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Ambiguity… the Entrepreneur’s Friend

June 26, 2013 by David

“Ambiguity” — may be the largest force in the entrepreneur’s life and ecosystem.  Funding, customers, product development — all beyond the control of the entrepreneur.  The ability to handle ambiguity is a factor that I’ve encountered again and again in not only startups, but in real life, particularly the harsh environment of the emergency first responder.

Incomplete data, incomplete facts, partially completed product, inconclusive market data, partial context… limited time… what do you do?  Is this a threat?  An opportunity?  A distraction best ignored?

And as a leader, is this “business as usual” or does the environment shake you to your core? render you frozen with indecision… Is ambiguity  “comfortable” or at least familiar?

Is ambiguity your friend, or your foe?

In any uncertain situation whether business, or a traffic accident, I believe it is essential that the leader, or a leadership team, be comfortable with ambiguity.  So how do you spot this rare animal in a leader (or potential leader)?

Use the test here: http://jasonseiden.com/handling-ambiguity/ because his simple tests… resonate with my experience:

  • Comfort with unclear social settings
  • Intellectually curious
  • Strong and demonstrable “action orientation”
  • Good judgment

I couldn’t agree more.  Time and again I’ve found that leaders with those qualities/attributes… do fine with ambiguity.  And leaders not “comfortable” (an odd word, in this context) with ambiguity… they’ll drive themselves nutty, or at least their families.  Been there, done that.

Don’t have what it takes?  Don’t fret… it probably means your normal.  The ability to handle ambiguity, while “impressive” in the abstract, isn’t “normal” — in fact, these leaders can be hard to live with, hard to follow, hard to understand.  Don’t believe Hollywood’s projection of a leader… just because your leader is comfortable with ambiguity doesn’t mean they’re right.  Or easy to follow.  You may be a top performer in the leadership team precisely because you are not comfortable with ambiguity.

Most high performance teams need a combination of leaders comfortable with ambiguity, and members of the leadership team that insist on unambiguous decisions and stratetgy — wisdom and superior execution are a complicated combination of both perspectives.

Filed Under: Entrepreneurs, Leadership, Sometimes A Blog Tagged With: coach, entrepreneur, founder, measurable objectives, shared values, startup

What Do You Really Want?

February 19, 2013 by David

As a venture capitalist, I met many engineers attempting to raise money for their startup tech company dream.  A pattern quickly emerged, which I hadn’t expected.  They couldn’t tell me why they wanted to start a company.

Often there was no passion as they struggled to explain Why.  And frankly, their explanation often sounded scripted.  Understandably, they were trying to tell me what they thought I wanted to hear – a common symptom when founders are trying to raise money.

As the pattern further developed, I eventually realized that they weren’t capitalists.  Almost none could tell me what their business model was for their company, let alone tell it with passion.  The simple reason: they weren’t passionate about the business.

This alone wasn’t reason enough to turn them down, but it was a huge red flag.  You won’t find many successful businesses, let alone high-risk speculative startups, without a passionate leader to take them through the very tough parts.  They have to really, really want it.

In fact, one prominent angel investor I work with told me years ago that he has never lost money when the founder was pursuing his or her passion – its not his only requirement for investing, but it is his most important one.

As it turned out, I found that many startup founders were primarily motivated by the desire to have independence.  Simply put, they wanted to control what they worked on, to choose who they worked with, and even the office space in which they worked.

And they didn’t realize it.

There are two problems with this.  First, they’re usually not going to get funded.  Passion for obsessive control is not a successful investment criteria for any investor (regardless of the homilies for Steve Jobs).

Second, if they somehow succeed in getting funded due to special circumstances (e.g. misrepresenting their motive of control; a frothy market for investment in the category; luck) they will be replaced as the leader by their investors at the first opportunity.

And this is truly unfortunate.  Reputations will suffer, months or even years of work will be sacrificed, and often teams will splinter irreparably, despite long-term relationships.  And the founder won’t get what they wanted in the first place!

This is just one example of misery due to not understanding what you Really Want. There are others…

You probably know a lawyer or two who are miserable in their chosen profession, despite having loved law school.

Engineers who discover they love teaching far more than working as an engineer.

And technical founders that never really wanted to run a business and revel in capitalism.

Often this can be avoided by a practice of mindful choices, along with a few tools.

Wants

Most of my clients are familiar with a simple, but demanding exercise I take them through.  I’ll summarize the key concepts for you here:

First, we need to distinguish between what we Want from what we Need.  Wants are aspirational, often thoughtful and informed.

