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Stop Waiting For The Magical Startup Fairy

Posted by Dharmesh Shah on Mon, Apr 21, 2008

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I've been in the startup business for a while and it still amazes me how many founders (including me at various points in my life) have completely irrational views on how life at a startup is going to be. 

As it turns out, lots of success requires a sprinkling of luck to work, but counting on this luck to come up at the magical times is foolish.  So, stay up late at night working on the business and improving the product for customers -- not what deciding what you're going to wear to the startup ball when the magical startup fairy comes tapping at your window.  In other words, quit running advanced spreadsheet models on how your revenues are going to grow if you can get only 1 out of 4 users to tell their friends.  (See #1 below).

Founders:  Stop Hoping for Magic and Start Working

1.  Somebody's product is going to "go viral" this year.  Someone is also going to win the lottery.  Just not you.  Don't count on virality, but add some simple elements to your product that make them easy to spread.  This will increase the probability that your product will go viral to something slightly above zero (instead of zero).

2.  Venture capitalists are not swash-buckling risk-takers that are going to fall in love with your startup at first sight -- and write you a check.  Unnecessarily daring people do not become VCs -- the industry filters most of those out.   Work at not needing the money.  If you could use the money, get multiple VCs interested. 

3.  Smart people are not going to be lining up to work for your startup, without salary, just for the sheer thrill of "the startup life" and an ability to be associated with the brilliance that is your idea.  Be reasonable about it.  Expecting team members to take some risk for some time is fine.  But, that's not a great strategy to recruit a great team.

4.  Big company executives are not going to be inviting you into their wood-panelled offices with old leather chairs offering you increasingly lucrative partnership deals just because of "synergies" they might have with you.  Big companies have teams dedicated to keep an eye on startups like yours.  Just because they spend time with you doesn't mean you're getting a deal anytime soon.  Just because you get a deal, doesn't mean it's a good one.

5.  Google, Microsoft and others are not going to be falling all over themselves trying to acquire your company.  Acquisitions are great when you can get them.  But, they're usually complicated and take time.  Get great counsel.

Now, here's the good news.  If I happen to be wrong about any of the above ones and you do indeed get lucky on one of these things, the chances that you're going to get lucky on others goes up.  So, keep crankin'.  The magical startup fair may never show up, but you're better off not waiting for her anyways.



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Pithy Insights On The Business of Software

Posted by Dharmesh Shah on Thu, Apr 17, 2008

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I've been invited to speak at the upcoming Business of Software conference in Boston (my home town!) on September 8, 2008.

As such, I've been thinking a bit about the business of software.  I do this regularly because my day job (and most of my night job) is running a software business in the area of internet marketing

more info:  Business of Software Conference

There are a ton of great speakers scheduled for the conference -- and then there's me.  Other folks that will be there include Joel Spolsky (who is sponsoring the conference), Seth Godin, Eric Sink, Steve Johnson, Richard Stallman, Paul Kenny, Jessica Livingston and Jason Fried.  It promises to be a great conference and I'll do what I can to not bring down the average quality too much.

If you're planning on making it to Boston for the conference, please reach out. 

Meanwhile, here are somewhat pithy thoughts on the business of software.

Pithy Insights on The Business Of Software

1.  Software businesses are not a low-cost play.  You're probably better off producing great software somewhat expensively than producing average software somewhat cheaply. 

2.  Great software is produced by great people.  Mediocre people don't ever accidentally produce great software that makes millions of dollars.

3.  Programmers have not been, and never will be, commodities.  If you think this way, I'd quit now.

4.  Pricing software is hard.  More people charge too little than charge too much.

5.  If you're charging really small price-points, consider going to a freemium model (some version for free, the upgrade is paid for).  The free version is a great way to get some distribution and customers.

6.  Just because people should buy your software doesn't mean they will. 

7.  One of the trickiest parts about a software business is figuring out the right level of services to sell.  If the answer seems blindingly clear, you're not thinking about it hard enough.

8.  It's getting harder and harder to make money on pure software innovation (i.e. lines of code and the product itself).  Increasingly, business innovation is what companies are using to drive differentiation and better margins.

