SIgning off

July 31, 2010

I hate leaving something undone, unresolved, and I am sorry to tell all of you that I have done exactly that with this blog.

So, this is the last post of OpenAmbition.  I have run out of the space inside me and within my life to keep it alive and vibrant. Which is incredibly sad.  Sad given how much enthusiasm and life so many of you sent my way to start it, and more importantly, to keep it going.

I hope and look forward to returning to this.  It was fun, exciting, inspiring, exploring why we take risks, why the prospect of failing, and the act of failing, can help motivate us and inform our successes.

Thank you, all of you, for the help and encouragement to breath some life into this idea.  This blog brought me together with so many friends, introduced me to new ones, and brought the best out of all of us.

Thanks again,

Pete

You miss 100% of the shots you don’t take

December 15, 2009

Something I have just loved about being in the venture capital business is the people I’ve met, running businesses I did not fund.  And of those there are a few I found so relevant to my own interests, and with founders who had such passion and integrity, that I continued to meet with them well after saying “no.”  Trying to be a productive sounding board, making introductions, passing along knowledge or experience where it seemed helpful.

It’s always been such a pleasure to get the updates from these CEOs, they arrive when you least expect them and it’s exciting to see how things are developing, where the connection is no longer the possibility of financing, but a genuine interest in the business and a relationship with the CEO/team.

Dustin Hubbard of Paperspine is one of these.  His company offered a subscription service for books.  Physical books.  He  had the idea for his company after finishing a book, and having no room for it in his already jammed bedside table.  So, he planned and planned, left his job at Microsoft, started and ran Paperspine out of his garage.

Paperspine worked really well, and solved problems that people cared about.  It probably saved my family hundreds of dollars, just with my 16 year-old daughter, a voracious reader, and who routinely dropped tens of dollars at bookstores, only to read the books once.  She loved Paperspine.  She was on a five book out at once subscription at one point, and it enabled more massive reading without bankrupting her.

And while Dustin had gotten Paperspine off the ground with funding from friends and family, he couldn’t raise his next round of financing – in a market where raising money is almost impossible anyway.  But he applied himself to solving this problem with every ethical means imaginable.  Cut costs to get to break even, went back to work at Microsoft, tried to expand into ebook rentals.

Dustin and I spoke every 45-60 days, where he would walk me through his latest set of challenges, his ideas to address them, and we’d then spend the next hour testing his assumptions, plans, and brainstorm solutions.  But he always arrived prepared and ready to dive into a meaningful discussion, and sometimes I could help, other times I think he just valued the opportunity to have someone outside the company to run his thinking by.

But for many reasons, some within in his control, many outside it, he was unable to get his next round of financing.  And he seemed to be reaching the limit of how much this business was encroaching on his life, quality of life, and family.

So, last night I was truly saddened but not necessarily surprised to receive an email from Dustin, saying that he was closing the doors.  I can only imagine how hard this was for him, how heartbreaking.

And he closed off his dreams for Paperspine with the kind of grace and thoughtfulness that we should all take note of, and admire.  You should read his final blog entry, a real fitting testimonial to a worthy business, and an incredibly decent founder.  And you can see pictures of his “warehouse” in his garage, and learn more about how he took his idea and brought it to life.

His wife framed this so well, reminding him that “you miss 100% of the shots you don’t take.”

That phrase captures the essence of what it means to take an idea that crossed your mind, and have the courage to start a company to bring that idea to life.  And you bring it to life focused on why it will and should succeed, while also keeping, in a separate place, the knowledge that there are many reasons why it could fail.

Dustin, you should be very proud of what you accomplished and learned these past two years, but you should also be very proud of how you ran your company, and how you finished.  Well done, not painless, but well done, indeed.

Dealing with equality, invisibility

November 10, 2009

In the past two weeks I’ve had a series of conversations with friends and colleagues about women in the technology workforce, provoked by of all things, water pollution.  The commonality being we’ve moved past the point where the problem is what is visible, and where we’re now facing the challenge of what you can’t see.

