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The Monk and the Riddle

code_rage contributed this review of The Monk and the Riddle: The Education of a Silicon Valley Entrepreneur. Monk is a Zen-like guide to entrepreneurship and life and Silicon Valley, and sounds like interesting reading. The Monk and the Riddle: The Art of Creating a Life while Making a Living author Randy Komisar and Kent Lineback pages 181 publisher Harvard Business School Press rating 8 reviewer code_rage ISBN 1-57851-644-7 summary A guide to making balanced choices that respect both your personal life and your career.

In light of the recent meltdown of all thinks internet-related, a book about entrepreneurs making deals with Venture Capitalists might seem a bit quaint. This book might be the exception. By emphasizing what is eternal, while also criticizing several specific attributes of the formerly hot IPO market, Randy Komisar points us towards a prescription for the recovery which will come with the next round of investment.

The capsule bio says that Randy Komisar is currently a "Virtual CEO" which means that he serves as a vizier for the real CEOs of several startups. Nice work if you can get it... all the visionary stuff without any of that nasty nuts and bolts stuff... He started his career in Providence RI, where he helped to run a concert promotion business (sounds like it was pretty loose and crazy -- a good introduction to the unstructured environment of a startup). He got a law degree and practiced law at a "prestigious" law firm before chucking his chance for making partner to go work contracts at Apple Computer in the mid-1980s. He also co-founded Claris Corp when Apple spun it out. He was CFO of GO Corp, as described in Jerry Kaplan's book Startup. He served as CEO at LucasArts Entertainment (games) and another small game company. Among his "Virtual CEO" successes are WebTV and TiVo.

Liner notes:
"What would you be willing to do for the rest of your life?

It's a question most of us consider only hypothetically -- opting instead to "do what we have to do" to earn a living. But in the critically acclaiimed bestseller The Monk and the Riddle, entrepreneurial sage Randy Komisar asks us to answer it for real. The book's timeless advice -- to make work pay not just in cash, but in experience, satisfaction, and joy -- will be embraced by anyone who wants success to come not just from what they do, but from who they are. At once a fictional tale of Komisar's encounters with a would-be entrepreneur and a personal account of how Komisar found meaning not in work's rewards but in work itself, the book illustrates what's wrong with the mainstream thinking that we should sacrifice our lives to make a living. Described by Fortune.com as "part personal essay, part fictional narrative and part meditation on the nature of work and life," The Monk and the Riddle is essential reading on the art of creating a life while making a living."

The Monk and the Riddle might be viewed as self-help for the masses of soulless, gadget-laden marketroids patrolling Sand Hill Road, in search of a Venture Capital-financed conveyor belt to riches. Komisar presents his life's lessons as applied to the peculiar subculture of VCs, angel investors, and startup entrepreneurs. Owing to the author's varied career, he likely does have some wisdom to impart -- and the success he has achieved seems to indicate that he didn't need to write the book for the money.

The new edition includes a new preface which looks back on the e-commerce and internet meltdown. Komisar does not take credit for having "predicted" the collapse, but he seems to feel that the themes and observations of the book did indicate that venality had replaced innovation towards the end of the recent tulip mania.

Monk takes the form of a narrative interspersed with illustrative episodes from the author's (Komisar's) own career. The narrative traces a series of conversations between Komisar and a fictional would-be entrepreneur "pitching" his e-commerce concept in the hope of getting startup capital. In the narrative, Komisar uses the "show, don't tell" device of cinema to reveal some details about the culture of Silicon Valley. Since Komisar is not himself a VC, he can offer a few tidbits to the entrepreneur (and the reader) which a VC might not -- such as the reluctance of a VC to give a straight "no" answer to an entrepreneur looking for funding. He also offers some basic "Startup Business Plans 101" advice, such as the need to seek a sustainable competitive advantage.

Komisar does propose some specific techniques which a business can use to improve its chances for success. In the third chapter, he describes the role he assumes with the title of "Virtual CEO." Many executives and managers could use a trusted advisor or mentor to avoid some of the worst pitfalls, and such an advisory role is the one Komisar likes to assume. The proposed formalization of such an arrangement may be an important business innovation, particularly to the legions of inexperienced executives of startups. In the chapter titled "The Big Idea," the author presents the typical "so what?" question in a somewhat different light -- instead of asking why the market should be excited about the business idea, Komisar asks the entrepreneur to consider why the idea is compelling to the founders of the company itself. He argues that a company composed of people who are passionate only about getting rich are unlikely to succeed.

The central themes of the book are existential and philosophical, not the nuts-and-bolts of business plans and venture financing. Those marketroids who may have missed out on Existentialism 101 may benefit from this book, but more well-rounded and intellectual readers may find the message a bit obvious and belabored. Thankfully, Komisar spares us the typical schtick found in so many business books aimed at managers and executives. He appears to derive general management principles from empirical evidence, rather than serving up the usual conceited advice aimed at those executives who only read books in the airport. Komisar may hit us over the head sometimes, but when the lesson is that we should invest in people and not things, it's hard to fault him. Those who need this lesson likely need it to be stated as plainly as possible.