For instance, if asked, most entrepreneurs will say that they Want “Integrity” in their life.  After all, who would say they don’t want to act with integrity?   Other examples include the Want for “Creating”, “To Be Appreciated” and “Financial Success”.

The exercise I use guides you through the thought experiment of trading off various Wants against each other, so that you can decide their relative importance in your future decisions.  A simplistic example would be “Choose one of Rich and Famous, but not both… which do you want?”

There is no right answer, and so the exercise is to determine your most important Wants. 

Of course, you could avoid the hard work, and make a list of 20 or even 30 aspirational goals, something like “To always act with integrity, while becoming rich and famous, and controlling every single thing and also being appreciated as a loving sensitive person who can relate to anyone… etc. etc.” but it wouldn’t be very practical.  Or realistic.

And the research shows that we can handle a limited number of goals and aspirations at any given time; I usually suggest no more than five.

Part of the exercise is designed to “get around” the intellectual, analytic part of our mind that tries to run most of the decision-making and goal-making in our lives… and get to latent Wants that have gone unnoticed because it’s not part of the intellectual, theoretical view of ourselves that we hold (or that we inherited from our parents).

Clients often uncover Wants that are deeply meaningful and touching, that didn’t make their first draft list of the most important.  This is when individuals sometimes realize (for instance) that they’ve always loved teaching; they’ve always loved tinkering; they’ve always loved creating products. 

Now we’re getting somewhere!

(And my investor colleagues would be interested in hearing about a startup that taps a founder’s life-long passion).

Needs

The second aspect of this topic is understanding your underlying Needs. Needs are the fundamental requirements that you can’t modify.

For example, one of my clients knows from long experience that she “needs” demanding cardio exercise at least every other day, if not 5-6 days a week.  Without enough of it, her physical self affects her mental self, and thus professional effectiveness, even her personal relationships.  She becomes edgy, even a little depressed.  If you aren’t like this, you probably know someone who is.  This isn’t a “Want” because it isn’t aspirational, and she can’t really “control” it in any simple way, it is an underlying drive.

A darker example of a Need would be an alcoholic that needs a drink, or really any addiction, including the addiction to always be working.

We will do almost anything for a Need – such as those previously described Founders who fib to their investors (and/or themselves) about their Need for control.

The relevance of the Need is that we want to understand it, without judgment.

Why?  Simply put, Needs that aren’t understood and identified, have a habit of sabotaging our work, our journey, and our relationships.  Regardless of whether it is a positive Need such as needing daily exercise, or a negative Need, such as controlling every small detail in product development, the first step is identifying it.

This part can be tough – our self-image, let alone our professional image or “brand” may not easily accommodate the insights about our Needs.

This process must be confidential, or the client will avoid the less flattering Needs or may not be able to admit to themselves what they really Want for fear of being seen impractical, greedy, or even unworthy.  This is one of the reasons why this can be very hard work.

But it is essential.  Even if there are no grand revelations, and the Wants and Needs documented through the exercise were known to the client all along, the clarity and written record creates a measuring stick that can be applied to future decisions.

I often encourage clients to review their final Wants/Needs inventory on a periodic basis, and when faced with a difficult decision.  They can remind themselves why they may be tilting in a particular way on the decision, and with this self-awareness, make a better decision consistent with their long-term goals.

And those unfundable technical founders I kept meeting in venture capital pitches?  They were mistaking their Need for control to be a Want for entrepreneurial work.

They will be far more successful if they find a role where their control requirements are a welcome attribute, or by partnering with an entrepreneurial leader who is passionate about capitalism.  And in the end, they’ll be far more happy, getting what they really Need.

 

Filed Under: Coaching, Entrepreneurs, Sometimes A Blog Tagged With: business venture, entrepreneur, founder, goals, passion, shared values, startup

My Role in Your Success

February 8, 2013 by David

I’ve been ruminating on why I so thoroughly love my job… and this morning I received another reminder.

One of my clients related how he landed a client this week, following a methodology for presenting his proposal & price. He got the project he wanted, at the price he wanted, and the kind of client he wanted. It was his first sale.

Ever.

In fact, he hasn’t even left his current employer; he’s been developing his new start-up for months (years?) and was still developing concepts… when an opportunity arose.

