Tuesday, March 3, 2009

What to do if your startup is about fail?

You can contact the author at http://twitter.com/jasoncalacanis

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A lot of CEOs with less than 12 months of capital left have been 

asking me for advice about what to do, given the massive economic 
turmoil we're facing. I thought I would take the time put these 
various conversations into one email to help those who are "up against 
it," as we say in Brooklyn. 

Now, sprinting to the startup precipice is one of the most horrible 
and exhilarating experiences you can have as an entrepreneur. 

The exhaustion sinks in as you slam on the brakes. You dig in your 
heels and watch the dirt and pebbles fly off the cliff as your left 
foot dangles down in the ravine, with your right foot desperately 
trying to save you. Your momentum could--if the wind kicks in--send 
you straight down to your death. Heck, even the two inches of earth 
under your right foot could give way and send you to your death.  Or, 
you could slip and fall on a magic carpet that will take you to the 
Promised Land. 

OK, that last part is made up. You're probably screwed and you know it. 

This email is intended for startup companies with less than 12 months 
of cash in the bank, who know in their hearts that their VCs have lost 
faith, and that Google, Yahoo or Microsoft aren't going to pick them 
up on a magic M&A carpet ride. 

This is the email I'd like you to forward to your friends who are 
running startups that could go under in 2009. 

Some background 
------------------------- 
I've been to the precipice and faced the fall a couple of times. I've 
learned a couple of things from the experience. I can tell you that 
the first time it happens, you're terrified, because everything you've 
done--all the effort and dreams--will probably be lost (like tears in 
the rain). 

The second time it happens, you're deeply concerned, but know it ain't 
over until you're splattered on the boulders below. 

The third time it happens, you smile and say "let's get it on!" 

You see, there are two types of entrepreneurs in this world: real ones 
and the folks who play entrepreneurs for some portion of their lives. 
>From a distance, most folks can't tell who's who. In up times, when 
the market is flush with cheap money and unexplained exits (Bebo, 
anyone?), everyone looks brilliant. 

It's only when the tide goes out that you know who's naked. (Who said 
that? I hear it on CNBC every other week now). 

The differences between the two types of entrepreneurs become clear 
when the fan and the manure meet. The faux entrepreneurs run for cover 
rather than dealing with the storm. They go back to their plush, 
somewhat mindless jobs as VPs at mega-companies, while the real 
entrepreneurs suit up and clean up the mess. 

We're going to find out who the real entrepreneurs are in 2009 because 
they are going to spend another 12 months, on top of the last six, 
cleaning up the mess. It will be two years of total pain, so before we 
go any further you gotta make the decision if you're in or you're out. 

In or out? 
------------------------- 
Here is a really easy way to figure out if you can deal with the mess 
in front of you. How many of the following can you deal with: 

1. Laying off half your staff. 
2. Laying off half your staff again three months later. 
3. Spending 20 hours a week on the phone being yelled at and 
threatened while trying to renegotiate a dozen contracts--like your 
T1, phone system, rent, equipment leases, etc. 
4. Having an investor scream at you and tell you that they will ruin 
you, your career and that "you'll never raise money again, you mother 
f-er." 
5. Laying off half your staff for a third time. 
6. Getting served a half-dozen lawsuits, courtesy of the folks who you 
tried to renegotiate with in point number three who wouldn't deal. 
7. Having one of the people you're renegotiating with come to your 
office every week and ask for their check in person. 
8. Having the same media outlet that once claimed you were the next 
Barry Diller write that you're a fraud. 
9. Not getting a good night's sleep for six months. 
10. Having dozens of paying clients default on their bills. 
11. Having staffers who you really need to double down and focus walk 
out the door after you helped make their careers. 
12. Have the people who begged you for a meeting at the peak not even 
return your emails or phone calls. 

