're well capitalized when you're not.

    Let's not forget also, being broke can give you enormous strength, as you have nothing left to lose! You've seen the worst that can happen, you've survived and things can only get better. You're far more desperate when you fear becoming broke, than you are when you really are broke.
  • Great points, as usual. This reminded me of some of the lessons learned when a previous start-up bit the dust in early 2001. We were extremely overexposed (and uninformed about it, thanks to a CFO who was better at politics than finance) and a small crew of us were left trying to salvage what we could from a sinking ship. We were all stuck in the middle of a bunch of angry creditors, angry customers, and angry employees. Keeping my core team intact for three months while negotiating a transition to a new company was the proudest moment I've had in my professional career.

    I can't say this was fun but it was certainly educational. On a related note, it also gave me a terrific view into how my colleagues reacted under pressure. I'm currently happy to be partners in a new start-up with the guy who single-handedly managed a clean shut-down of our Hong Kong office that included things like auctioning off all of our assets so we could pay contractually obligated bonuses to the staff. The Regional GM at the same office who left immediately after getting the bad news? We don't keep in touch.
  • You have walked in my shoes and those that have not can never truly understand. You find out who are your true friends in the toughest of times. You also find out what you're made of. And to this day I'm most proud of getting through the difficult days. Much more so than any customer win. Strange, but true.
  • Do you think street smarts can be learned or improved with experience (like book smarts) or is it purely instinctual?
  • Everyone has their opinion on the topic and of course the answer is subjective. My view is that entrepreneurs are born, not made. You either have the DNA for it or you don't. A bit like singing, active or sports. Within a range of entrepreneurship there is good and great so at the margin you can always get better (or not). I believe that street smarts is similar. Lot's of people grow up in the urban environment with drug dealers around them. Some figure out how to hustle and others remain mules. They both grew up in the same environment. I think you're sort of born with it but as entrepreneurship you can improve.
  • Like most things in life I agree that the answer isn't the case of completely one or the other. Of course some people are more naturally inclined for certain tasks or skills. Whatever intangibles that are required for success in a particular area, these people inexplicable have in their DNA. Without this DNA it would be a nonstarter. That said, I believe experience and time will inevitably help a person improve, regardless of the level of talent/ability he or she was born with.

    I think the particulars of this discussion are very interesting when applied to any area (i.e. entrepreneurship, athletics, etc.). As for street smarts, I think it can be understood in the same ways as we look at book smarts or success in school. Some students are naturally smarter than others but everyone can benefit from lessons and studying. Similarly, some people certainly have better instincts for what customers want and where to find untapped opportunities. However, experience can help further develop a "sixth sense".

    As an example, good chess players can think multiple moves ahead. Of course, someone with no ability to think this way could never become a good chess player. However, after playing tons of chess, reading about chess, and talking to other great chess players it becomes easier to recognize patterns and read opponents so knowing what will happen next becomes effortless. I think the same can be said of a good street smart entrepreneurs that start off with natural abilities and cultivate them over time to the point where they seem to just "know" things. From my personal experience, I know I am almost immeasurably better in every respect, including street smarts, after starting my first company.
  • I don't think we're a million miles off. As I stated I think you can always get better. But your core DNA is either programmed for street smarts or it isn't. There is no way for us to resolve this. People are religious on the topic of nature vs. nurture. Most people grow up believing the "nurture" argument. Once they have kids they quickly revert to "nature." I see it in my own kids. They're hard wired. I've had these debates so many times that I'm comfortable to just smile and agree that we have different points of views that don't seem to be diametrically opposed.
  • I intended on providing a comment that agreed with and expanded on your original point. My apologies if the agreement part wasn't more obvious.
  • Absolutely sage advice... and should be listed as the ~3rd bullet point on starting any business or as chapter ~3 in the startup handbook for dummies :P -- GO TALK TO YOUR CUSTOMERS BEFORE YOU BUILD IT
  • Kind of obvious, isn't it?
  • Seems obvious but I've seen some really smart guys who don't listen because they think they're smarter than their customers. They're like the financial traders who claim, "I was right, it's the f'ing market that's wrong!"
  • You'd be surprised...I just saw something (and I am not saying what publicly) which I downloaded and tested, and I am thinking to myself WTF was this built? And it looks like they invested a lot of money in it too, but I just get the feeling that they never spoke to a real customer...
  • How do you know when you are in your comfort zone versus moving with direction versus moving in the air and getting nowhere?

