January 14, 2007

random thoughts on being an entrepreneur

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Ran­dom thoughts on being an entre­pre­neur.

I wouldn’t say I was an autho­rity on entre­pre­neurship, cer­tainly not in the same lea­gue as peo­ple like Fred Wil­son or Jason Cala­ca­nis. That being said, the last cou­ple of years haven’t been too shabby, either. With that in mind, here are a few thoughts I have on the sub­ject, in no par­ti­cu­lar order. The list, by the way, is far from com­plete– I’ll pro­bably be adding to it soo­ner than later etc.

1. Everything takes three times lon­ger than it should. Espe­cially the money part.
2. The best way to get appro­val is not to need it.
3. Peo­ple want what they can’t have. In fact, that’s pretty much all they do want.
4. Once you become an entre­pre­neur, you find the com­pany of non-entrepreneurs a lot har­der to be around. You’ve seen things they haven’t; the wave­lengths alter, it’s that sim­ple.
5. In a world of over-supply and com­mo­di­fi­ca­tion, you are no lon­ger paid to supply. You’re being paid to deli­ver something else. What that is exactly, is not always obvious.
6. Word of mouth is the best adver­ti­sing medium of all. The best word of mouth comes from dis­rup­ting mar­kets.
7. Peo­ple buy your pro­duct because it helps fill in the narra­tive gaps in their lives.
8. You can either be chea­pest or the best. I know which one I pre­fer.
9. Some peo­ple think that once they secure ven­ture fun­ding, their pro­blems will be over. Wrong. That’s when your pro­blems REALLY begin.
10. It’s bet­ter to be under­fun­ded than over­fun­ded.
11. If an ave­rage guy in a bar can unders­tand what you do for a living, chan­ces are you’re half­way to beco­ming a com­mo­dity.
12. It’s easier to turn an ally into a cus­to­mer than vice versa.
13. If you’re happy in your career before the age of thirty, you’re pro­bably doing something wrong. Heck, if you’re happy in your career before the age of seventy, you’re pro­bably doing something wrong.
14. Smart, young, artis­tic peo­ple are always asking me which is a bet­ter career path, “Crea­ti­vity” or “Money”. I always ans­wer that it doesn’t mat­ter. What mat­ters is “Effec­tive” and/or “Inef­fec­tive”.
15. Write the follo­wing on a piece of paper, have it fra­med, and stick it on your office wall: “Have you hug­ged your cus­to­mer today?”
16. Peo­ple will always, always be in the mar­ket for a story that reso­na­tes with them. Your pro­duct will either have this qua­lity or it won’t. If your pro­duct fails this test, quit your job and go find something else. Just making the pro­duct inc­re­men­tally chea­per or bet­ter won’t help you.
17. Pro­ducts are idea ampli­fiers. The mole­cu­les and/or bytes are secon­dary.
18. Peo­ple remem­ber the qua­lity long after they’ve for­got­ten the price. Unless you try to rip them off.
19. Mar­kets serve entre­pre­neurs bet­ter if the lat­ter can keep the for­mer under­sup­plied. Over­supply is the kiss of death.
20. I per­so­nally know a for­mer CEO who, once he attai­ned con­trol of the com­pany, ran an EXTREMELY pro­fi­ta­ble busi­ness into the ground in less than two years. From a mar­ket cap of $100 million to ZERO, just like that. Why? Short ans­wer: He loved being “The” CEO, but he didn’t much care for being “a” CEO.
21. In terms of beco­ming an entre­pre­neur, pro­bably the most use­ful thing I lear­ned in the last twenty years was how to enjoy my own com­pany for long stretches of time.
22. One suc­cess­ful entre­pre­neur I know well has a won­der­ful qua­lity, namely that he never, ever com­pa­res him­self to other peo­ple. He just does his own thing, which actually ser­ves him rather well. Just because his com­pe­ti­tor has bought him­self a big­ger motor boat, doesn’t mean he feels the need have a big­ger motor boat. This qua­lity helps him to build his busi­ness the way he sees fit, not the way the motor boat peo­ple see fit.
23. Run­ning a star­tup is full of extreme ups and downs. Which is why so many suc­cess­ful and happy entre­pre­neurs I know lead such nor­mal, sta­ble, ungla­mo­rous, “boring”, family-centered lives. Somehow they need the lat­ter in order to balance out the for­mer. Extra-curricular drama looks great in the tabloids, but that’s all it’s ulti­ma­tely good for.
24. MBAs are con­di­tio­ned to use their brains in much the same way as sex wor­kers are con­di­tio­ned to use their geni­tals. Nice work if you can get it.
25. Bill Gates may have a million times more money than me, but he isn’t going to live a million times lon­ger than me, watch a million times more sun­sets than me, make love to a million times more women than me, drink a million times more fine wines than me, lis­ten to a million times more Beetho­ven String Quar­tets than me, nor sire a million times more chil­dren than me. Human beings don’t scale.
26. F. Scott Fitz­ge­rald once wrote, “There are no second acts in Ame­ri­can lives.” F. Scott was a drun­kard and a fool.

