People First
Start with self awareness, find a mentor and identify your super powers.
The world is driven by people, so I always put people first in all my thinking. This is a principle that runs deep for me and applies wherever and whenever I think of anything.
For example as an investor it applies as the first thing we consider for an investment. We look at and evaluate the team we are considering investing in, individually and collectively. We look for 7 A’s as attributes of the founders and who they’ve attracted around them. (See Team · 7 “A”s of Great Founders for more on this.)
Why could this matter for you in a startup?
And what could People First as a principle do for you as a founder?
It’s simple really. If you get it right, your people will be happy and productive teaming around their strengths and weaknesses and serve your customers and partners in the most effective way, using their super powers to everyone’s mutual benefit and enabling your startup to gain competitive advantage compared with anyone who isn’t putting their people first.
As a next step, I’ll pick out just one of the 7 A’s that we attribute to great founders…
Self Awareness
Self aware people are easy to work with because they know their strengths and weaknesses and are therefore most likely to team with those that can fill in their weaknesses or amplify their strengths. (Personally, the older I’ve become, the more I’ve realized how many weaknesses I have and how much I have to learn. It’s helped me ask for more help and enjoy self improvement.)
Good news - you can start with yourself! In order to adopt the “People First” principle you actually need to put your own Oxygen Mask on before helping others. This means getting self aware yourself.

Ask yourself a few basic questions:
- Do you know your strengths and could you identify your super power? If not who could you ask? Think about asking them things like
- “What strengths do you think I have that I could develop, and which if any could be super powers?”
- “Where do I do best for you and the rest of the team? Where would you not just want but (uniquely) need me involved?”
- Who can you trust to tell you your weaknesses and where you need help? Think about asking them things like
- “What weaknesses of mine hold you or any of the team back and where should I be aware to not enage?”
- “Specifically where don’t you need me, and where do you really think it’s not good for me to be involved?
Use these kinds of questions in an ongoing fashion and encourage your team to regularly give you feedback on how to develop and stay in your ” super power zone”.
Super powers
A super power is something you’re uniquely good at. Or even if it’s not unique it’s something people turn to you for help with because they know you’re great at it and love doing it. It will also most probably give you ” flow
” doing it and so you’ll have the energy to really persist and nail it. If you or others feel you don’t have a superpower, where do you feel you get into “flow” and where do you or others tthink you could develop one best over time?
Sometimes you have to develop the experience, knowledge and skills to have a super power. Be persistent and patient with yourself if that’s the case. (See Complexity and the ten thousand hour rule .)
What’s a good way to develop and sustain your super powers?
Mentors
Find someone who can hold the mirror up to you when you can’t see yourself, so they can help you with what they and others see and help you gain self awareness. I call this a Mirror Mentor because they can help you get and keep perspective of yourself. This is vital if you’re to ensure you’re going to not just gain self awareness but confirm how others actually perceive you.
You also need mentors who can help you identify, develop and connect with your super powers and develop them. Ideally, find someone who can offer this in a mutual mentoring relationship so you can both help each other to be your best. Learn more about Mastering Mutual Mutual Mentorship here .
A Do and a Don’t and a Tip:
Do
reach out to diverse resources that know you and can be honest and constructive with you, be they family members, friends, neighbors, peers or professionals. A diversity can provide broader more representative feedback of the real world you’ll encounter. Of course feel free to just take this as input and shape it in your own unique way, to develop the skills and mindset you need to succeed.
Don’t
fall into the trap of copying someone. We are all unique and deserve to find our own path. That’s why Startup Secrets is not a rote approach. It’s designed as a series of frameworks to help you find your feet and then build in your own shoes to run faster than anyone else, just like Lidell & Abrahams had their own unique styles as Olympians.

Tip: Find your “flow”
It’s very unlikely you’re going to build a superpower if it’s something that is really taxing on you as you do it. Whereas by contrast if it’s something that you really enjoy and you get into ” flow
” while you’re working on it, it’s going to make you happy, bring you energy and it’s going to cause you to do more of it in a very strong self reinforcing motion.
As I referenced above, it’s why I encourage you to really understand the concept of ” flow
” and look for it yourself or ask other people to observe where you get into that state. (FYI I’m in flow writing this article because I really get excited thinking of you finding your flow and super powers!)
If you’re not finding flow at work, a suggested next read is this
Conclusion - it’s up to you!