Overall, I would characerize The Monk and the Riddle as an engaging, if somewhat light, view into the culture of Venture Capitalists and Silicon Valley entrepreneurs. Those familiar with this culture will find episodes and observations to confirm their perceptions, while the accessibility of the narrative will offer a valuable glimpse of the nature of the place to outsiders.

Table of Contents

Preface to the New Edition: Postmortem
Prologue: The Riddle
Chapter 1: The Pitch
Chapter 2: The Rules of the Game
Chapter 3: The Virtual CEO
Chapter 4: The Deferred Life Plan
Chapter 5: The Romance, Not the Finance
Chapter 6: The Big Idea
Chapter 7: The Bottom Line
Chapter 8: The Art of Leadership
Chapter 9: The Gamble
Chapter 10: The Whole Life Plan
Epilogue: The Road

8 of 61 comments (clear)

  1. The good books do focus on people by ghostlibrary · · Score: 5, Insightful

    "Monk" has a nice 'overhead view' of the people part of the equation. Other books in this genre that 'get it right' always focus on people,t oo.

    "Burn Rate" was about people screwing over people. Guy Kawalski's startup books are about people self-dedicating themselves to motivating other people. "Monk"'s sort of in the middle, in a lot of ways. Of the set, I favor the pragmatics of Kawalski, but 'Monk' is more uplifting. "Burn Rate" is what you read when you get bitter.

    At a certain point, you realize success is totally abut people. Not tech, not even business, just people.

    (Though perhaps not as extreme as the sarcastic
    Anyone Can Be an Internet Success-- Why Aren't You? article!)

    --
    A.
    1. Re:The good books do focus on people by richie2000 · · Score: 2
      This is so true. When I was in tech support (three years working for TenFour, both in the US and Sweden) one of the first and hardest lessons was that tech support isn't about technology. It isn't primarily about fixing people's problems with their computers and systems.

      It's about people. Listening to them. Being there for them. Acting as a vent for sysadmins, a scapegoat for consultans, a pal of Jodi Lightner's (in-joke of the day) and a shoulder to cry on for the rest of them.

      If you just give them a quick fix and hang up, they won't respect you in the morning. They EXPECTED that. If you give them sympathy, consolation AND a quick fix, in that order, they'll love you forever.

      --
      Money for nothing, pix for free
  2. If you like this book... by tm2b · · Score: 3, Informative

    take a look at Growing a Business, by Paul Hawkin.


    While it's not specific to the tech industry, it's an excellent discussion of how to make money without being miserable about what you're doing or feeling that you're "selling out."

    --
    "It is our blasphemy which has made us great, and will sustain us, and which the gods secretly admire in us." - Zelazny
  3. "The Monk and the Riddle by Anonymous Coward · · Score: 2, Funny

    and the silver spoon
    little boy blue and the man on the moon!"

    oops, my mind wandered

  4. Keep going :) by mav[LAG] · · Score: 5, Funny

    "When you going public?"
    I don't know when, but you know we'll have good time then, yeah
    You know we'll have a good time then.

    My boss arrived just the other day,
    Came to work in the usual way...

    --
    --- Hot Shot City is particularly good.
  5. Must follow through by shriketemple · · Score: 3, Informative

    I purchased this book based on a clever introduction that alluded to a profound, enlightening take on the subject. As I read it, though, I grew more and more disappointed that the author took himself so seriously while writing such shallow material. Basically, the book was ok, but not particularly worth reading.

  6. Another good book by boots@work · · Score: 2, Interesting

    about similar topics from an Australian perspective is Where's The Loot?. The author, Grant Butler, was a financial journalist during the boom and had the chance to see a fair number of companies in details. I strongly recommend it.

  7. The Whole Life Plan vs. The Split Life Plan by MagicMike · · Score: 2, Interesting


    I read this book, and while I thought it was a bit "fluffy", perhaps I've just read too many technical tomes.

    One thing that I got out of it and really enjoyed (its the riddle they mention) was the tension between two life plans that people adopt - the Whole Life Plan and the Split Life Plan.

    The premise is that some people put off doing all the things that they want to do because they don't have money. They work for money, and will get to what they want later.

    Others find a way to make money doing what they want, then they enjoy the whole journey - there is no "later" because they're doing what they want now.

    The essence of the book is about one man's journey from the split life plan to a more balanced whole life situation, and in that sense its almost a typical coming of age story.

    What I haven't fully resolved yet (and why I enjoyed the book - as its riddle stayed on my mind) is how to get myself more on a whole life plan. I'm not sure about you, but I'm delaying some things I want to do right now in order to work more, in the hopes that working more now will let me work less and play more later. I enjoy my work very much, just not to the exclusion of things that take money but don't make any.

    I'm not sure if I'll reach the enlightened naked hippie frolicking joyful stage of total Whole Lifeness, whatever that is, but I have made some changes in my day-to-day routines that were geared towards moving farther from the split-life part of the spectrum. As a mental outlook, I think that's pretty positive, and I'm more fun to be around when I'm in that frame of mind.

    So, not a bad book, though if it took more than a few hours to blow through it maybe wouldn't be worth it.