Here’s the water pollution angle:  A week or so ago I heard an interview with Charles Duhigg of the NY Times about how the cleanliness of the nation’s water supply is perhaps at greater risk than it’s ever been.  More so than back in the ‘70s, where the pollution was severe: rivers that caught fire, bore multi-colored hues of industrial waste, had detritus floating in them.

Today’s water pollution is microscopic, requiring sophisticated filtering that’s too expensive for water utilities to install.  Charles suggested the most practicable solution is for people to filter their own water, and take personal responsibility to ensure it’s clean and safe. 

So here’s where women in the technology workforce comes in.  Much visible change has happened.  Women are in the workforce, and are increasingly taking leadership positions.  Just not enough.  And what is the right number?  I have no idea, I’d like to think it’s the number that exists when everyone selected for a job is done so on the basis of merit.  The whole point is that it’s the product of an ongoing balancing act. 

I have faith that women’s pay will increase as more and more compensation and performance review processes are made transparent.  But unless they are listened to as equals, then all the process in the world still won’t address this fundamental form of discrimination, affecting the information that feeds performance reviews.  Will women ever get to parity unless their ideas are considered on an equal basis as men’s?

In the technology sector, ideas are what fuels business, so unless women’s ideas are given the same consideration as men’s, they will suffer when it comes time for reviews, and that will affect their compensation.  It won’t address why the women make $0.77 compared to every $1 their male counterparts make, but it won’t hurt.

So, who’s responsible to fix this?   We all are, and we fix it in the moment, calling it out and challenging it in the moment, when it happens. 

I was involved as a member of the board of a public-private entity where we were trying to determine the site of a new facility.  We’d spent weeks and weeks trying to figure out how to secure a really great site, and were running into all sorts of problems.  It was getting frustrating, and I made a suggestion about putting it in a less attractive, but more pragmatic location, which we quickly agreed to do. 

A female staff member pulled me aside after the meeting to thank me, saying she’d been making the same suggestion for weeks, but her superiors hadn’t listened to her.  I can tell you my suggestion was not all that insightful or magnificently made, but I was the male and it was listened to.

Rather than call this out, I spoke to her separately.  I was concerned about creating conflict between her and her superior.  So I let her know I realized how frustrated she must have been to not be listened to, and that at least I saw this.  How will the other male members of this board know how to listen differently if they aren’t shown where they haven’t done so?  I didn’t correct this in the moment, and in doing so I failed the woman who thanked me. 

And this is where the water analogy comes back.  The way to deal with this is to take personal responsibility, and to make what is invisible, visible. 

It is as much women’s responsibility to be louder and less convenient as it is men’s responsibilities to listen more actively.  In either case, everyone has an obligation to call out inequality when they see it.  And it won’t be convenient. 

That’s where I screwed up, and won’t do that again.

A sizable share of the readers of my blog are women.  What’s your experience?

Startup advice brilliance

October 21, 2009

A friend pointed me to a superb summary of advice for startups, specifically calling out the ways that advice can be flawed, along with some perceptive insights into how to identify advice that’s actionable and useful.  The post is by Eric Reis, and is appropriately titled The 10 Ways Startup Advice is Flawed

Eric’s pov is appropriately snarky, and at a macro level he calls out various ways that being lucky and being smart are frequently confused with each other.  Snarkiness aside, the really valuable point he makes is how important it is to be a critical thinker, in general.  The value of making your own assessment of the information you’re consuming, and not just accepting it.

I especially liked his point #6: Maybe the thing they did used to work, but it doesn’t anymore

I think about that a lot in my own context.  I was at RealNetworks back when it truly was pioneering this new phenomena of sending audio and video over the internet, and we owned that market.  In public we said we had 85%+ share of the market, but in reality it was closer to 95% for a good long time.