If you can't deal with these 12 situations, then you're out. It's time 
to refresh your resume, tell your board you resign, sublet your place 
and go to Thailand. Go sit on the beach and lick your wounds for $40 a 
day (all-in) like the fauxtrepreneur you are. You suck. I hate you. 
You're smart enough to cut your loses in a way I could never 
understand. 

If you think you can handle most of the horror above, well, then you're in. 

How do I know this? 

Those 12 things--and more--happened to me for over a year when Silicon 
Alley Reporter, my first business, got whipsawed by the dotcom bust. 
We went from $11.6m in revenue one year to $600k the next. From 70 
full-time people to 12. From a 20,000 square foot office to subletting 
ten desks at a PR firm. 

Personally, I went from being on top of the world, with appearances on 
Charlie Rose, 60 Minutes, CNN, and Fox News, to being savaged in the 
press as a fraud who got lucky and who no one would ever hear from 
again. 

My office used to get 100-200 phone calls a day and I had two 
assistants.  Six months later, I answered my own phone--on the rare 
occasions it would ring. When it did, it was either my mom calling to 
check in on me or a vendor calling to yell at me. 

It was the worst year of my life, but it made me who I am today. I've 
never talked about the tailspin that my business went into, and how I 
barely managed to land the plane, but I get the sense that there are a 
lot of twenty-somethings about to experience the same thing, and 
perhaps my lessons could help. 

I'm not going to tell the story. (That would take 80,000 words, a hard 
cover and the right publisher), but I'm gonna share some of the 
lessons. 

Let's get to work. 

The Good News 
------------------------- 
If you're a real entrepreneur, you're still reading. If you're a faux 
entrepreneur, you're writing your resignation letter, considering 
which beach to surf and how long to grow your beard. God bless you 
fauxtrepreneurs, because you're gonna have a much nicer 2009 than the 
real entrepreneurs who are "up against it." 

Of course, a year from now, the real entrepreneurs will be 
battle-scarred beasts who are capable of taking big bold risks, and 
you'll still be crying about what could have been with your last 
business while attending back-to-back meetings about nothing at BigCo. 
Not that I'm judgmental of fauxtrepreneurs who create noise, distract 
investors from the real workhorses, suck at their jobs and take no 
real risk in their lives. 

No, on the contrary, I love you fauxtrepreneurs, because you create 
the foundation upon which real entrepreneurs stand. At the start of my 
career, it wasn't east to stand out, but by the time I'd done two or 
three businesses and become a fixture in the technology industry, I 
had figured it out: Longevity is a big part of credibility. I met 
Esther Dyson, Fred Wilson, John Brockman, Jerry Colonna, Mark Cuban, 
Ted Leonsis, Seth Godin and countless other luminaries between 1994 
and 1997. 

Well, it's a dozen years later and they still take my calls and 
respond to my emails. 

Longevity is credibility. 

Oh yeah, I almost forgot the good news: People's reputations are made 
in the bad times more than the good times. 

Even if you're 100% sure your company is going to crash in the next 
six months, you'll learn more from staying on board than you will from 
running. You'll also earn the respect of your peers and you'll learn 
exactly how people break down and lose their cool. You'll see how 
certain VCs screw entrepreneurs, you'll see entrepreneurs screw VCS 
and you'll watch the lawyers and landlords collect their vig the 
entire time. 

Most of all, you'll realize who you are and who your real friends are. 

So what's the sitch? 
------------------------- 
You need to figure out your runway immediately. This is really easy to 
calculate: you look at how much cash you burn every month and divide 
that into how much cash you have in the bank. Your accountant can do 
this for you or you can simply look at your P&L and bank statement. 

Once you know how many months you've got left, you've got to do the 
hard work of trying to extend it by at least 1/4. This means cutting 
staff, negotiating with your landlord and cutting any and all 
recurring bills. You then need to look at your revenue streams and 
figure out if you can double them. In most cases, if you do these two 
simple things, you will have increased your runway by 50-100%. If you 
double your runway, your chances of figuring out what your business 
actually is will go up exponentially. 