People first is a powerful principle that starts with you! So if it appeals to you, get going by writing you own self awareness profile with two columns for your perceived strengths and weaknesses and compare them in the second column with what others see you to be.
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2
3
New row
This will be a great baseline for you to learn from. It’s also a great starting point for you to talk to potential mentors. In turn it can help you develop your super powers and use them to get ahead as an entrepreneur, and even lead others to do the same as a founder.
Suggested next reading:
🎙 Hear how Michael taught it the lecture, cleaned & woven in
▶ Watch the original lecture
People First
When you strip everything else away, building a company comes down to people. It’s not just a business of investing in products and services; it’s about investing in the team. And I want to share one Startup Secret above all before we go further.
Startup Secret: You are actually your biggest investor. It is not about how much money you go and raise through every stage. I’m lucky enough to write checks for founders. What I don’t do is what you do, which is invest your life. When you decide to start a company, you are putting your life behind it. That is a massive investment, by far bigger than any check anybody writes for you.
So don’t set out to create a billion-dollar company by finding an idea. Instead, set out to solve a billion-dollar problem, and think mindfully about where you’re going to involve your talents, your skills, and those of everybody else you bring along, to build an enduring company. And never take one area for granted: your human capital is always the most important capital in your business. Figuring out how to constantly develop, evolve, and if necessary upgrade your team is a critical part of the success of the business.
There are lots of attributes you always need, and one you can never have too much of in a startup is EQ. Good entrepreneurs build great networks and relationships, and the number one relationship is with your potential customers. If you can’t do that, forget it. You have to learn very early how to understand the customer’s view of your product or service and build a relationship that is truly intimate, so you can figure out what they actually need and what you can do to meet it.
Stephan Schambach and Demandware: Building the Team and Bringing the Customer Inside
Stephan Schambach came from East Germany, dropped out of college, co-invented e-commerce and the shopping cart (they weren’t the first to patent it and didn’t know what that meant), and built Intershop, which went public on the Frankfurt Stock Exchange in 1998 and later added a NASDAQ listing. After the dot-com bust, big retailers stopped investing in e-commerce and the bottom fell out of the client-server enterprise software business. For three years all he did was restructuring, one after another. The company survived, but he realized he had overlooked a change: companies were questioning the return on investment of buying, owning, and operating complex enterprise software. Salesforce.com was very new. Around 2003, when Linux got more stable and blade computing became a trend, he wondered whether cloud computing could power a mission-critical application. For the entire year of 2003 he tried to turn his old company around into a cloud company, and it was frustrating. He was the biggest shareholder and controlled the board, but he could not marshal the resources to build a very different product with a different business model. Others had the same problem; they died or were acquired by Oracle. Eventually he took the tough decision to leave his own company and start from scratch, because if he didn’t do it, someone else would, and he’d regret never taking the opportunity. That became Demandware, which helps the world’s greatest brands increase their online revenues on a cloud platform with a shared innovation and success model. Most of the fashion brands and many other consumer brands use Demandware day to day, and it’s mission-critical to how customers perceive the brand and to revenue and profits.
Stephan’s key success criteria for B2B cloud startups:
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An unmet need turned into a vision and eventually a strategy. The traditional “build and run” model meant buying enterprise software, installing it, and customizing it through consultants. Customers enjoyed total control but regularly messed it up, or the consultants did, and it became enormously costly to stay current and keep innovating. Outsourcing and ASP models just moved build-and-run into a hosted facility, producing the same problems, made worse because what separated you from your service was now a two-inch-thick contract, and what wasn’t in there you couldn’t get. Demandware’s cloud model put the controls in the hands of the business people (they sell to merchandisers, not IT), retained customization advantages, and provided a shared innovation model with automated software updates, learning from the vast amount of data all customers create, and systematically turning that into enhancements and revenue increases. Done correctly, cloud services can power mission-critical applications that can never have an outage.
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A really good nucleus of a team. You cannot have the team complete for all time, but you need a strong nucleus to make headway on the product and early customers. At the day they got the term sheet signed there were basically four of them, and with the exception of Tom, their early sales VP, everybody is still associated with the company.
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A shared innovation and shared success model. Customers today expect you to solve their business problems, not dictate what you build and then hand over a CD. Demandware charges a revenue share instead of a license fee, so every employee knows that whatever they contribute, as long as it helps increase revenues, helps everybody in the ecosystem, not just the company and not just the customer, but every partner participating.