9.  It's a great time for software startups.  Capital costs are very low (infrastructure, systems software are getting cheaper every day).  And, distribution is actually possible with some creative marketing on the internet.  Tiny companies have a shot at reaching big markets.

10.  There are still people that believe massive spec documents and months of planning will produce working software that users are going to be delighted with.  I feel sorry for these people.  Think agile, folks!

11.  Make sure you're deciding correctly between a horizontal offering and a vertical offering.  Horizontal offerings are tempting because of their potential scale -- but they're much harder to execute. 

12.  Programmers often like to build platforms, not applications.  But, building a business around a platform takes lots of good strategic thinking (and often a fair amount of capital and/or luck). 

That's all I have for now.  More on this particular topic in a later article.  I'm on vacation today, so didn't have enough time to really dig in.



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Bidding On A Twitter Account: Insanity or Efficient Market?

Posted by Dharmesh Shah on Mon, Apr 14, 2008

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It's been a mildly interesting weekend.

One of the interesting things that happened was a TechCrunch article that described Andrew Baron selling his Twitter account

It was the weekend, and I was looking for some quick amusement value, so I jumped into the auction on eBay.  Things got really interesting from there.

There's been a lot of discussion on the TC article and on Twitter itself about how crazy/wrong/idiotic this whole thing is.  Amidst all the noise, a few good points have been made.

Since I'm currently the high bidder, I figured I'd share my two cents as to why I'm bidding on a Twitter account at all (I'm not even that big of a Twitter user yet). 

If you're an OnStartups reader and like Twitter, you can follow @OnStartups.

Thoughts On Bidding For A Twitter Account

1.  I think of this as being a "digital asset" -- akin to a blog.  Like a blog, a Twitter account has a "readership/following".  Just like a blog can be a person/business/hobby/whatever, so can a Twitter account.  Based on this, I don't see anything inherently wrong with someone selling (or buying) a Twitter account.

2.  Twitter allows you to change the name of an account after it's been created.  So, I could change the account to www.twitter.com/technogeeks if I wanted (which right now, is still available).  [Note:  That's not the name I'm planning to use, so if you want it, go for it].

3.  The account being sold had 1,400+ followers at the time it was listed and now has 1,600+ followers (presumably because of all the buzz around the sale).  That's interesting.  Much of the chatter on the account right now is about the sale.  If people were planning on leaving in droves, I'd expect it to start happening already.

4.  Twitter followers can easily "un-follow" an account.  So, although some have made the argument that this is somehow "wrong", the ease (and safety) of opting-out unfollowing makes me feel fine with it.  Contrast this to if a company sold your name as part of a big mailing list.  At least with Twitter, you don't need anyone else to get you off someone's follower list.  You want off, you're off.  It's that easy.

4.  I've been finding more and more interesting people on Twitter lately.  So, although I've been skeptical of it, there may end up being a there there.

So, the question is, what am I going to do with the account if I do actually win the auction?  I can't tell you yet -- but I do have some ideas (none of which are nefarious and require an evil laugh).  Stay tuned...



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Why I Hate PowerPoint and You Probably Do Too

Posted by Dharmesh Shah on Tue, Apr 08, 2008

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Yesterday, I had the opportunity to speak to the New Enterprises class (15.390A) at MIT and talk about startup funding. On my first PowerPoint slide, my second bullet-point was (literally): "I Hate PowerPoint".

Don't get me wrong. I think PowerPoint, the software tool, is just fine. In fact, I have a fair amount of respect for the programmers that built it. It's a powerful application. What I hate about PowerPoint (and I guess, presentation apps more generally) is what it does to me during my preparation as a speaker. For some reason, as soon as I start creating slides for a presentation, my passion slowly dies. Despite all my readings on PowerPoint best practices from the likes of Steve Jobs and Guy Kawasaki, and my best efforts to keep things simple and powerful, I invariably get reduced to this neurotic shell of my usually practical and passionate self and resort to that horror of all horrors -- the bullet point. Then, it's all down-hill from there.