You also need to do a monthly P&L review with your management team. 
Look at every single recurring cost you have and figure out how to cut 
it. In an up market, this level of obsessiveness is often wasteful, 
because you're in a race to take market-share. In the case of MySpace 
vs. Friendster vs. Facebook all having unlimited funds for a period of 
time, this makes total sense. Why worry about $100,000 in server costs 
if you're racing to see who gets bought for a billion dollars first? 
However, this is not that time. You have to change your style. There 
are times to hit the gas and there are times to conserve your gas. 

Look at it this way: Getting the most market-share and running out of 
cash is the equivalent of getting to the moon first without the 
ability to get back to Earth. Congratulations, you won the race... and 
now you're dead! 

My primary business right now, Mahalo.com, is lucky to have raise a 
large amount of capital and is going to fairly easily make it to 
profitability based on our growth curve, runway, modest spend and 
significant traffic (we're at 5.6m unique visitors over the last 30 
days). 

We couldn't be in a stronger position. 

However, even we recently did a deep review at Mahalo and were able to 
cut 30% of our costs in under 60 days. The company is still growing 
just as fast, and in fact we're actually more efficient. There is 
something strange about that: 25-person companies seem to get more 
done than 40-person companies in my experience (other CEOs have told 
me the same thing). 

Perhaps it's because after you trim down you have the most efficient 
folks left, or maybe we're all more focused because we don't have to 
communicate what's going on to as many people? Does anyone know if 
there is any research on optimal team size for startups? I'd be 
interested to hear what the studies say. Anyway, we made the hard 
decisions and that extended our runway by a year. That means Mahalo 
will be here in 2013 if we make every single wrong decision and we're 
asleep at the wheel. Of course, we're focused like lasers on getting 
to profitability and developing a really helpful service. If we can't 
figure this business out by 2013 or 2014 then, well, either we really 
suck or there is no solution to combining search and knowledge 
exchange (of course we know search and knowledge exchanges can and 
have worked--so we're bullish). 

Also, when your company goes through this kind of economic boot camp, 
I think you get stronger. You understand which parts of your business 
are working the best and which ones are, well, not working at all. We 
had one area of our business that was two percent of our spending 
making 30% of our revenue. You figure these things out when you start 
cutting. It's a sick and sad process to be sure, but Darwin is your 
friend at a startup. 

Put your VCs to the test 
------------------------- 
If you're running out of money, you've got three choices: cut costs, 
make money or raise capital. We're going to get into cutting costs and 
making money below in a minute, but I'm a big fan of testing your 
investors. When the market is crushed, most VCs get realistic, greedy 
or paralyzed. You've got to figure out where you stand with your 
current investors as quickly as possible, and the quickest way to do 
that is to ask them for more money. 

Let's say you're burning $200k a month and you have a million dollars 
in the bank. Go to your VCs and say something like the following: 

"John, we're going to run out of cash in five months. I've developed a 
cost-cutting and revenue-generating plan that I believe will extend 
our runway to 10 months. I'd like to present it to you and your 
partners tomorrow for a half-hour with the goal of doing an 'A+ round' 
of one million dollars. I truly believe in this business and I'm 
willing to do a flat-round, bust my ass for the next two years and 
come out of this recession on top." 

Now your VC is probably going to start asking questions--as they 
should. They may try and push off the discussion of the "A+ round." 
Your job is to stand firm and say something to the effect of: 

"Well, we're both vested in this business and I'd like to take the 
time to present to you guys this week and get a response from you 
either way within five days. I know it's a compressed time frame, but 
we're living in extraordinary times, and if you guys don't believe in 
the business the way I do, I can accept that and make other 
arrangements." 