We called the shots, named the prices, dictated terms.  We muscled into and out of markets we cared about, aligned ourselves with titans of the technology landscape.

And then Microsoft showed up and we fought them tooth and nail.  It was a hard and ugly fight, which they eventually won (once they started paying attention).

Well, they won, sort of.  It was epic, and in a start-up kind of way, it was epic fun.  I remember picking a big fight with the Windows Media team on an internet media list-serve, where I’d just published some user research showing how people preferred our new video to Windows Media’s.

And Microsoft’s head of a/v technology posted to the list, accusing us of fluffing up the research, and he included a three page outline of the ways you could falsify/skew consumer surveys.  And it was so much fun to respond to the list , asking “how was it that Microsoft knew of so many ways to distort research?”

But I digress.

We each became so obsessed with each other we quit paying attention to what Macromedia was doing with Flash and what Apple was doing with the tight coupling of iTunes and the iPod.  So, while we were both wrestling in the mud pit, Apple and Macromedia left the building and started more interesting and lucrative businesses elsewhere.  And until that point the thing we did at RealNetworks really did used to work.

Eric’s “ten ways” are simple and insightful.  The hard part is putting them into action, in the moment.  My experience at RealNetworks is valuable to the startups I work with and talk to if and only if both of us are cognizant of its context.  And it takes discipline and a good dose of humility to walk the talk Eric is alluding to.

I know there’s a ton of stuff I did that was a product of luck and timing, and a lot that was a result of deliberate hard work and applied intelligence.  The hard part is being honest enough with myself to examine where those boundary lines are, to strip out the specific circumstantial knowledge from the generalized, truly durable knowledge.

So, let’s all get a good laugh out of Eric’s list, but also remember how hard it is to actually do what he’s suggesting.

Performance and an opportunity to explore it

October 2, 2009

The underpinning principle of this blog is “meaningful failure”, and what you can learn when you examine this critical juncture of where you fail and embrace what you can learn through that failure.

I’ve been seeking out others who share this interest, and last year I discovered Ross Bentley who runs a consulting business, Bentley Performance Systems, that focuses on improving performance for executives and interestingly, professional race car drivers.  That latter constituency intrigued me.  Failure on a race track has specific tangible implications that failure in business does not:  bent metal, physical harm, or worse.

Ross spends his time working with his clients on very personal elements of improving performance, along with more straightforward tools and techniques of planning and analysis.  His focus on who you are as a person I find interesting, the examination about what emotionally or psychologically may be holding someone back from achieving their potential is an area like failure where people are less comfortable speaking plainly and openly.

In the case of the racers and the executives the conversation goes in the same direction:  how can you best prepare yourself to be constantly improving, learning from success and failure?  He engages them in relevant and specific conversations focused on getting them to do to what they do differently and better.

And after this discussion, examination, and hard work the racers go to the track and the CEOs go to their offices.  In both cases they’re in environments where the information is flowing by, fast, and they need to make decisions and situation assessments rapidly.  And each ends up with a quantifiable data set telling them how well they performed: lap times & finish order, income statements & balance sheets.

Ross and I got together yesterday so he could share a research project he’s starting called Performance in the Workplace. He wants to to better understand how executives assess their own performance, and what affects their performance over time.

The research is nice and simple:  he’s asking them to fill out a short survey, once a week, and tell him how well they feel they’ve performed, and why.  You can participate in the project by signing up here.

What I like about his approach is that he’s not defining “performance” for the participants.  He’s letting them define it for themselves.  When he first told me about this my reaction was “that’s pretty subjective, why not quantify performance with metrics”?”.  But then I realized, that really misses the point.  When you’re trying to help people do better every day, metrics are the product of your performance, not the measure of it.

We run businesses based on a set of milestones, KPIs (key performance indicators) – “dashboards” – and these are important measures of the recent past.  And they’re critical – I’ve written about why a well documented operating plan and the corresponding assumptions are essential to managing your business.