For the MIT event, I had actually decided not to create a PowerPoint deck. After all, there's no rule anywhere that says you have to have slides to present at MIT. Things were just hunky-dory (the first time I've ever used that phrase in writing) until a few hours before my scheduled talk. Then, Brian Halligan (my co-founder at HubSpot) casually says: "So, let's check out your slides for the MIT talk". Curses! I tell him, "I don't have slides. I'm just going to talk." To his credit, he didn't give me a hard time about it (we've had conversations about my hatred for PowerPoint before). Then he went to lunch and I was left questioning my decision. After a little while, I thought, "ok, maybe a few slides can't hurt...will keep me organized...". I start PowerPoint. Curses!

To be fair, once I'm actually speaking, PowerPoint is not that bad and I've gotten pretty good at having it not get in the way. I spent the 10 years of my early entrepreneurial career doing a fair amount of public speaking and spent most that time avoiding PowerPoint entirely. Oh, those halcyon days...

So, back to the MIT talk. The talk itself went great and I just had gotten over my anger at PowerPoint today when I came across an article by Jeff Nolan titled "PowerPoint And The Spoken Word". I agreed whole-heartedly with the premise of the article, and loved this particular sound-bite: "The art of business communication is not forever lost, but it has quite often never been acquired largely because we have confused the medium with the message."

So, why do I hate PowerPoint? Because even though I know better, it's just too easy to get lazy, resort to bullet-points and create slides for the worst possible reason to create slides: Because you think you have to. That, and I'm really doubtful that anyone in my audience (or yours) has thought this in the first 5 seconds of a presentation: "He's got a PowerPoint deck. Yah! Woo hoo!".

If I hate the talent and resources of Steve Jobs, I'd be able to create slides just fine. But I don't (have the talent) and don't (have the resources) so I don't like to create slides.

Hate PowerPoint because you love your audience.

 



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Quick Tips and Quips On Startups On Twitter

Posted by Dharmesh Shah on Sun, Mar 30, 2008

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I've been (personally) using Twitter more frequently lately because more people I know are using it. 

Not sure how many people really care where I'm having dinner.  But, I figure there are many more people interested in startups.  So, I've kicked off a Twitter account for OnStartups.

If you are interested in getting pithy insights, quick tips and short quips On Startups on Twitter, follow OnStartups on Twitter:  

 http://twitter.com/onstartups

I'll try to keep the signal-to-noise ratio high (and post only things that are at least semi-useful and/or related to startups).



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7 Uncommon Questions I'd Ask A Startup If I Were A Venture Capitalist

Posted by Dharmesh Shah on Mon, Mar 24, 2008

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Venture capitalists have a hard job.  The good ones have to pick a small number of investments from a large pool of opportunities, often with minimal "data". 

If I were a VC, I'd  look at a lot of the things that VCs look at today and ask some of the same questions.  What's the market opportunity?  Who's on the team?  What do you think your sustainable competitive advantage is, or will be? 

In addition to some of these common questions, I'd also ask some uncommon ones.  I think it's these uncommon questions that often reveal the heart and soul of a startup.  If I were investing my own money (which I do on occasion), the answers to these uncommon questions would be as important to me as some of the common ones.

Uncommon Questions For A Startup

1.  What is the longest debate the team has had in the last 30 days?  How long did it last?  What did you decide?  How did you decide it?

Motivation: Any great startup team is going to have a set of issues/questions at any given time to which the answer is not obvious.  How a team goes about identifying the tradeoffs and getting to an answer (even if it's not the right one) is revealing.

2.  If your equity/salary was based completely on the accuracy of your projections, what would your forecast be?

Motivation:  Drawing the classic "hockey stick curve" (for users, traffic, revenue, profits, whatever) is just too easy and doesn't tell me anything.  I'd like to know what the startup really thinks it's going to do.  Yes, all forecasts are guesses, but some guesses are more practical than others. 

3.  What's the biggest surprise you've had in the business recently?

Motivation:  There should always be surprises.  Startups should be experimenting and trying new things constantly.  Especially in the early days when lessons are the cheapest.  No startup has it "all figured out" (and those that do, aren't experimenting enough).