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43 Responses to “random thoughts on being an entrepreneur”

  1. ivan says:

    It’s taken me years to figure out 23. I’m still strug­gling with 14. :)

  2. ariel says:

    #13 worries me — I’ve been very happy and gra­te­ful to achieve what I have at a young age, but in the last cou­ple months I’ve rea­li­zed that I feel “too com­for­ta­ble for com­fort”. I like what I do and I’m good at what I do, but I’m bored without something to cons­tantly fight for. I won­der if 2007 may be the year I just say “fuck it” and take a large risk that could jeo­par­dize any kind of career sta­bi­lity I have.
    #21 is very true — I’ve unfor­tu­na­tely come to terms with it.

  3. veedub says:

    #4 esp. reso­na­ting with me right now. great list.

  4. Joaquín says:

    Effec­tive: achie­ving your full poten­tial.
    Inef­fec­tive: Hit­ting the snooze but­ton in the morning.

  5. Maybe another one to con­si­der with regards to money is that entre­pre­neurship is no pana­cea for finan­cial woes — if you can’t handle your own money well, what makes you expect to be able to handle a company’s/VC’s/investors money well?

  6. I vividly recall sit­ting on a bal­cony in the south of France with Jude and saying: “I can’t go back to the job I’m doing.” She said something that should be blindly obvious to anyone: “Well don’t then.” I didn’t.
    At the time I was a tenu­red part­ner in a Bri­tish firm of Char­te­red Accoun­tants. The money was rolling in. The Merc loo­ked utterly gor­geous.
    Two weeks later, I was unem­plo­yed. I sac­ked myself. The best deci­sion I ever made. I’ve never loo­ked back.
    The second best deci­sion was wal­king out on the trophy wife, the house piled with anti­ques, the bank account and everything that wen with it.
    So you’re right. F.Scott Fitz­ge­rald was clueless.

  7. Aran says:

    Fan­tas­tic Article!!!
    I have been an entre­pre­neur since I left high school, I found that uni­ver­sity was dread­fully dull and basi­cally trai­ned peo­ples brains to ‘get hired’
    I always asked myself, who is doing the hiring?
    ME!
    Its true that there are tons of ups and downs, and money and pro­jects seem to take FOREVER to com­plete, but its so worth it in the end never to have to be a ‘men­tal slave’ to another ins­ti­tu­tion (aka higher edu­ca­tion) or another busi­ness owner again.
    I am wri­ting this on my 5 minute break from wor­king on a pro­ject at 3am in the mor­ning… thats what it takes some­ti­mes to never have to be a slave.
    Bookmarked!

