The BootStrappers Guide to Success

1. Relax
2. Ask advice.
3. Learn to listen
4. Repeat

For us Serialists Entrepreneurs, the hardest problem is not coming up with great ideas, it’s not even in the execution, it’s in the maintenance of a nearly successful product. Success is not your sales, it’s not your revenues, it’s not your profits, it’s your sustainability. Anyone can create a one hit wonder and get lucky but can you leverage that into sustained success and thus real value. One time success is fleeting, true success is long term viability. Getting lucky and selling a crappy idea to an idiot company is not success - that is luck.

Case in point: MyBlogLog.com, Broadcast.com. Now Mark Cuban is a genius and made a fortune but that wasn’t a successful business. HDNET and 2929 Productions of his I think are more successful. They have a purpose, stick to it and both produce product ahead of the curve consistently. Broadcast.com was a great domain, a great salesforce, most people don’t realize he had something like 40 sales guys before he sold it to Yahoo, which was pretty dam big, especially for back then but a shitty shitty product. Yahoo bought it and basically pissed it away. If you can turn something that shouldn’t be successful into billions- sure you could be brilliant but you are lucky. Quality businesses with sustained naturally almost smooth earnings or at least the ability to have consistent BIG BANGS in earnings (like a movie studio) are successful.

How do you get to that point. Build a quality product and a quality team and there’s a dam good chance you’ll need to replace yourself as CEO the second it starts getting smooth because let’s face it you will get bored. So if you are a Serlialist almost keep in mind that the secret to being successful is being able to build something sustainable which probably means conquering your ADHD for 10 minutes.


StartUpShrink.com

So my girlfriend tells me all the time that I need to see a shrink. You know, a head doctor. While I used to call her crazy (notice the irony) it finally sunk in that she’s right. But i don’t look at it for the same reason (mind you: I haven’t gone yet).

I would like to make a bold statement: All Entrepreneurs Should Seek Professional Help! …

The amount of times you should go every month should be X, where X is the amount of companies you have started (including failed ones)…okay okay maybe not THAT often…

But here’s why? Entrepreneurs are creative folk like your average comedian or artist. Comedians and artists admit they are screwed up generally. Entrepreneurs don’t. Here’s why - we don’t like to admit we have a problem or that anything is wrong. We feel that starting up companies is our calling and there is nothing wrong with fulfilling our calling. But there is - we are NOT normal people.

Here’s why? The average person can go to a job, work 9-5 and separate. We can’t ever separate, even if we are running a successful company - we don’t know how to leave enough alone.

Case in point: How many of you entrepreneurs out there like working nights? Send out 2AM emails or at least write them at 2AM and then save the draft to send in the morning so people don’t think you’re crazy (I gave up on this practice and just send it out when I think it up), how many of you can actually NOT work nights if you want to. If you are a serial entrepreneur I will bet you that you can’t.

How many of us ignore our friends and family for days, weeks, months at a time while we are incubating our ideas?

How many of us put off social arrangements to work? Take phone calls in the middle of parties and while having friends over take your laptop and start writing emails.

How many of us have ADHD and space out randomly for hours while thinking up a new idea?

How many of us come late to things because we just had a new great idea?

How many of us can’t stop to think before building?

How many of us are terrible at choosing business partners and HR because we can’t stop to analyze?

How many of us have been screwed in the search for our truth instead of waking up, smelled the coffee, relaxed and did it the right way?

How many of us run instead of walk, even without our morning coffee?

How many of us are agreeing with what I’m saying now but still insisting we are fine?

I am willing to go on the record and speculate that if you said yes to my questions above you are probably brilliant, have massive ADHD and are manic depressive. In fact I don’t think I know a single serial entrepreneur that isn’t manic depressive. We space out and sometimes go months without feeling like ourselves, especially after being screwed out of what was, should have been or still is a great business. During those months we usually try a million things and they all fail because in a way we are doing them out of revenge (against ourselves) and not thinking them through. They may be great ideas and be right on the money but we have a tendency to “reduce risk” by spreading ourselves too think after getting screwed. If you are a serial entrepreneur, you will lose your shirt at least once (sometimes your pants too) and you will get screwed. It’s in our nature. We move before we think as a result it happens we get screwed. A few of us are lucky to surround ourselves with good people but it’s usually that first person, that partner we should not have taken on that fucks us and there is nothing we can do.