4.  If you knew with 100% certainty that you weren't going to be able to raise (more) funding, what would you do?

Motivation:  Sure, it's good for startup teams to think about how to break beyond current limits to build phenomenal companies.  But, great entrepreneurs also work well within constraints that are unavoidable.  The mother of all constraints is a fundamental scarcity of resources -- like cash. 

5.  If you could pick only one non-financial metric to measure the success of the business, what would it be?

Motivation:  Revenues and profits are a great, fundamental way to measure a business.  But, looking at non-financial metrics can often be very revealing.  Shows what people care about.

6.  If you could fix magically fix one, specific problem with the business today what would it be?  What would the likely impact be?

Motivation:  All startups have problems.  It's interesting to know what problems a startup has and how fixing it might create another, non-linear improvement in the business. 

7.  What will you do to find and retain the best people possible for the company?  What do you

Motivation:  More than anything else, the quality of the early team will likely influence the outcome.  I'd like to know what uncommon things are going to be done to draw in the uncommon talent.

If you were a venture capitalist and investing in startups, what uncommon questions would you ask?  If you've raised capital before, what's the best question you've been asked by a VC? 

---

By the way, are you a startup fanatic?  If so, request access to the free OnStartups LinkedIn Group .  There are already over 5,500 members in the group. 



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Amusing Tidbits From Warren Buffet and The Berkshire Hathaway Annual Report

Posted by Dharmesh Shah on Mon, Mar 17, 2008

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My co-founder, Brian Halligan and I are both big fans of Warren Buffet.  Brian wrote an article a while ago on the HubSpot blog "Quick Insights From Buffet and Gates".  If you're a Buffet fan, like me, I encourage you to check it out.

Recently, I had the opportunity to skim through the Berkshire Hathaway annual report.  There were some really amusing insights in there.  It's refreshing to see even a large, successful organization like Berkshire Hathaway maintaining their personality and pragmatism in a document that for most companies is boring and watered-down.  My comments are in italics.

1.  We are also happy to buy small portions of great businesses by way of stock-market purchases.  It's better to have a part interest in the Hope Diamond than to own all of a rhinestone.

Venture Capitalists:  Are you really sure you just absolutely MUST have X% of that hot new startup?  Instead of making the investment you want, why compromise and do something else just because you can get 5-10% more?

2.  You only learn who has been swimming naked when the tide goes out.  [With relationship to the recent housing bubble]

This made me think about pre-revenue startups.  When the tide of funding goes out, and you have to start charging money, will your business model be naked?

3.  For the entire 42 years, our compounded annual gain in per-share investments was 27.1%. 

Ok, this isn't really amusing, but it is impressive.

4.  A truly great business must have an enduring "moat" that protects excellent returns on invested capital.  The dynamics of capitalism guarantee that competitors will repeatedly assault any business "castle" that is earning high returns.

I like to think of this in terms of a wall rather than a moat.  Build the wall that protects your companies interest from those that would take your profits away.  My simple strategy for building a great wall:  Step 1: Start building wall.  Step 2:  Add at least one brick to the wall every day.

5.  If a business requires a superstar to produce great results, the business itself cannot be deemed great.

Though depressing for us startup entrepreneurs that think the entire company revolves around us, it's true.  A truly great business should likely be able to run without the need for it's current founders or management team.  Of course, in the early days, this is rarely true.

6.  The worst sort of business is one that grows rapidly, requires significant capital to engender growth, and then earns little or no money.  Think airlines. 

This is very interesting.  A lot of the big infrastructure plays end up here.  You have to continually invest more and more money to get lower and lower returns.

7.  If his I.Q. was any lower, you would have to water him twice a day.

I felt guilty when I smiled at this, but had to admit it was funny.

8. From Bobby Bare's country song:  "I've never gone to bed with an ugly woman, but I've sure woke up with a few."

9.  Mitt Romney's wife Ann, when asked:  "When we were young, did you ever in your wildest dreams think I might be president?".  Response: "Honey, you weren't in my wildest dreams."

10.  Charlie and I are not big fans of resumes.  Instead, we focus on brains, passion and integrity.

If you had to solve for any three attributes when hiring, these are about as good as any.  Intelligence, Passion and Integrity.