    I mean, I'm one to talk to everyone to get feedback, but even then- not always helpful.
  • I think you want to choose your sparring partners carefully though. If you find the right set of 3-4 people, it could revolutionize your business. Good advice is important and hard to find!
  • One of the reasons I talk to a lot of people. I already know I am in the learning stage of life. It is who is the right 3-4 people?
  • Always have sparring partners. They're your best source of knowing whether you're in your comfort zone or not.
  • I need to think about that. There is intellectually good sparring versus danger zone.
  • joeagliozzo
    Great post! Sometimes street smarts can take a while to sink in (or be rediscovered). I founded a company in 1999 and left a very staid old (low margin) industry to do so. The founder of my prior company had boostrapped it over 25 years into a $100M business and I learned a lot about how to run a lean and successful business from him.

    That all went out the window when we took venture capital in 1999. Every board member was on top of our management team to hire every consultant and headhunter we could find so we could "push out product out to the market" and "grab attention and market share" and "staff up". I guess on the one hand they were right, because as Steve Blank says "in a bubble, get liquid". With another round or two and a bunch more employees and some semi-useful software, I guess we could have emulated Ariba, Commerce One, or one of the other ecommerce/vertical market companies that never really had a solution that solved ANY significant problems but managed to make the employees rich, but we missed that window by about 6-12 months.

    That did not end well!

    Fast forward to my next two companies where we "recovered our street smarts" and bootstrapped and had to find early customers to make ends meet, and that discipline forced us to develop stuff that people would actually pay for. The flip side to that is that bootstrapping and trying to find quickly addressable markets can cause you to go after small markets/solutions that can't result in the kind of home run you dream of as an entrepreneur.

    I guess there is a happy medium in there where street smarts combine with thinking big and if you look hard enough (maybe that is an element of street smarts as well) you find an addressable entry point to a large market. That way you get early traction but can grow into a situation where you can grab the brass ring in the large market.

    Again, thanks for the post and the series!
  • Ouch. Unfortunately if you have the wrong VCs on board lots of bad behavior can occur. I guess to be fair, there were a lot of "drunk" people back then. Chalk up your story to my view that I prefer second time entrepreneurs (but don't rule out first time ones).
  • i never thought about the immigrant kid thing but i guess you are right. i am first generation USA (my parents are from india) and i generally am not too concerned with social norms. i think it might be that i'm an immigrants' kid and that i'm the youngest. my older brother and the other first borns of my generation in my family are way more into playing by the book. when you are born and the house is already full, that is another scenario that IMHO teaches you to play it your own way.

    the thing about being an immigrants' kid or having the whole two culture thing going on is that it helps you realize everyone is the same. the same stupid stuff happens across cultures, all people do the same stupid stuff, etc. so there is a disregard for a lot of surface stuff like customs and rules, ultimately people want the same stuff everywhere you go, just packaged differently.
  • Children of immigrants also often aren't accepted historically into the institutions that promote social norms. As a result they don't know them. They were historically left out of guilds and therefore had to be street merchants and therefore made better traders. Obvious examples in the US are Koreans and Jews but I'm sure many more cultures. In India I'm told it's the Gujarati's.
  • that is an interesting point you make. as you likely know india had a very caste-oriented social structure for much of its history, that is changing now but you can definitely still see the remnants of it. for instance only recently have you begun to see gujarati people in bollywood movies. glad i can now be a entrepreneur and a bollywood star!!!! :D
  • It's still like than in parts of the Jewish community. If you are purposely secluded, you won't know the difference until you get out.