At that point, you say nothing. Silence is the greatest negotiating 
tactic ever created--use it. Your VC right now will be thinking the 
following: 

a) "This guy/gal's a real killer and I wish all my CEOs were this 
focused. At the very least, I should hear them out." 
b) "This guy/gal has another opportunity, so I'm gonna have to deal 
with this train wreck myself--that will suck." 
c) "This business is a dog and I shouldn't have invested in it. Since 
they're asking for the truth, I might as well give it to them." 
d) "I'm an idiot and I can't make decisions. Let me push this out a 
couple of weeks and make this person's life hell while I 
procrastinate." 

That last part is not what the person would actually say, but that's 
basically the translation of "let me think about it." 

Now, in cases a, b, and c you're in good shape. You're gonna either 
get your meeting and money or you're gonna get told you're not getting 
any more funding. Situation D is what you don't want. If you're 
running out of provisions in the middle of the Atlantic, your best bet 
is to go either East or West--not in a circle. 

VCs and investors will sometimes send entrepreneurs in circles, either 
inadvertently or as leverage. Sometimes VCs are juggling a lot of 
balls and can't focus. Sometimes they're inexperienced and/or they 
have issues that don't concern your business, like their limited 
partners, their partners or their divorce settlements. Sometimes 
they're cutthroat and know that, when you're down to your last two or 
three payrolls, they can extract a 2-3x liquidation preference out of 
you. 

It's your job to force the issue now--don't wait. 

Heck, even if you have a year's worth of runway, you should probably 
do this kind of thing so your VCs know you're the real deal and so you 
know where you stand with them. 

Put your staff to the test 
------------------------- 
If you're down to six months of cash, you're gonna have to cut the 
bottom 1/3rd of your staff, if not half. This sucks, but there is no 
choice. You're gonna also have to cut salaries. So, here are some 
suggestions on how to do this: 

1. Get rid of the non-core staff. Look in places like PR, marketing, 
and admin to cut. See if you can put some of these folks on part-time. 

2. Look at the salaries of your current staff vs. market and look for 
ways to cut the high-priced ones who you can get cheaper at the 
current market. I know this sounds cutthroat, but remember, this is 
advice for folks going out of business in six months. Another way to 
run this test is to ask yourself "Would I hire this person for this 
amount today?" 

3. Go to each member of the team who is over-paid by today's market 
rate and tell them that you're probably going to be cutting their 
salary and that you're increasing their options. Ask them how they 
feel about it. Some people can take a pay cut, others can't--you don't 
know until you ask. 

I'm really against cutting people's pay above cutting position because 
you want the people remaining in your organization to be happy. Of 
course, sometimes that's just not realistic. Many CEOs overpay in a 
hot market because they feel they have to, and those folks are the 
ones who really need to take this hard action now. 

Put your landlord to the test 
------------------------- 
Call your landlord and ask them to get a cup of coffee. Do this in 
person. Let them know that it's 50-50 you're going out of business and 
that you need their help in the form of four months free rent, 
starting today, the ability to sublet some space (if you don't have 
that right already) and to keep the rent at the same rate you already 
have. Tell them you feel horrible about this, and you wouldn't ask 
them to do this if it wasn't urgent, but you didn't want to drop the 
bomb on them five months from now when there were no more options. 

Remember, silence is your friend. Tell your story and see what they 
say. I did this at one point and not only got free rent, I got 50% of 
our letter of credit freed up. It was a win-win. Trust me, your 
landlord is probably facing a LOT of fallout right now... better to 
get half than nothing. 

Put your vendors to the test 
------------------------- 
Since you've probably got webhosting, CDNs, equipment leases, and 
other recurring charges on your credit cards, cancel those cards 
immediately. Call up each vendor and tell them you need six months 
free while you figure out your status, and if they can't do it, ask 
for suggestions. Then call each of their competitors and let them know 
that you are willing to switch over for the first six months free.  If 
you get one of four vendors to do this you just saved 25%--I bet you 
can get two or three. 