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Some unfair advantage. For Stephan it was that he had done this before and could pull a team of engineers from his old company, and he secured a contract to use part of the intellectual property of his last company. That saved about a year to a year and a half in company building and R&D, and he doesn’t believe they would have attracted financing without it.
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One or more trends working in your favor. E-commerce grows 14 to 16% a year, cloud software about 18% a year, and global retail, of which e-commerce is only about 6%, is destined to grow. If a trend is against you or shrinking your addressable market, you have a problem.
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Smart money, and lots of it. Demandware took about $63 million of investment, in the corridor of $60 to $80 million that an enterprise cloud company needs, because everything is backend-loaded: you develop the platform, then get a few non-paying or too-small customers who let you experiment, then face a long sales process before real businesses trust a little startup to run their e-commerce site (that’s where the gap is), and then customers pay piecemeal as they go. The flip side is that today the service is so sticky that none of their customers would consider re-platforming, giving excellent forward visibility on revenue. From Northbridge and General Catalyst, the biggest help by far was attracting talent, because Stephan didn’t have a network in Boston, plus strategy and board work later, like deciding when to think about going public.
The deepest lesson from Stephan is what he did with the customer. Once they understood how powerful the revenue-share model was (their revenue is directly affected by whether their customers grow), he brought in people with actual merchandising experience. He still remembers the first week they had Harvey Beerman, a merchandiser and buyer with an abrasive retail culture, in the company. He was immediately in fights with the engineers, and some of the best people came to Stephan wanting to quit. It was a culture shock to an organization that until then was totally technical, but it was the right thing to do. It transformed the company to a point where every engineer understands exactly what they’re doing and how they can contribute to a better customer experience. The takeaway is not only that the business model was innovative, but that they managed to bring the customer inside the company and make them part of the DNA. It’s easy to talk about getting out of the company and going into the customer. It was much harder to bring the merchants into the company. Demandware built a “retail practice” group of about 40 people who provide consulting and advice on how to use the cloud service best, for free. It was tough to justify internally because the return was hard to measure exactly, but it was one of the best investments they made.
Culture: No Rules, Only Principles
Culture is the one thing you don’t pivot, because it’s really hard for people to join a company if they don’t understand what it stands for, and if it changes after they join, they’ll leave.
Stephan on culture: they started out very much engineering-driven, and the change toward focusing on the success of their customers was the hardest thing to do but the most rewarding. Other than that, he believes their culture isn’t very different from other B2B cloud companies; the customer-success focus is what makes them special.
Gail Goodman on Constant Contact’s culture, developed early around a couple of key concepts. First, a fanatic focus on the customer. They learned early that they are not their customer: 70% of their customers have 10 or fewer employees, half have five or fewer, and Constant Contact is more tech-savvy and marketing-savvy than they are, so their own judgment about what customers will want is poor. You have to go talk to them, and define your success by their success, especially with a monthly recurring revenue service where “cancel anytime” means you have to keep driving usage. Second, no jerks (in stronger words). You start with the things you hated at the last company: individuals who were difficult to work with but tolerated because they were rock stars, which is really destructive because one person can dishearten everyone around them. Those two became their anchors, and it was about eight years before they wrote down their core values, after a huge debate at an Ernst & Young event over whether writing down core values was itself a violation of their “no corporate BS” value. Her CEO group told her she was full of it, so they wrote them down.
The principle is the same one we always used building companies: there are no rules, there are principles, and the principles stand out. Even though Gail says she didn’t drive the culture, as a leader she clearly held people accountable to customer success and to “no jerks,” which is a consistency she decided to enforce, so she did drive culture.
John Hirschtick on culture: he wasn’t a believer in writing stuff down. It’s how you live and behave and what you say. People figure out over the long term whether something is just a line for one company meeting or something you live, because in a small company they see you through hundreds of situations over years and they know what you stand for. At SolidWorks they cared about hiring, and said at every company meeting, “hiring is the most important thing you do; if you’re not raising the bar, we won’t have a great company tomorrow,” to five people, 50, and 500. They also picked one thing to be tough about: buying their subscription service. “If the customer is on subscription, they can call me on my cell phone for support.” He said that a lot of times, had two million users, and never got one call, but it was a way of speaking: “We’ll do anything for them. If you’re not on subscription, get out of my face.” Companies that were tough about something specific were good companies. Also, cultural leadership doesn’t correspond to organizational leadership. Scott Harris, one of his co-founders, and Charlie Knockman, a low-level software engineer, were both cultural leaders. John kept a mental org chart of who the cultural leaders were, who had that kind of capital, and when there was a rough transition, he’d brief them in advance and let them set the tone by how they reacted.