    It took me nearly all of college to understand that I, in fact, did not have to get married right now and have children right now. This is a huge deal where I come from. My younger cousin got married before me...and will have children before me. I spent all of college freaking out about this.

    Learning norms later is difficult, but at least you can figure out which ones are worth keeping and which ones are worth rejecting. In a way, I'm really glad I come from where I come from. There are some very healthy and living values that are pricelessly kept alive...
  • One of the interesting angles of being a non-technical business/product cofounder is that in the pre-launch period it can feel like you there's just not as much for you to do as there is for the rest of your team. My other cofounders were designing & coding their asses off, and I had run out of things to model and presentations to edit - and I've heard this sentiment from other founders before, too. I'm competitive and took it personally and figured that if they were working, I'd damn well better be working at least as hard, and started getting customers calls and meetings just to do something. It wasn't until later that I realized how important that process was.

    Especially if you fancy yourself as a (or "the") business and/or product guy in your startup, you have no excuse for not getting off your ass and talking to customers. Oh, but you're pre-launch with no product to show? Doesn't matter. Mocks aren't polished? Deal with it. That part of your job starts at conception and ends the day you die.
  • Agreed. I call it "selling futures" and it's how Microsoft built their entire business.
  • jpmarcum
    Mark - Love the series and you make a lot of valid points in this post but you should know that at least two companies have thus far managed to eek out an existence despite the polish that elite schools bestowed on their founders: Zuckerberg went to Philips Exeter and Gates went to Lakeside. Granted, they're not known as being all that tenacious, street smart or hands on...
  • First, I would never rule out Ivy League. It produces many great people. I'm just saying that on balance I prefer somebody with something to prove. It might be something different. Second, I think both Zuckerberg and Gates are pretty hands on and tenacious.
  • jpmarcum
    OK, I'll skip the sarcasm on the notoriously tenacious and street-smart Zuck and Gates next time.

    Point here is that people of all backgrounds can "have something to prove." If you want to be classist go ahead but I would think a more meritocratic approach might be more beneficial.
  • I think that was my point. I don't rule out anybody. Just as a matter of principle I look for people with a chip on their shoulders.
  • I'd say Gates is known as being pretty street smart and tenacious/aggressive. Just ask Microsoft's competitors in the 90s
  • Another fantastic post.... This particular line grabbed me:
    "The CEO was born with a silver spoon in her mouth. Went to the right schools / worked at the right strategic consultancies."
    Over the years I've met many of these intelligent, well-groomed, well-intentioned folks of this "pedigree" and yet not surprisingly they are consistently over-matched by street-smart competitors, customers, circumstances, you name it. As an investor, I've almost exclusively gravitated towards the scrappy street-fighter who enters the arena with some mud and grime on his uniform already.
  • For sure. Me, too.
  • Seems to me you are talking as much about humility here as street smarts. It is the humility to swallow your pride, call the customers, deal with the cuts. It is the humility to get out of your comfort zone, accept that you don't know everything, and go and learn from your customers.

    In this sense, humility goes hand and hand with tenacity. Tenacity is about doing whatever it takes to make your start-up successful. Often times pride is the barrier to tenacity. Humility enables it.
  • Yeah, I'm sure you're right. In addition to street smarts (being able to read people and situations) there is a degree of humility required to be an entrepreneur. Funnily enough, when I wrote my original 10 (now 11) for VentureHacks I had humility on the list and took it off. When I looked around: Aaron Patzer (Mint), Marc Benioff (Salesforce), Steve Jobs (Apple), Larry Ellison (Oracle), Rupert Murdock, etc. I'm not sure that humility matters as much as I would like to think it does. So I took it out.
  • Smart post.

    So the real entrepreneur is a 'customer whisperer,' thinking in the voice of their customers to be?

    I'm liking this.
  • Customer Whisperer ... for sure. That's a good one.
  • Bravo.
  • I had an experience like this when I was in healthcare. I tapped into my creativity side and found a way to create a service solution that none of our competitors could offer. Essentially we were a $100B+ company which sold medical devices and consumables to hospitals and we sold on the strength of our brand name with an above average GPM. Unfortunately, competitors were undercutting our prices and taking away market share, things were getting tough.