But executives spend their days making decisions, asking questions, analyzing and assessing – and of course this results in metric-based results.  But not in the moment.  How do you assess the effectiveness of your performance while you’re making those decisions, asking those questions, digging into those numbers?

I think Ross is onto an interesting topic here.  What causes you to feel you’re performing well one day, and not so well the next?  Will the act of self-assessing performance help you, in and of itself, to become more effective and cause you to be closer to the top of your game?

I’m going to participate, because in my business, at best I get monthly or quarterly metrics from my companies in terms of valuations I can apply to rates of return – on paper – and it takes years to get to the point where you can convert the paper value to cash or stock you can sell for cash.  Daily performance is not at all quantifiable with metrics, but matters oh so much.

I’m sure I can learn something from this, and am eager to see how what he finds.

A spontaneous reaction

September 23, 2009

I’m still struggling to get back into a writing routine after my John Muir Trail adventure, there’s a lot going on in my life and job, and I’m still a bit consumed with the deeper, reflective topics I’d spent all those miles contemplating on my trip. 

And then, without a lot of forethought or anticipation, a topic (re)surfaced.

Towards the end of the last school year, there was an incident of racism at my daughter’s high school, which revealed the complexity and range of our community’s response.  I wrote about this at the time it happened, how in general many opportunities were missed to both care for those involved, as well as make the most of learning from it. 

And not one to lob criticism from the sidelines, I agreed to join a taskforce setup to better understand our community’s ability to foster diversity, and what we all can do differently to ensure racism or any other form of discrimination has a short life, if any, here.  We had a meeting on September 9, and while there is still more motion than progress, the trend-line is a good one, and we’re converging on a set of recommendations that are actionable and durable.

A lot of what we’ve discussed is how to show people that in the moment there are choices, and how to choose to speak out, to stand up. 

So when I came across an article in the Seattle Times last Thursday morning about a 70 year-old Armenian man, Henry Gasparian, it found my mind prepared and inqusitive.  He was arrested for his spontaneous “personal and emotional” reaction to seeing posters of Barack Obama with a Hitler mustache.  Gasparian lived through the occupation of his country by the Nazis.

He was on his way to the Edmonds Farmers Market, and when he saw these posters, he tried to grab them out of the hands of the Lyndon Larouche supporters who were handing them out.  To make this sad, long story a bit shorter, he was charged with two counts of fourth degree assault.  You can and should read the article.

The courage of this man and the raw logic of his outrage are inspiring.  The only action remotely criminal was not the offensive poster (first amendment right) nor Gasparian’s reaction (common sense), but the need to silence him, to criminalize his behavior. 

It seems cowardly on the part of the Larouche supporters to show up with this offensive poster, taking full advantage of the protection of the constitution, and then not be willing to tolerate the (expected) reactions.  To claim Gasparian reacted “without provocation” seems absurdly ironic.

While the Larouche supporters could perhaps feel justified that Gasparian’s physical actions were threatening, I think the burden is on them to anticipate the reactions they could provoke.  If you yell “Fire” in a movie theater, you shouldn’t be able to charge the crowd that tramples you on their way out the door with assault.

So last Thursday afternoon those thoughts were in the back of my mind as I was walking down the Seattle waterfront with a friend, and ten feet in front of me was a woman holding a large poster of Barak Obama, with the Hitler mustache.  I was in mid-conversation when I looked up at her, our eyes met, and she said “What do you think?,” and without breaking stride I said “I think that poster’s offensive, and you should be ashamed of yourself.”  I said it calmly, but strongly.

The woman seemed taken aback, said nothing in response, and shifted her gaze elsewhere.  And I kept walking, tried to resume the conversation, but had to explain that my reaction was completely spontaneous. 

I am not the kind of person who gets in public confrontations, but that felt so comfortable, so right, calling this out, in the moment.  In my own little way.

So I’m with Henry Gasparian, and the value of spontaneous reactions. 