Me? My role was helping him understand the sales cycle, the role of the proposal… specifically content, timing, and how-to-present. He confessed it didn’t seem natural to him, and the methodology flew in the face of what he knew of “sales” (largely informed by Hollywood). But he held the faith, and did it.
And nailed it.

I can’t tell you the deep satisfaction it gave me to hear this. About 1,000% more satisfying than if I had done the deed. It’s one thing to do it yourself; it’s quite another to help someone tap your years of experience and do it themselves. Then you know you what you do, and how you do it, matters.

I’ll be talking more about how this happens, and why, in a future newsletter.

K Grainger Win
But for today, let’s celebrate his victory.

Another business launches…

Filed Under: Coaching, Sales, Sometimes A Blog Tagged With: clients, coach, entrepreneur, founder, sales

Question Your Founding Principles

February 2, 2013 by David

As I often do, I draw from the curious observer Seth Godin to see what he’s thinking about loyalty.

In particular, loyalty to your founding principles– whether you’re a non-profit, a startup business, a family business, or heck, a family.

His point is “It’s not disloyal to imagine a future that doesn’t include your founding precepts.  It’s disloyal not to.”

Check it out here.

Filed Under: Sometimes A Blog Tagged With: founder, founding principles, goals, leadership, loyalty, shared values

Why So Few Can Write

September 4, 2012 by David

If you, like me, have wondered why so few executives and business people can write persuasively (or at all)… you might find this lengthy article in The Atlantic magazine will illuminate the issue for you.

I know that in my work coaching entrepreneurs, many otherwise talented and passionate startup founders are hampered, handicapped really, in their inability to write clearly, effectively and above all, persuasively.

Why not?

Yes of course, the U.S. education system needs repair and improvement, but what you may find the article inspiring for the point of view it brings to this problem — because improvement came not from a new technology for instruction, not more school hours, and not by changing teachers.

Improvement came by placing an huge focus on the basics of analytic writing, every day, in every class.  This could be a model of educational reform, and it could expand the number of students will be our next startup founders.

Filed Under: Sometimes A Blog Tagged With: communication, education reform, entrepreneur, founder, writing skills

Crazy, or Just Inspired?

January 4, 2012 by David

I was recently schooled on the importance of the “First Follower” in entrepreneurial startups, and the class was fully resonant.  In fact, I’m fairly embarrassed that I hadn’t realized the First Follower’s role before now.  Because it is essential.

The key here is that there isn’t much difference between a crazed whackjob and a brave new leader, at least not at first glance, and sometimes not even with the benefit of another look.  Is that guy crazy, or just inspired?

Let’s face it, we’ve all known for a long time that the #1 attribute of a entrepreneur is self-denial.  After all, the entrepreneur is going to hear constantly that It cannot be done, can’t be funded, can’t be built (or built affordebly), can’t be brought to market, can’t be (easily) sold, etc. etc.  Even the well-intended supporters can’t seem to stop themselves from pointing out the difficulties… and the entrepreneur has to ignore this input, has to practice self-denial and forge on ahead anyway.

But therein is the paradox.  An entrepreneur that ignores hard facts, hard constraints, and good advice… does so at their peril.  So how to balance the confidence to go on, no matter what, with the wisdom to listen and observe?

As we wonder about the individual on the whackjob-to-brilliance continuum, there is a test that almost everyone else is unconsciously waiting for: the First Follower.

This brief, 6 minute TED talk by Derek Sivers (founder of CD Baby, and quite a whackjob himself) you’ll see a vivid explanation of the concept: http://www.ted.com/talks/derek_sivers_how_to_start_a_movement.html

While we can lionize the courage of brave leaders, the most important test isn’t their idea (or themselves) but whether they can attract a First Follower.  As Sivers explains, the First Follower models for everyone else, what they should do.

Because the esteemed leader isn’t actually modeling the desired behavior.  He’s out in front, doing something crazy.  The First Follower is literally and figuratively the model of what the rest of us need to do, the catalyst from crazy idea to brilliance.

Obviously, that isn’t sufficient for success, but it is absolutely necessary.  And if you think about it, investors, journalists, candidate employees, and definitely customers are looking for it.

Think about it.

Filed Under: Entrepreneurs, Leadership, Sometimes A Blog Tagged With: entrepreneur, founder, leadership, marketing, shared values, startup

Prepare For Your Board Meeting

December 3, 2011 by David

Chapter 13 – Version 3

(An excerpt from my upcoming book)

 

While holding board meetings is not a high priority for most bootstrap entrepreneurs, I would argue that it should be on their priority list, and not at the bottom.  If the company has investors, whether friends and family, casual and professional angels, or institutional investors, then I believe it is a requirement.