    But I structured a way to bundle all our products and services into a "Managed Service" solution. In Europe, we pay VAT on consumption (including hospitals). But if you have a contracted our service (what I termed Managed Service) you can reclaim your VAT. Now in the UK VAT was at 17.5% in Ireland and Italy it was as high as 25%. By providing a tailored solution like this we could save a hospital in the UK 17.5%. So we could now keep our high GPMs as well as offer the hospital a greater combined saving than any competitor could.

    There were complex structural reasons why our competitors could not provide such a service (not least of all the internal knowledge required) although I did try to get poached several times. Simply by identifying a new way to sell old products to the same customer helped us win our largest public service tender in the company's history!
  • I'm glad you went into street smarts and walked it into comfort zone. You could maybe even define street smarts as gut-instinct with people plus a broad comfort zone.

    For my money there is no better indicator of long term growth of an individuals intelligence and likelihood of eventual success as being able to push their comfort boundaries.

    The dumb kid in class that asked all of the questions during your childhood is now the smartest person you know.
  • "Well obviously that’s meaningless if your startup idea sucks."

    This line made me laugh out loud! The funny thing about it is, I know that more often than not, a) the people who are involved in the project often know that said idea sucks but it's never said aloud, continuing the death spiral and b) a lame idea can be altered or pivoted into something amazing if you go out there, get feedback and have the "street smarts" to iterate and improve upon the product.

    Too bad that startups fail because the team is "worried about social consequences of doing something they’re not supposed to" ...

    Thanks for another great post.
  • Thanks, Juney. I think that sometimes when an idea sucks it falls under the category of "the Emperor has no clothes" as in, everybody knows he's naked but is too afraid to say so.
  • At one of my startups about 10 years ago (enterprise sw) we used to talk all the time about vitamin vs. antibiotic - you need to be an antibiotic, it needs to be explainable in about 3 minutes, one slide max -- need to be able to do the math for your customers
  • All of these are valid points. We often talk about the need to solve a real pain (e.g. medicine) vs. nice to have (vitamin).
  • It's interesting how peoples' perception of wealthy backers can interfere with the rational part of their brains.

    I used to work for a startup which was owned and run by someone from a very wealthy family. The company was a mess, and missed payroll more often than not. When the CEO did get around to paying us, he would call you into his office and give you a personal cheque [check] as if it was your birthday. Then the fun would begin.

    Having the cheque in your pocket was not enough, you had to get to the bank pronto to cash it. So there would be this crazy race, with people sprinting down the street to the local bank to cash their cheques. I used to keep a pair of trainers [sneakers] in the office for this very purpose. True story.

    The key point is that nobody said "This is madness, I'm outta here". The team stuck together for years.

    And you don't need to ask what happened to the company...
  • lol good story :)
  • Awful story but having heard similar stories for many years unsurprising.
  • Mark - I'm loving this series of posts, largely because it's validating for my startup.

    We started our company (a sports video startup) to fill a need we felt personally as college athletes (so we know the space well), but one of the first things we did when we started was go to a convention for our customers (the coaches). We didn't have a booth or even a product to demo - just business cards and an idea - but we pitched the hell out of our product to every coach who walked by. They loved it.

    We went back and built it, iterated a bunch more times, released it and charged money for it off the bat. This validated that our customers would actually pay for our product. A huge step! Once people are paying, they're invested - you get more feedback, you understand new customer needs you couldn't have imagined and you 'channel the customer.'

    Now when we go back to the coaches' conventions with an awesome product to demo and even more intricate knowledge of their pain points, exciting new customers is much easier.
  • Exactly the right way to do it. And nice work on being the star on Fred's blog today! ;-)
  • Thanks Mark.

    Good exposure for us in the tech world, but trying to heed your earlier advice and not get distracted by PR hype.

    Customers are all that matters and unfortunately most of our customers (coaches and athletes) don't read Fred's blog.
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