Subject: Airbnb

Yesterday Fred Wilson published a remarkable [post](http://avc.com/2011/03/airbnb) about missing [Airbnb](http://airbnb.com). VCs miss good startups all the time, but it's extraordinarily rare for one to talk about it publicly till long afterward. So that post is further evidence what a rare bird Fred is. He's probably the nicest VC I know.

Reading Fred's post made me go back and look at the emails I exchanged with him at the time, trying to convince him to invest in Airbnb. It was quite interesting to read. You can see Fred's mind at work as he circles the deal.

Fred and the Airbnb founders have generously agreed to let me publish this email exchange (with one sentence redacted about something that's strategically important to Airbnb and not an important part of the conversation). It's an interesting illustration of an element of the startup ecosystem that few except the participants ever see: investors trying to convince one another to invest in their portfolio companies. Hundreds if not thousands of conversations of this type are happening now, but if one has ever been published, I haven't seen it. The Airbnbs themselves never even saw these emails at the time.

We do a lot of this behind the scenes stuff at YC, because we invest in such a large number of companies, and we invest so early that investors sometimes need a lot of convincing to see their merits. I don't always try as hard as this though. Fred must have found me quite annoying.

from: Paul Graham
to: Fred Wilson, AirBedAndBreakfast Founders
date: Fri, Jan 23, 2009 at 11:42 AM
subject: meet the airbeds

One of the startups from the batch that just started, AirbedAndBreakfast,
is in NYC right now meeting their users.  (NYC is their biggest
market.) I'd recommend meeting them if your schedule allows.

I'd been thinking to myself that though these guys were going to
do really well, I should introduce them to angels, because VCs would
never go for it.  But then I thought maybe I should give you more
credit.  You'll certainly like meeting them.  Be sure to ask about
how they funded themselves with breakfast cereal.

There's no reason this couldn't be as big as Ebay.  And this team
is the right one to do it.

\--pg

from: Brian Chesky
to: Paul Graham
cc: Nathan Blecharczyk, Joe Gebbia
date: Fri, Jan 23, 2009 at 11:40 AM
subject: Re: meet the airbeds

PG,

Thanks for the intro!

Brian

from: Paul Graham
to: Brian Chesky
cc: Nathan Blecharczyk, Joe Gebbia
date: Fri, Jan 23, 2009 at 12:38 PM
subject: Re: meet the airbeds

It's a longshot, at this stage, but if there was any VC who'd get
you guys, it would be Fred.  He is the least suburban-golf-playing
VC I know.

He likes to observe startups for a while before acting, so don't
be bummed if he seems ambivalent.

\--pg

from: Fred Wilson
to: Paul Graham,
date: Sun, Jan 25, 2009 at 5:28 PM
subject: Re: meet the airbeds

Thanks Paul

We are having a bit of a debate inside our partnership about the
airbed concept. We'll finish that debate tomorrow in our weekly
meeting and get back to you with our thoughts

Thanks

Fred

from: Paul Graham
to: Fred Wilson
date: Sun, Jan 25, 2009 at 10:48 PM
subject: Re: meet the airbeds

I'd recommend having the debate after meeting them instead of before.
We had big doubts about this idea, but they vanished on meeting the
guys.

from: Fred Wilson
to: Paul Graham
date: Mon, Jan 26, 2009 at 11:08 AM
subject: RE: meet the airbeds

We are still very suspect of this idea but will take a meeting as
you suggest

Thanks

fred

from: Fred Wilson
to: Paul Graham, AirBedAndBreakfast Founders
date: Mon, Jan 26, 2009 at 11:09 AM
subject: RE: meet the airbeds

Airbed team -

Are you still in NYC?

We'd like to meet if you are

Thanks

fred

from: Paul Graham
to: Fred Wilson
date: Mon, Jan 26, 2009 at