How do we solve this - with my latest and greatest idea - one that I am not going to do but will happily help with if someone takes it up - StartUpShrink.com.

I want to see shrinks market themselves as startup advisers. You need business advisers and you need mental advisers if you want to succeed. Us entrepreneurs don’t listen to friends, family and loves ones because “they don’t know our business” - well maybe its time we get a 3rd party unbiase’d opinion from someone who knows our mind. After all, if we took rational approaches in the first place, we wouldn’t get ourselves into the half the problems us Serialists end up getting into. If you don’t know what I’m talking about, you are probably lying or not a hyperactive serialist entrepreneur - or just dam fucking lucky.

Now there is a stigma about seeing shrinks, esp. for most entrepreneurs because “we know we’re brilliant” and think can self diagnose. We also happen to be a delusional lot - we don’t know crap about our brains (and i don’t even care if you are a serial scientist - you need help to - just ask your wife!!!…or should i say Ex Wife!!!!)

So where are you Mr or Mrs Shrink that will get a good domain, brand yourself and market yourself to people who need you. We need advisers, not shrinks even though its the same thing. It’s all about the marketing. I can guarantee that a smart shrink with some good marketing will get more clients then you can ever imagine.

And lastly for entrepreneurs out there before you say you’d rather put the $250/hour for a shrink into your business. Let me ask you this: is it worth $250/month to save you from that one hair brained idea or asshole partner that cost you $10,000,000. You know what I’m talking about and it’s fucking true. Spend a few bux a month on a mental adviser and live happier and with less divorces, breakups and pissed off friends - and deeper pockets of course.

Addiction!

We are an addictive society. Drugs, alcohol, smokes & technology. And I think technology is the most dangerous addiction of all. Now before you call me crazy - let me explain…

Technology is revolutionary, esp. with the Internet in the last few years in its ability to put everything at your fingertips. What happens then is that people (we) become tethered to a machine and anti-social. We sit for hours in front of a computer typing when we could be outdoors, being normal, athletic and seeing people. Therefore my theory is that as a result of our great technical advances, we are becoming a more manic depressive society. The less we are around people, the more we close ourselves in and less we properly express to the world. If you are my friend, i do not give a crap about your blog or your twitter - i want to see, hear, touch you, not an electronic representation of you. People have been saying this for years but I think the last year or so it has gone more extreme as social networking has taken of. I want to be social and to network. I don’t want to be a social networker! (forget the fact that I’ve helped people build and market networks and have several properties in development now- i’m a hypocrite yes - which furthers my point)

Where did all the people go? You go outside and there’s less people around then there used to be and I’m not talking 20 years ago, I’m talking 4 years ago. Give me my people back!

And the result of depression: booze, smokes and drugs! And the cycle gets worse because people don’t get treated for being internet addicts though they should.

My recommendation is do what I did, I threw away my smart phones (and i was a very early adopter - remember the treos that were grey with a see through plastic cover - I had those) and get an internet free shitty durable phone with no IM, no video camera, no net, no box scores, no email and no smart features and get yourself a pocket sized yellow pad. Remember those? They sell them at staples and relax and see people.

Now I should take my own advice, and get the hell out of here…

Serial Entreprenuer = ADD = Post Traumatic Stress

Yes and no. Usually yes. However there are levels of ADD. There is ADD people that can’t function and others that can. Some take meds, others drugs, others booze, broads or baseball… everyone needs an outlet…what you need to watch out for is a serial entreprneur that is burnt out - that is usually someone who has usually successful and burnt his own house down so to speak. He then typically will try to start a million things at once (i’ve been guilty of this) and will fail at all of them because he won’t have the balls left in him to operate, he’ll just do a lot of things half ass - now they may all be good ideas and great work - but he’s just not ready for the commitment.

A serial entrepreneur that just recently had a blowup at his own expense is like someone who just broke up with his wife, not because he cheated but because he spends his life at the office and his would have PREFERRED that he was cheating, at least he’d be home sometimes. The dozens of half ass startups are like the bimbos you date for quick flings after a breakup…nothing that will last, a little pleasure and then you cry.

So what to do?

Stay away for a bit, let them cool down, usually takes about a year. The guy has fucking post-traumatic stress disorder, he was just shot in battle because he didn’t look before crossing the street. Give him a break and sometime and don’t write him off. He’ll be back and probably be more successful then you. He just needs time.