How not to Pitch To Y Combinator

I've gotten a few emails over the past couple of days, people worried I was disappointed or discouraged about the outcome of the Y Combinator thing. Disappointed? A little. Discouraged? Not in the least. Why this is just the first in a long string of rejections I have planned.

Anyway I was just contemplating how damn funny it was me trying to explain this thing to Paul Graham and company.

Picture this, four people that knew nothing about CouchDb ahead of time ("oh? it's database software?"), and my pitch is about as slick and polished as a Ford Pinto and I've got only 15 minutes to not only explain it, but to sell them as investors.

I was probably a textbook case of what not to do. Really, when I think about it it's hysterically funny shit.

I first tried to write this advice as though you were really trying to mess up the interview, but that was confusing in a very "Don't do what Donny-Don't does…" way. So instead this is conventional advice you should actually try to follow.

Don't Assume They Read Up Ahead of Time

I figured because I was accepted for interview, they must have read up on my project and done research. A few seconds into the interview it became apparent that wasn't the case.

Just because you are accepted to interview, do not make the assumption they know anything at all about your idea. All the stuff you put online, they didn't look at it, or if they did they didn't remember it. The amount of time they allot for you to pitch is really all the consideration you're going to get, if you didn't explain it then don't expect they will figure it out.

Here's the deal, they do one round of funding every six months. Apparently they do all the interviews to fill a fixed number funding slots on a single day. I don't know how many interviews they did that day, but Paul mentioned something about thirty more rejection calls he had to make. It could be they interviewed 30+ groups on a single day, it could be he was calling each person involved in the groups or it could be hyperbole that he had a lot of phone calls.

But regardless, they can't spend a bunch of additional brainpower on your pitch. Think about it. In addition to evaluating a ton of pitches in a single day, they are also doing all the other stuff involved with their currently funded startups. Even if they did read up ahead of time, they probably forgot almost everything by the time you pitch to them.

This is what you must keep in mind when presenting, because more than other investors you are really going to have to work hard to sell your project if it's difficult to explain. They simply won't have the time to figure it out it on their own.

Be Prepared to Be Derailed

I was trying to show them a demo, and they kept asking me questions and I kept getting sidetracked and I think I barely showed them anything.

Practice your demos for live people and have them to ask you questions as you go. Figure out how to keep the focus on the demo.

And of course expect them to ask the wrong questions. And not the right-wrong you questions you think they'll ask, but wrong-wrong stuff that can't imagine why they asked it.

Be a Jobs

Don't be like me. Have a slick polished presentation. Give this presentation to as many people as you can. Note the questions they ask, note what confuses them. Practice practice practice practice. Don't just wing it!

Paul Graham says I'm a Woz. No excuses, if I'd have just spent some serious time on presentation and worked real hard on it, I to could be a Jobs. So could a lot of people with the right amount of effort.

And that's not really the point, what they need to know that you can communicate this stuff. Even if your idea is one they really "get", they are also evaluating you on your ability to push the project forward with your communication skills. They'll only give you so much leeway, because they are far from the last people you'll need to sell your project to.

It's a Flawed Process. Tough Shit Fella

I've gotten a few emails from other rejected applicants, some seemed pretty upset with how the process works. That's understandable. The problem is not that the interview process they set up is bad. It's not. It's flawed. But it might also be brilliant.

VC funding is a numbers game. They recognize that and are trying to come up with a better system. And for certain types of ventures they may have found it.

That may not help you in your exact case. Tough shit, if this was your only option for funding, you really shouldn't be trying to launch a venture. The truth is, they were quite generous and kind to deal with in this process. Way better than you'll get just about anywhere else. Really.

If they pass on your project, just take it as an opportunity to learn as much as you can from the experience and polish your act for the next investors. I definitely got the impression the rejections are hard for Paul too. So if rejected try to thank him, he's actually out there trying new ways of getting funding to deserving people. He might be a rich internet mogul but I don't think he's a greedy one.

Posted November 9, 2006 5:41 PM

Comments

Want to see really polished technical presentation? Try Edward Tufte. The New York Times called him the Leonardo da Vinci of data.

http://www.edwardtufte.com/tufte/courses

Of course, he's doing a full day course and doesn't get interrupted until he wants to be.

Bruce Perry, November 10, 2006 12:23 AM

Thanks for the insight. And congrats for making it to a Yinterview.
My free advice is worth less than most, but your last line bothered me. Have you re-asked yourself the MetaQuestion: i.e., why are you getting venture capital funding? If Paul is not greedy, he certainly is the last person you meet in your VC search who isn't. In the same way I want people who write my database to be passionate about doing a great job writing databases, the people who give their money to VCs want VCs who are passionate about maximizing the [long-term, ethical :-)] return on that money. Which to an outside observer looks like greed.

I had a friend who talked about successful ventures taking a team with the right skills and complementary skills. So you could find your Jobs - someone who might be indifferent to the technology but who is driven to make the company successful. Or you could dramtically delay the process of writing software ( there is no reason why the time/effort on the positioning, let alone selling to VCs, then negotiating/legal, then financial, then "communicating" with the VCs could not take up much more time than writing software. ) If against all odds, you could fundimentally change your personality, then you get the money to build the company that will satisfy the VCs. But would you want to work in that company??? ( Cringley's Accidential Empires had a section on VCs which you may wish to read. Using Amazon's search inside for "venture" page 179 talks about the inherent conflict between the VC and the entrepenure.)

Regardless, I am sure you will be successful and congratulations again for how far you have already come.

lee davis, November 10, 2006 2:55 AM

I have been reading this blog for a few months now, and still do not understand how CouchDb is different than the Notes Data Store (NSF) i.e. a document centric data store, and an API to interact with that data store. Not a bad thing, but a VC probably wants to know what is the market? What problem does it solve? Who are the customers? How will you make money? What are your projected sales for the next 12 months? How fast will you grow? How much money will you make?

William, November 10, 2006 3:46 AM

Hey, i've seen you do presentations at Lotusphere. You can be a Jobs!

Nils, November 10, 2006 4:53 AM

Fuck a bunch of Y-Cominator.

Ronnie, November 10, 2006 9:23 AM

You certainly have the right attitude. I too think Paul is one of the good guys, but in your case may he be kicking himself a few years down the road.

Matt C, November 11, 2006 8:58 PM

The way to pitch to Y Combinator: before the interview.

I heard a rumor that the Reddit guys met Paul Graham for coffee before the interview so they had plenty of time to explain their product.

Kevin Fischer, November 17, 2006 12:31 AM

I had the pleasure of doing a couple of Venture Capital pitches for my company recently. I did these mainly as a means to learn to refine the company message (if possible one should avoid taking VC money altogether, IMHO). The one thing that boggled my mind is this: if you have a business model that depends on you identifying high risk high reward companies, then how can you as an investor not take the time to understand in depth what the idea is all about? Strange, but that seems to be the normal operating model in a lot of venture companies. Especially since they have a pyramid organization with the higher level people spending less than 2 minutes trying to understand any specific idea/business.

Vijay Chakravarthy, November 26, 2006 3:05 PM

I wish more entrepreneurs had the humility to share their mistakes. This is a very valuable post as we consider seeking funding.

Chad Garlow, December 4, 2006 2:29 PM

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