11.  I've reluctantly discarded the notion of my continuing to manage the portfolio after my death -- abandoning my hope to give new meaning to the term "thinking outside the box."

12.  Queen from Alice in Wonderland:  "Why, sometimes I've believed as many as six impossible things before breakfast."

Hope you enjoyed these.  If you have other great Warren Buffet related quotes or insights, please leave a comment  We're always looking for more.



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Startup Tips for the Early, Early Days

Posted by Dharmesh Shah on Thu, Mar 13, 2008

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My favorite stage of a startup is the early, early days. This is when things are the most chaotic, resources are limited and the team is small enough to fit a single car.

I've been thinking about the early days of the startups I've been involved in and put together some quick (and practical) tips on these early days.

Tips For Startups:  The Early, Early Days

1.  You don't need office space:  Plenty of startups do just fine working out of a basement or spare bedroom.

2.  Don't Bargain Shop For Small Things:  Resist the temptation to find the best deal on cheap things (like computers).  It may be personally satisfying to save $50 on a printer, but you're wasting valuable time.

3.  Think Of A Good Name:  Spend at least a few hours thinking about a name for your business.  Read a couple of practical articles on the topic.  Talk to other people to test your names.  Most entrepreneurs spend too little time (as in almost none) on a company name.  A good name won't make your startup successful, and a bad one won't make it fail, but some simple guidelines help.  And, a name is hard to change later.

Reference 1 (Guy Kawasaki): The Name Game 

Reference 2 (Dharmesh Shah):  The Startup Name Game

Note:  Unsurprisingly, Guy's article is better, but I wrote mine first (did not copy his "Name Game" title).

4.  No Fancy Titles: Don't waste time coming up with fancy titles for the founders.  Simply use "founder" for your title and get back to real work. 

5.  Forget Business Plans:  Instead of laboring over your business plan, labor over your business.  If you do work intensely on your business plan, assume that you are the only person that will ever read it.  Even your mom and you spouse won't read it.  Potential investors will definitely not read it.

6.  Avoid Pontificators:  Early team members all need to do something.  Don't recruit pontificators.  Beware the pure "idea people".  You want "get things done" people.  There will always be more ideas in your startup than there are people to execute them. 

7.  Venture Funding Is Hard:  Raising venture funding is actually harder than bootstrapping -- especially if it's your first startup.  Try and figure out a way to get going without funding.  Take the hundreds of hours you'll save and go help customers solve problems.

8.  Allocate Most Time To Customer Value:  Act as if someone is paying you $1,000/hour for every hour you spend making life measurably better for your customers -- and $10/hour for everything else.  In the long-run, the ratio will be about right. 

9.  Part-Time Is Sub-Optimal (but OK):  Many people will tell you that you are unlikely to succeed with a startup if you're working on it just nights and weekends.  They're probably right.  But, better nights and weekends than waiting forever to get things kicked off.

10.  Get Started!  I have yet to meet someone that took the leap, quit their job, started a company and regretted their decision (regardless of outcome).  Most people that have great jobs over-estimate the risk of leaving them.  Great people can almost always find another job if things go really, really poorly with their startup.



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Business Lessons From Blue Man: The Why To Guide

Posted by Dharmesh Shah on Wed, Mar 12, 2008

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I recently came across an article by my friend Allison Shapira about Blue Man Group as a business. The article is based on a reading Allison did as part of her "Strategic Communications" course and looks at the business of Blue Man Group.

Here's the part that struck a chord with me:

"How did Blue Man Group manage to maintain their vision, even with 38 performers around the country? They wrote a “Why To” manual.  Not a “How To” manual, which tells you how do things, but a “Why To” manual, which tells you why to do things - it explains the vision..."

At my startup, we talk a lot about the "why to" part of the business (partly, because we're all pretty analytical and like to have debates on just about everything).  We don't call them "Why To" discussions, but probably should.

Here are some examples:

Why To Charge Monthly Subscriptions (instead of yearly contracts):  Because it breeds the right company culture. With monthly subscriptions, we have to earn our customer's business every month.  There are no "drive-by sales".  Also, the data is worth more to us than the cash right now.  We want to learn as much as we can (and right now, the lessons are cheaper).  If we charged yearly, it'd defer a lot of this learning until the customer had to decide whether to renew.