To be direct, you’re nuts if you don’t hold board meetings regularly, and hold them well.  I’ll explain why in a moment.

But first, let’s clarify that we’re talking about early-stage companies, from pre-revenue to about a year of real revenue.  If the company is beyond that early stage, then there is no option – they are well in the zone where it simply makes sense to do it, and do it right.

And we’re talking about the Board of Directors, not the Board of Advisors.  To learn more about the difference, and how to use Board of Advisors see [future link to Board of Advisors chapter].

Why

There are at least five good reasons for holding board meetings from nearly the beginning:

1. In most states you have to hold at least one board meeting a year, as a regulatory requirement.

2. The officers report to the board, and regardless of the specifics of the company legal structure (LLC, S-Corp, C-Corp) without regular board meetings, there isn’t an effective chain of command.  And without that, you don’t secure the benefit of legal rights and protections of a company.  For instance, key decisions such as taking on office lease obligations or providing stock to early employees can be ratified and approved by the board, which formally and legally shares the risk associated with those decisions.  A sole founder without a board is a founder who is truly alone, legally.

3. Everyone needs a boss, even the independent entrepreneur on a quest.  Since the founder will have a shareholders or customers or a Board eventually, why not start early and grow into it?

4. It is rare that one individual can hold objectivity, so do yourself a favor and instill a structure that at least has the possibility of providing objectivity.

5. Perhaps most important of all, like any group, it takes a while for the group dynamics and culture to evolve, and your board will be more effective and helpful after that initial period — in my experience, about six months.

We’ll talk more about how to build a board, and care for it, elsewhere [future link: Building Your Board chapter].

 

Schedule of Board Meetings

Most early-stage companies will schedule monthly board meetings, because frankly they are moving so quickly that there is significant new progress, and issues related to that rapid movement, every 4-5 weeks.  If you can handle that, it is a good frequency for the founder.

But given other distractions, and even potential opportunity cost, as well as Directors that travel, every other month may be more realistic.

But above all, make a schedule, and stick to it.  Meeting regularly is more important than meeting frequently.  It helps you and your team to get into a routine of preparation, an enjoyable (and necessary) break from the constant opportunity interruptions most startups have to handle every day and week (and sometimes, every hour).  The periodic pause, reflect, prepare and present process of the board meeting is most valuable if the period is constant and regular — every 4 weeks, every 8 weeks, whatever works for you and your Directors.

Meeting By Phone

Many companies make it the norm because of the cost of face to face meetings; and it is often enables a meeting to occur despite international travel schedules.  Frankly, emergency board meetings (more on those in a moment) will often by by phone, due to prior commitments of the participants.

If you do adopt a practice of regular by-phone board meetings, then I strongly recommend that you vary that schedule, perhaps every other meeting is face to face, or every third meeting.  Of course a distributed team works better when it gets the human face to face experience.

Schedule Logistics

It may seem like a detail, but a vital component of the board meeting is the informal time before the meeting, especially if meeting face to face.  So when plotting out the schedule, and requesting commitments from your team and your Directors for the meeting, don’t forget this nuance.  In fact, make it part of the culture of your board.

Dinner the night before is ideal, in my experience, but your culture may involve other methods — customer visits, product demos with the development team, even leisure activities (um, I mean “team building” activities).  Anything that provides the “air space” for informal interactions between board members and yourself.

More about informal time in a moment.

Material Logitistics

Interviews with experienced board members (and new board members) reveal one source of constant frustration: materials delivered at the last minute, which forces the participant to either try to absorb the information as the meeting is unfolding, or wing it without the material.  Obviously, you’re not getting the most out of that participant.

And they’re feeling like they can’t do a good job.  The profile of a typical board member is that they are the kind of person that finds it very important to do a good job.  So don’t hamper them, no matter how busy you think you are with competing priorities.  So how to do this?

Develop a schedule for the materials, even if you’re the only one involved (unlikely) and especially if others on your team are involved — this will always include your finance person, your sales lead (if it isn’t you), and potentially your legal counsel.  So treat all of those folks helping you develop materials with respect, and get them a schedule like this:

1. Develop a list of needed materials 5 days before the meeting;

2. Be at final draft 3 days before;

3. One last pass for typos and mistakes 2 days before, and Hit SEND;

4. Confirm by email with each participant that they received the materials (goes wrong all the time);

Note the use of email to send the board materials (consider using DropBox or similar large file sharing site).  Electronic everything isn’t just for your convenience, but for your board members.  If they prefer paper, they’ll print it.  They will appreciate the convenience of electronic copies (rather than a Fedex) and you need to save money.