The Compassionate, Direct Culture: Arguing to the Capital-R Right Answer
An audience member asked how to balance being a “ruthless” leader who tells people “don’t do this” with not being a jerk. The answer is a balance of both, and it’s really important in who you hire, who you fire, and how you set your culture.
John: “We’d get people coming from other companies who’d say, ‘We thought you were nice guys, but you argue so much.’ And we did, but you’re always arguing about what’s the right thing for the customer and the right thing for the business, and you’ve got to make decisions. These touchy-feely consensus places aren’t doing anyone a service. People are going to argue and debate, but at the end of the day, and this is part of the MIT culture, you try to find the capital-R Right answer. It doesn’t matter who thought of it or who gets credit, and we’ll argue like crazy to get to it, but we won’t do it in personal attacks; we’ll do it with respect, dignity, and speed.”
I love John’s picture of the wall for this reason too, because it identifies what good cultures look like. Everybody being the same, that brick wall, is not going to yield the capital-R Right answer because everybody thinks the same. But where every piece is fit with a different experience, and someone can bring something different, and you can have a respectful debate, you can build something unique and strong as a result of all the best experiences in a team.
Stephan’s discipline as a leader: as a board member it was easy, because Stephan never let any of us get complacent about the marketplace and the challenges. He was always the guy saying, “Yes, we may be doing great now, but we’ve got to think about this.” Part of that is just him; he worries about the future and sees things there. (Today Stephan is chairman, not in an operating role; they hired the CEO about four years ago. In his first public company he decided being an operating CEO of a public company wasn’t what he wanted long term.) There’s often a difference between great operators and people who are more in the creative, vision, strategy, and marketing side; the latter may not be the best operators, but operators often don’t see what’s coming, which is why teamwork is so important. You’ve got to have both.
An employee of Gail’s added: people can’t confuse being direct, or giving hard feedback, with being a jerk. The thing about the 10,000 hours that everybody skips is that it’s not 10,000 hours by yourself; it’s 10,000 hours coached by experts who teach you what’s working and what’s not, whether that’s your customer or a real coach. The CEO has to treat the most valuable commodity, time and urgency in the organization, as precious. The day they’re afraid of giving feedback because they’re worried about being a jerk, or afraid of being decisive because someone might be upset, is the day they begin to fail.
Getting Everyone Marching in the Same Direction
How do you get people aligned when your VP of Engineering and VP of Marketing are each dug in?
John: the image is leadership capital. When you run an organization, you build up leadership capital like a form of capital. There are times you draw on that account and say, “We’ve heard everything; this is the way it’s going to go.” CEOs have to do that, and the culture’s expectation is that it won’t always go the way any one person wants, maybe not even the way you want as CEO, but you pick the right way. You can’t just walk in and lead people to greatness; you build it up day in, day out, in how they watch you behave, make decisions, and treat people. Then when the tough day comes, you make the decision and let people know. You’ll lose some people, but the fear of losing people is highly overrated: “Half the team will leave if you make that decision.” Maybe you lose a small number, but those fears are usually overrated, and you say it’s for the better.
Stephan: sometimes, instead of fighting many battles, focus on agreeing on vision, strategy, and values as a management team, systematically, and take the time, because afterwards everything else is much clearer and easier.
Gail: exactly the same. If you have great strategic alignment, have the battles at the top of the strategy pyramid, and you’ll have fewer battles in the middle. One of their best practices is a regular review of strategy, mission, vision, where they play, who they serve, and how they win. At the beginning they just used Good to Great and did their Hedgehog (the intersection of three circles: what you’re passionate about, what your economic driver is, and what you can be world’s best at). For six years all they had was their Hedgehog, but it informed everything and lasted about eight years before they got fancier. When you drive a lot of alignment that way, and have a shared vision (like “making the world safe for small business”), a lot of the other decisions become much more straightforward, and the incremental decisions that feel like big swing votes get a little less big.
The founder who becomes the operator quickly falls into the trap of doing what they find easiest, which is usually exactly the wrong thing to do. You need to promote whoever can do marketing or sales or whatever, so you’re not doing it, so you have time to step back, as Gail did.
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