Vendors would rather eat some profits for six months than lose your 
business. If they can't support you in your time of need, then you 
should find someone who will. There is a LOT of competition out there 
and you can negotiate harder than you probably think you can. Tell 
vendors you're willing to switch if they give you six months free and 
see what they say. We've had folks offer us a *year* of free service 
to switch (of course, that's an exception, not the rule). 

Put yourself to the test 
------------------------- 
If you're going to ask so much of your staff, investors and vendors, 
you obviously have to take a hit yourself. Go to your VCs and ask them 
to participate in the next round--the A+ round. Tell them you know 
it's not a lot but you want to put in $5 or $10k in the round as a 
show of support. This will result in them saying it's not necessary. 
After that, tell them you'll sell your car and take a bike to work and 
put $20k into the business if you can get that for your car. Make sure 
your staff doesn't take a bigger cut than you do in salary if you're 
doing salary cuts. 

Even if it's just ceremonial, it means a lot to make cuts. I've 
stopped traveling as much to conferences even though they cost me 
little to nothing (normally people pay me to speak or at least pay for 
my travel). Of course, don't cut traveling if you're going to 
conferences where you might find clients or investors (which is why I 
travel half the time!) 

Put your product to the test 
------------------------- 
As Mark Cuban told me over and over again, "Sales solves everything." 
If you can't sell your product, it's not a product--it's a hobby. Take 
your consumer service and sell it as a software package to someone. Go 
on the sales calls yourself. During the final year of Silicon Alley 
Reporter I made cold calls and set up lunches to sell folks on our new 
product, Venture Reporter (the rebranded Silicon Alley Reporter). It 
works. When people see the CEO making sales calls, they respect the 
company and take it seriously. When the VCs and staffers see you doing 
this, they get inspired. 

Put a whiteboard up and count any stat you can: sales calls made, 
meetings scheduled, contracts sent and sales closed. Give your team 
something to think about other than just the bottom line, because you 
might have to celebrate the little victories before getting the check 
in the door. Celebrate getting the meeting. Celebrate sending a pitch 
out. 

What to do if it's over 
------------------------- 
If you're going to hit the wall, you should do so with three or four 
months of capital left in the bank. You should cut down to your core 
staff and tell them "we have 120 days of cash left and we're going to 
try to land the plane safely. If you want to leave at any point during 
the 120 days you'll get the reference of a lifetime from me. If you 
help us land the plane safely I think we'll all be better off because 
of it." 

Then make a plan to do one of the following: 

a) sell the business 
b) close the business 
c) sell the assets of the business 

There's a little bit of overlap up there, since sometimes you close 
the business and sell the assets, or you sell the assets and leave a 
shell behind. The point is, don't wait until you have a month left. Do 
it when you have 120 days left. If you signal to everyone it's over, 
you'll have done the honorable thing for your employees, by giving 
them the maximum time to have a safe landing, and for your investors, 
by allowing them to roll the business or its assets into another 
company. 

The worst thing to do is to delay this process. I've gotten down to 
this point exactly, but when I was at break-even at my first business, 
we looked for a buyer, because I didn't think we had much chance of 
making it on our own in the 2001-2002 market. I could have been wrong 
about that in retrospect, but either way, I'm glad I got out because 
it set me up for Weblogs, Inc. 

And that is the final lesson: when one door closes, three more open 
up. When you shut down your business properly, you will have a clean 
slate and renewed energy to take on your next project. You might even 
get the investors to give you the company with the 90 days worth of 
capital left to start your next project with a recapitalized 
structure. 

Remember that there is no shame in failure but there are honorable and 
dishonorable failures. If you're going to lose the game, remember that 
it's just that: a game. There will be another and another and another 
yet to play. Don't lose your cool and don't get depressed. Just get 
yourself back up, dust yourself off and get back in the game. The 
precursor to success is almost always failure. 

You can contact the author at http://twitter.com/jasoncalacanis

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