Why To Not Sell To Anyone Willing To Pay:  Because the product is not going to be equally beneficial to everyone.  Our happiness (and our profits) is going to be based on how happy our customers are in the future.  If you know a customer is unlikely to be happy in the future, don't sell them.  Make them sell you and convince you otherwise.

 Why To Resist Hiring For Resumes:  Just about the entire team at HubSpot wasn't hired for their resume.  We solve for intelligence, passion and integrity.  Why?  Because someone with 14 years of experience at a Fortune 500 company managing a $100MM budget may not know much about our customers and our market.  We'd rather bring people on that are smart and will jump in and figure things out.

How about you?  What kinds of "Why To" concepts are floating around in your startup?  Does your team often ask the "why" question?




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Why Startups Fail: Run Out Of Cash, Run Out Of Commitment

Posted by Dharmesh Shah on Thu, Feb 28, 2008

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One thing I've been pondering this weekend is figuring out why startups fail.  But, in order to figure that out, I had to first decide what constitutes failure.  The more I thought about it, the more I realized that a definitive failure is when the startup simply stops trying.  And, the only reasons to stop trying are that you run out of cash, or you run out of commitment -- or both.

Let me elaborate a bit.  Lets say your startup had an unlimited amount of cash (hypothetically).  Whenever you needed money, you'd go to the money tree, pick some more cash, and go back to your business.  If this were the case, it's likely the number of startup "failures" would be vanishingly small.  Why?  Because you haven't failed yet, you simply haven't figured out the model that works.  As long as you still had commitment, you could keep going indefinitely.  Of course, there's no such thing as unlimited cash. 

Similarly, lets say you had a day job, and your startup didn't really require any cash.  And, you were fanatically committed to your vision or idea.    In theory, you could run your startup for decades and still never really "fail".  You'd just keep going and rather than being a failure, you'd be a startup that hadn't succeeded yet.  As long as you were committed, you could just keep going.

So, with that set of abstract concepts in place, let's dig in a little deeper.

Constraints On Cash and The Paradox of Venture Funding

Given that you have a finite amount of cash, how long your startup can survive is a function of how much cash you put in (revenues + funding) and how much you take out (expenses).  You'd think that a venture-funded startup would be more likely to succeed, because it has longer to "figure it out" (i.e. more time to get to success).  But, I'm not sure that's true.  What ends up happening is that VC-funded startups tend to increase their expense-base such that their time horizon is actually pretty short (about 1.5-2 years on a Series A funding).  On the flip-side, a bootstrapped startup might not have a large influx of cash, but might actually have more time to figure things out.

As an example, my first startup was bootstrapped.  No VC funding.  We did things the old-fashioned way.  We charged people money, and spent less than we made.  We were profitable from our first year of existence (and remained that way for 9+ straight years).  We were profitable, because we had no choice.  How much we spent was always a function of how much we made.  In the long run, we didn't grow as fast as we might have otherwise, but overall we succeeded

Contrast this to a couple of venture-backed competitors of this bootstrapped startup.  They had each raised $25MM+ in venture funding.  Of course, this was in the midst of the bubble, but the lesson is still similar (it's an issue of magnitude).  These companies ran through their cash, and couldn't get funding to keep going.  They failed.

This is just one data point, and it would be silly to try and generate any conclusions from it.  But, it does generate an interesting idea:  Perhaps startups should simply be trying to give themselves enough time to figure out what will work.  And, the time available is not a function of the amount of cash raised, but the amount of cash being consumed.  Profitable startups don't consume cash -- they generate it.  Hence, they've got more time.

For the record, my current startup, HubSpot, is venture-funded.  This means I have some work to do to figure out how to get to the point of having an infinite amount of time to figure things out (otherwise known as becoming profitable).  The good news is that profitability is something we actually talk about (which you would think would be a common conversation in startups, but it's not).

In a follow-up article, I'll discuss the tradeoffs between bootstrapping and venture funding a startup.  Having seen it from both sides, I'm beginning to form an opinion (always a dangerous thing). 



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