If necessary, scan in original documents if you don’t have the electronic form.

Finally, print two or three paper copies of everything you sent electronically, and bring these packets to the meeting so that a participant with a computer problem isn’t dead in the water.

Emotional Content

Students of mine will not be surprised to learn that I view the Board Meeting as primarily a conduit for emotional content, not distribution of logical, analytic material and forum for judiciary-like decisions.  Indeed, business is about people, and between people, and people are emotional.

Keeping that in mind,

[to be continued]

 

 

Filed Under: Board of Directors, Excerpts from the Upcoming Book, Sometimes A Blog Tagged With: founder, founding principles, leadership, startup

Why Partner?

October 6, 2011 by David

Chapter 3

Why Partner?

(from my upcoming book)

 

Indeed, why ask a partner to join you in your business?

Many of my clients, and before them, many of the founders I counseled, have assumed that they need a partner.  Even those who had lost money, endured sleepless nights, or otherwise suffered in previous startups that involved a partner seemed to still think that they needed a partner, in order to be successful.

I certainly identify with the assumption, and I myself had a partner for more than a decade continuously, and enjoyed it immensely while benefiting from it in myriad ways.  But that’s rare.  What seems to be the rule, not the exception, is ugly divorces.  Yes, not only did my partner and I come to a graceful conclusion, we’re still dear friends and would trust each other with our very lives.  How do you get one of those?  Well, we’ll talk about that…

First, let’s delve into why so many founders assume they need partners, or at least co-founders.  Then we’ll examine what is behind those “needs”.  We’ll finish up with some specific, concrete tools you can use if you’re thinking about a partner.

The Usual Suspects

Most of the entrepreneurs I meet who are looking for a partner, or have just recruited one, have done so because

[To be continued]

 

Filed Under: Entrepreneurs, Excerpts from the Upcoming Book, Sometimes A Blog Tagged With: business venture, clients, co-founder, entrepreneur, founder, partner, startup

Steve Jobs

October 5, 2011 by David

There will be much said in the coming days from technology industry people far more articulate than me, with valuable insights and first-hand experience, regarding the passing of “Steve”. I’ll be interested in what they have to say, as it will be better than me. And since I’ve been using the products since the Apple-II and the Lisa, I’ll be eager to read them. But for tonight:

Someone once mentioned to me that Seattle was the only place they’d ever been where prestigious (and rich) business leaders were casually referred to by their first names, by people who had never worked with them. “Steve”, “Bill”, and “Paul”.

I had to agree with their observation. And add this: “Larry” in the Valley will never be as recognizable as “Steve”, and that habit started before “Bill”. I know this, because I went to high school in the Valley, with Apple employee #17 (yes, he was in high school too at the time, and he would give me a ride from school to Apple, and I’d walk home from there).  I’ve been keenly aware of Woz and Steve since then.

I didn’t even like him, but I admired him. And followed him.

Andy Grove was and is a great leader, and I kneel at the feet of Gordon Moore whom I had the honor of “working with” (I’m exaggerating my role) more than once. But Steve, well, Steve I could relate to. He wasn’t like me, but I thought maybe I was like him.

Dropped out of Reed College, check. Cultivated geeks more capable than himself, check. Started a company working the Net 30 financing method, check. Embraced UNIX before most knew what it was, check. Curious about everything and anything, check.

After that, it gets pretty different. Billions of dollars different, but other things too, many of which offend me still, decisions he made and people he screwed. I hope, not what I would have done, given his resources. And of course, he has awesome design (and I have none).

But I can’t deny it. He was not just figuratively, but literally, an inspiration. Thank you.

Filed Under: Entrepreneurs, Leadership, Sometimes A Blog Tagged With: entrepreneur, founder, leadership, startup, steve jobs

New Book

Own Your Brand: An Executive Coach Helps You Refine Your Personal Brand on LinkedIn

Just released by Col du Granon Press, David’s first book is now available at bookstores worldwide.

About David

David has been advising entrepreneurs and leaders since 1998. He founded Flashing Red Light eleven years ago. More about David...

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