  8. Matt Warren says:

    Very inte­res­ting stuff. A few of those items should be tat­tooed on my forehead…

  9. tk says:

    I have not pos­ted any com­ment in a while. I have been a little bit overwhel­med by more text than usual over the last few weeks with the various mani­fes­tos.
    Great stuff Hugh
    Thierry
    (From France)

  10. Anonymous says:

    Hugh, wha­te­ver has cau­sed you to have this inc­re­di­ble trans­for­ma­tion into a hunky, giving, lover of life – I have to say – I love it!!

  11. Chris says:

    I’m con­fu­sed by #13. I agree with the first part as I’m 31 and not being happy with my career has kept me hungry and moti­va­ted. Howe­ver, if I’m fee­ling the same way in 40 years, I can’t help but think I’ll be regret­ful of the career path I had cho­sen. I’d like to think at some point I’ll be very happy with my career and that that alone will keep me moti­va­ted. Perhaps I’m being naive and time will change my view point.

  12. I love Jeff Bezo’s idea of a “Regret Mini­mi­za­tion Fra­me­work” he came up with when deci­ding whether or not to quit his highly paid day job on wall street to start amazon.com.
    If you think about it, most peo­ple are all about mini­mi­zing risks — entre­pre­neurs are about mini­mi­zing regrets.

  13. gern blanston says:

    Halle­lu­jah for #4. My non-entrepreneur guests are ready to kill them­sel­ves from sheer bore­dom and fati­gue from elec­ti­cal engineering-based ana­lo­gies. Cool, I can start enjo­ying din­ner par­ties again.

  14. warm fuzzies says:

    » Peo­ple want what they can’t have. In fact, that’s pretty much all they do want.
    so true. it’s like being addic­ted to drugs…
    not that i’d know.

  15. rick says:

    Hugh,
    With all due res­pect, there’s very little in here that’s not excee­dingly obvious and the­re­fore there’s no real value in it. It reads more like a marketeer’s approach to filling space about entre­pre­neu­ria­lism.
    This is a bit like Barack Obama wri­ting his list of thoughts about beco­ming a natio­nal poli­ti­cal figure. Be around for a while and prove you’re not a flash in the pan, create some real suc­cess, create something of las­ting value, be known beyond a hand­ful of peo­ple who live on the Web, or more clearly put — earn your stri­pes and then write your list.
    Ran­dom thought num­ber 1 should have been “stick to what you know and do it really well”. Ran­dom thought num­ber 2 should have been one of your car­toon cards to make point num­ber one. That should have ended your list.
    I have been and will remain a fan of yours. How To Be Crea­tive was bri­lliant! But this was not.

  16. John Emery says:

    Chris, I think I can ans­wer that. Years ago, being a mis­fit ado­les­cent in a small Army town, smar­ter than those he should be lear­ning from, drove me to being a per­for­mer. I went, on scho­larship, to a great but geo­graphi­cally disad­van­ta­ged thea­tre pro­gram, and on the eve of my first show three months into fresh­man year our con­duc­tor han­ded me a slip of paper with something ins­pi­ra­tio­nal on it. I didn’t think much of the note at the time, but I mana­ged to hang on to it.
    Spring tur­ned to sum­mer, and then to fall, metapho­ri­cally spea­king. As I went on all my roman­tic notions about stage life vanished, and at the end I saw it as (I’m borro­wing here) a long plas­tic hall­way full of pimps and thie­ves where good folk die like dogs in the street. I’m now going back to school, after lengthy absence and a few good pro­jects, for media stu­dies, more for a handle on the tech side of things more than anything. I already know what to do with it :-)
    Howe­ver, the paper tur­ned out to be valua­ble. It was, appa­rently, a let­ter wri­ten by Martha Graham. I’ll quote from it at some length, as I’m sure Martha wouldn’t have cared.
    There is a vita­lity, a life force, a quic­ke­ning that is trans­la­ted through you into action and because there is only one of you in all time, this expres­sion is uni­que.
    And if you block it, it will never exist through any other medium and will be lost. The world will not have it. It is not your busi­ness to deter­mine how good it is nor how valua­ble it is nor how it com­pa­res with other expres­sions. It is your busi­ness to keep it yours clearly and directly, to keep the chan­nel open.
    You do not even have to believe in your­self or your work. You have to keep open and aware directly to the urges that moti­vate you.
    Keep the chan­nel open. No artist is plea­sed. There is no satis­fac­tion wha­te­ver at any time. There is only a queer, divine dis­sa­tis­fac­tion, a bles­sed unrest that keeps us marching and makes us more alive.