Offsite complete, re-entry, hiatus

September 3, 2009

Well, my adventure came to a rather fitting and comfortable close on Monday August 24th, at about 10:45 in the morning, when I arrived at the Onion Valley trailhead, and met my longtime friend, Miles, who graciously spirited me away to one of his relatives’ condos at Mammoth Mountain, so I could take a well deserved, and very much needed hot shower.  We then spent the next eight or so hours catching up as we made our way back to San Francisco, where I caught a flight back home on Tuesday morning.

The trip was just spectacular.  No disappointments really, of any kind.  An enormous number of small and large pleasant surprises along the way, and a steady stream of incredibly kind and generous people I met along the trail.  I ended up doing about what I had set out to do, mileage-wise (170+ miles, 60,000+ feet of climbing and descending), but had to adjust both the beginning of the trip (started a few days later than I had planned) and the end (decided not to do the 28 miles in two days to Shepherd’s Pass, and left the trail at Kearsarge Pass instead).

I began the trip with two close friends from high school (Ernie and Duane), and was able to end the trip meeting three other close friends from high school and college (Brian, Steve, and Mark)…all of whom I’ve been backpacking with in much of this same country for many years.  And in between I had plenty of time on my own, some days not seeing a single person on the trail, and camping at some lakes where I was the only person there – and perhaps for many miles around.  But I was never lonely, or lacking for something wonderful to look at, think about, or explore.

Two people I met really made warm and lasting impressions.  The first was Patt, the 81 year-old woman who ran the Muir Trail Ranch backpacker resupply station, and whose heart was both huge and warm.  She was charmed with what my thirteen year-old, Ben, wrote on the outside of my resupply package (actually a 5 gallon plastic bucket):  “By opening this bucket, you hereby agree to buy your thirteen year-old son a kitten”.  Ben loves cats, and she and I had a nice long laugh about his wit and seemingly foolproof plan.  Ben, sorry, that contract was not binding in California.

The second was a 20 year-old Cal Poly junior, Ryan, who I crossed paths with for two days, as he was on his way to attempting the entire John Muir Trail (all 221 miles), in nine days.  Ryan has maturity and ambition beyond his years, and carried a good dose of humility as well.  He had failed to do this same adventure in June, went home, figured out what had gone wrong, and came back to do it again.  Meaningful failure in action.  He posted a comment here on my blog when he returned, letting me know he did in fact finish in nine days.

I collected a set of photos and made an online slide show of my trip (using some slick web technology from our company, Smilebox), and it should be on this side of not too long and hopefully not boring:

Click to play this Smilebox slideshow: JMT slide show
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Thanks to so many of you for your encouragement and support.  I am deeply grateful I had this opportunity, and appreciated as well as valued every moment I was in the Sierras.

And as some of you may have noticed, I have changed the masthead photo, to one I took of Upper Kearsarge Lake on August 24, in the early morning.  A fitting photo, and it will be nice to have this frame my blog for the coming year.

It’s been a challenging “re-entry” process getting back up to speed on life at home and work, and I wanted this post to also let you know that I will be taking a hiatus from posting here, to focus attention on these areas.  I hope to resume again later in the fall.

My John Muir Trail adventure

August 8, 2009

Many of you know I’m about to make my trek down most of the John Muir Trail, and that I will be “off the grid” from today (August 8th) and on the trail until I emerge at the Symmes Creek Trailhead (near Independence, CA) on Monday August 25th.

This is a trip I’ve been planning for the better part of a year, and has been a life-long goal of mine.

Thanks to the generosity of some dear friends from high school who I bacpack with every summer, I will be carrying with me a “FindMeSpot” GPS unit, which will transmit my location to a google map embedded in a web page, so you can track my progress along the way.

The device is setup to broadcast my location every ten minutes, so you really can follow me as I go – think of it as a back-to-nature variant of twitter.