  17. niti bhan says:

    no. human beings don’t scale.
    trust doesn’t scale.
    thus neither does your own brand of jugaad, or magic or mojo or wha­te­ver it is you call that spark in you. You know, the one that wants to dance like a flame on the top of a candle?
    well, brands scale, and hugh taught me this. vive la glo­bal microbrand.

  18. hugh macleod says:

    Ligh­ten up, Rick. It’s just a list. Not a Bible.

  19. rick says:

    Hugh,
    I’m a lighthear­ted guy! That’s why I like your blog. I read you for what you’re good at, not advice on how which DVD pla­yer to buy or to learn about the latest Web 2.0 com­pany. That’s why I was sur­pri­sed and disap­poin­ted with this post.
    It just seems a little self-indulgent and unin­for­ma­tive for a guy who’s “last cou­ple of years haven’t been too shabby” to already be publishing his “list” on being an entre­pre­neur.
    Let Guy be Guy and you be Hugh.
    Still a fan,
    Rick

  20. hugh macleod says:

    Fret not, Rick, I don’t think being a “blog­ging ente­re­pre­neur” is really my bag ;-)
    That being said, I’ve had quite the adven­ture these last two years.

  21. Thank you for that. I am thin­king that 2007 is the year of Baby Steps

  22. This list has spar­ked the chur­ning of other entre­pre­neurs minds over at The Forum SA. We’re seeing what pops into our minds (ran­domly) and get­ting some tal­king points going.
    The direct link is http://www.theforumsa.co.za/forums/showthread.php?p=2272

  23. Kenny says:

    If you think you can do it then maybe one day you will do it an know you always could.

  24. AJ says:

    Hugh, just to expand your thoughts. Com­pare & con­trast what Seth Godin’s post about “On beco­ming The” with your #20
    A good LIST.
    AJ

  25. Rex says:

    Being an entre­pre­neur is not for ever­yone, for without sun sets and sex wor­kers the for­mer would be a was­ted effort. #1 is soo right and #4 makes christ­mas with the family difficult.

  26. Ben Rowe says:

    Great list Hugh, we entre­pre­neurs need some ins­pi­ra­tion fod­der from time to time. Thanks for that.

  27. hugh macleod says:

    “Ran­dom thought num­ber 1 should have been “stick to what you know and do it really well”.“
    Yep. Sounds like the makings of a bes­tse­ller to me. Oh, and while I’m at it, I might even remove my kid from Har­vard Busi­ness School.… ;-)

  28. its damn lucky your num­ber 22 guy is com­plete edge case other­wise all your busi­nes­ses other than stormhoek would fail. want to sell more yachts? more suits? that would be bloody hard if your cus­to­mers didn’t suf­fer from sta­tus anxiety…
    or maybe your tar­get cus­to­mers are old money rather than entrepreneurs…

  29. Adam Jusko says:

    #11 is inte­res­ting in that the advice from most busi­ness big­wigs is that you need to be able to explain your busi­ness in 8 words or less (or wha­te­ver). I’ve always that was a nice goal but not really set in stone.

  30. Bravo to wal­ter hig­gins and his com­ment above. Con­si­de­ring risk vs regret is a fan­tas­tic fra­me­work for exa­mi­ning the “entre­pre­neu­rial condition”.

  31. fiat lux says:

    w/r/t #4: Unless your cus­to­mer base is com­pri­sed of fellow entre­pre­neurs, you abso­lu­tely must find a way to main­tain a vital con­nec­tion with non-entrepreneurs, because other­wise you’re going to have a more dif­fi­cult time unders­tan­ding their needs and how to satisfy them.
    If you’re able to manage #23, then dea­ling with #4 should be pos­si­ble; but if not, then you need to be aware of this weak­ness in your­self and make sure that key peo­ple on your team can fill that gap in your skillset.

  32. This is a fan­tas­tic gathe­ring of peo­ple who really know what it’s like to be an entre­pe­neur. Just gets me exci­ted about things! #11 is a cru­cial step. One, because I like bars, and two, because one of the har­dest things to mas­ter is a sim­ple, suc­cinct expla­na­tion of what the heck I am doing. How does that get to be so difficult?

  33. Orba says:

    So great and so true, espe­cially num­ber 21…but have to say I don’t agree with 13, I think if you aren’t happy in your career then you should be doing something else.

  34. jason cook says:

    Just rea­li­sed after rea­ding all that. I am a natu­ral entr­pre­neur always have been, but never new it, thought it was what ever­yone wan­ted to do, can feel that com­for­ta­ble fee­ling coming on again, time to step out of the com­fort zone and smell the coffee

  35. Dave Howlett says:

    Great Blog! Here are my 3 rules-to-live by:
    1. Assume ever­yone you meet is inte­lli­gent
    2. Have a pas­sion for what you do
    3. Get over yourself

  36. marti says:

    For all the com­plai­ning about wor­king for others or being a slave, you would think that all small busi­ness owners would treat their emplo­yees well…unfortunately this is not the case.…its boils down to: Am I a slave or a slave owner?
    Kee­ping peo­ple around you who dream the same dreams makes for a won­der­ful work­place. Espe­cially if you allow emplo­yees to share in the rewards of suc­cess, and feel that you ack­now­ledge their con­tri­bu­tion to that suc­cess.
    A fatal flaw of many entre­pre­neurs is that they think they are doing everything by them­sel­ves, and every­body else is a hin­de­rance to their success.

  37. uropian says:

    Nor can Meh­tap! I want to say that your site bet­ter throughout the World Wide Web :)
    Thank you. Keep it.

  38. luke says:

    Hugh,I am also an entre­pre­neur. I’d like to add to your thoughts. The best qua­li­ties of an entre­pre­neur is sum­ma­ri­sed in a Kipling’s poem “if”. It has hel­ped me tre­men­dously to deal with the up and down in entre­pre­neu­rial life. I think the solu­tion for #4 is that: accept it, some peo­ple are never going to be an entre­pre­neur, you should appre­ciate the fact that it makes your life a bit less com­pe­ti­tive. :-)
    “If“
    If you can keep your head
    when all about you men are losing theirs
    and bla­ming it on you,
    If you can trust your­self when all men doubt you
    but make allo­wan­ces for their doub­ting, too.
    If you can wait but not be tired of wai­ting,
    or being lied about, don’t deal in lies,
    Or being hated, don’t give way to hating,
    and yet don’t look too good nor talk too wise,
    If you can dream but not make dreams your mas­ter,
    If you can think and not make thoughts your aim,
    If you can meet with triumph and disas­ter,
    and treat those two impos­ters just the same,
    If you can bear to hear the truth you’ve spo­ken
    twis­ted by kna­ves to make a trap for fools,
    Or watch the things you gave your life to bro­ken,
    and stoop and build them up with worn-out tools,
    If you can make one heap of all your win­nings
    and risk it on one turn of pitch and toss,
    and lose and start again at your begin­nings
    and never breathe a word about your loss,
    If you can force your heart and nerve and sinew
    to serve your turn long after they are gone,
    and to hold on when there is nothing in you
    but the will that says to them “hold on,“
    If you can talk with crowds and keep your vir­tue,
    or walk with kings nor lose the com­mon touch,
    If neither foes nor loving friends can hurt you,
    if all men count with you but none too much,
    If you can fill the unfor­gi­ving minute
    with 60 seconds worth of dis­tance run,
    Yours is the Earth and everything that’s in it,
    and which is more, you’ll be a man, my son.

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