There will also be a little footprint corresponding to where I pressed my “update” button each day, which you can click on to get the time stamp and GPS coordinates.

You can check my progress and see where I am along the way.

That said, for those of you who know me well, I might end up forgetting to make a daily update, so if you don’t see an update on any one day, don’t assume something dire has happened. This GPS device also has a button I can press to summon the rangers, so it will also serve as an emergency beacon if I need it to, but we all know I won’t.

I may be able to update my blog when I resupply on the 14th or 15th, but am not counting on it.

Look for an update for sure sometime after I complete my trip, on the 26th or 27th.

Thanks everyone for your support and enthusiasm, I have much to reflect on, especially recently, relating to the core theme of this blog – meaningful failure.

I will surely have a wonderful experience, and am deeply grateful for the opportunity to make this journey.

Posted from my iPhone, at 7,800 feet near the Red’s Meadow trailhead. Updated from ‘small un-named lake’ next to the John Muir Trail, at 9,260 feet, where for good or bad, I have 3G reception.

A BDP from an unlikely “industry”

July 29, 2009

My first job out of business school was with a management consulting firm who focused on growth strategies for their clients.  The four founders of the firm were former partners at Bain, and they brought to our firm the concept of “best demonstrated practices” which we referred to by the acronym “BDP.”

Bain defines a BDP as something that “generates the most value at the least cost.”  At our firm it referred to an example something done so well you could you use it as a model to learn from, where you could discern the essence of success from and apply it more broadly.  This could be a business process or a business model, communications or management style.  It’s a nice construct to help you identify patterns that could be relevant to you or your business.

Of course BDPs also have limitations.  Without the corresponding insight about the context of why an example works so well, about all you’ll be able to do is copy the motions of the example, but not the essence of its effectiveness.   To make a BDP really work you’ve got to simultaneously abstract away the context while also deeply understanding it.

I’ve seen some of the startups I’ve worked with over the years really get this wrong, whose teams will energetically seek out the best performing companies in some discipline (say, acquiring new users) and just copy what was done, without understanding whether or not those same methods really make sense or apply to their business, with their users. 

But every so often you come across an example of simplicity and insight, efficiency of communication, where the problem has been thought through so completely you just wish you could take it, copy it, and paste it into whatever business you’re running.

I came across one of these earlier in the week.  You know from my last post that I’m hiking the John Muir Trail next week, which will take about three weeks.  I won’t be able to carry all my food for that length of time and will need to resupply twice along the way.  This works pretty simply, you mail a package of supplies to one of two “resupply” points, and they hold it for you until you arrive.  You restock your backpack, give them your trash, and off you go again.

But it’s more complicated than that.  I am depending on that food being there when I get there, If it’s not there when I get there, I’m screwed – I’ll be close to being out of food and will still have more than a week of hiking to go to the next resupply.  So getting this right matters a lot.

The first resupply point is like a hotel in the mountains, about a six mile roundtrip detour from the trail.  The second resupply point, The Muir Trail Ranch, is much more convenient, literally on the trail.  The quality of thinking that went into the instructions about how to get your package to them, and how to ensure a successful resupply, is simply magnificent.  The fact that you ship your food to them in a five gallon plastic bucket makes this all the more whimsical.

It’s not just the explanation of the steps and logistics, it’s the tone of the communication.  Clear, simple, welcoming, conveying a desire to make you successful, to make the whole process successful, conveying a deep understanding of the context of their service. 

Their instructions reads like an FAQ, but it’s not a laundry list of questions, it’s a very thoughtful and insightful delineation of your needs and their ability to meet them.  They’ve addressed the “lifecycle” of a resupply – the range of needs you will have (email access, recharging devices, disposing of your trash) when you’ve come to get more food. 

To me the high point is at the bottom of the page, where they encourage you to pre-register your delivery, and will even e-mail you pre-printed shipping labels.  The example label sheet is stunning in its efficiency – I don’t know about you, but I’ve certainly never mailed a bucket before, and doing so is not obvious.

This experience certainly reduced some anxiety about my resupply, but made me appreciate how wonderful it is to be on the receiving end of high quality thinking and customer awareness.  Where insight about the context is abundant.

Preparation for a long offsite

July 23, 2009

I’ll be hiking the John Muir Trail in the Sierra Nevada mountains in California next month, which is something I’ve wanted to do my entire adult life.  The Sierras and backpacking really took root with me in high school, where a core group my friends went every summer, and continued through college and a few years beyond before losing the thread to careers and starting families.

Three years ago we restarted these annual trips, and about then I realized how much I enjoy being up in the mountains, away from all forms of electronic communication, as a way to get some perspective and some balance.

So this year I leave on August 4, and my friends and I will start down the John Muir Trail, five days later they’ll leave the trail at Red’s Meadow, and I’ll resupply there and continue on, on my own.  I’ll finish near Mt. Whitney, two weeks and 170 miles later.

And I’ve been doing a lot of reading to prepare for the trip.  Mostly trail guides, even a book on the geology of the Sierras (ensuring I will be the most boring person at the next cocktail party I go to).  But one that’s proven particularly helpful is a book called High Sierra by Phil Arnot, and it’s been great at providing detail on side trips I can make along the way.

300+ pages of detailed route descriptions, elevation changes, permit locations…in short a bunch of data and information about as “touchy feely” as the phone book.  It even has a section on “Hiking Solo” with a set of very pragmatic preparation guidelines regarding safety.   But then it went in a direction I didn’t expect, with the following passage:

“So, in a way the wilderness experience may be catalytic in bringing us to face, really face, the most important questions we can ever ask ourselves:  Am I really living the life I want to live?  Am I fulfilled in my work?  Are my relationships based on sharing and intimacy or are they primarily obligatory?  What do I really want to do with my life?”

Well, for those of us who love backpacking and being in the mountains, that set of questions told me the author truly knows his subject.  For me, these are the questions my mind gets drawn to when my “job” for the day is to traverse six or eight miles (or more) of trail at 10,000 feet, and what separates you from the beginning and end of the hike is a lot of time to walk and think.

Take the “fulfilled in my work” question.  That one’s easy.  I love my job as a venture capitalist.  I love that it requires that you think hard about strategy and equally hard about operations and execution.  You’re on a constant learning curve looking at new businesses and needing to quickly get to their essence to make a funding decision.  And when you find a business you want to fund, you get to go deep with it, for years, to help it (hopefully) succeed and grow.

But that’s the “work” part of this, and what makes my job truly fulfilling is who I work with.  Through equal parts self-selection and deliberate effort, my partners and I have created the kind of transparent, friction-free, trust-based working relationship that up until this point I had only read about.

The fact that we had all worked together before getting into this business helped, but over the past five years we’ve had to make our way through uncomfortable, difficult conversations that required egos to be set aside, and personalities to be parsed from the logic and data.  Everybody talks about this, it’s the first time I’ve experienced it first-hand.

That’s great, but actually making money in this business is getting incredibly hard.  The whole industry is in a state of transition and transformation.  Fred Wilson has done a good job explaining this, but in short, it’s taking longer to get companies sold, the IPO market is dead, and the median valuations at sale have been declining for years.  In order to generate the returns institutional investors need, you’ve got to as a firm perform well above median.

It’s daunting.  We’re doing well as VCs, but looking at the whole industry it gives you pause.  This business will be getting smaller before it gets larger, and as I’ve written in an earlier post, the old stuff gets broken faster than the new stuff is put in its place in industries who are in a state of transition.  And this is an industry in transition.

But that’s where the exciting part of this job is.  Transitions create no shortage of opportunity, and challenge.  I’m grateful I have the chance to put some more thought into this, during my long offsite.

Between now and when I “go off the grid” on the 4th, I’ll be posting on some related topics.