I donāt really have many VC horror stories.
The worst ones are just meetings where there isnāt much interest. Everyone is still polite, but you can feel itās not going anywhere. With my first company, I pitched a lot of VCs and got a lot of polite rejections.
With Linear, I approached fundraising differently. I tried to always be in a position where I didnāt need funding.
I also didnāt do pitch meetings unless there was real mutual interest. I would take casual meetings, but tried to avoid pitch meetings, until I thought the timing was right, I was in the process, and I was interested and I could see the VC interested too.
Early on, we raised a small amount from angels. We didnāt want to commit to a VC at the very beginning, and with three co-founders we knew we could build the first version without much money.
After we announced the company, investor interest started to pick up. I told most VCs no and said I was focused on building the product.
Then Sequoia reached out. I took a coffee meeting with one of the partners because, well, it was Sequoia.
The partner later pushed me to come in and āmeet more people.ā I assumed this might turn into more of a pitch meeting, so I came prepared with slides and some thinking. I was willing to do it, again because it was Sequoia.
Before committing to the meeting, I told them clearly that I wasnāt raising and didnāt want to waste their time. They still wanted me to come in.
After the pitch, someone asked how much we were raising, since it wasnāt in the deck.
I said what I had already told them: Iām not raising.
They asked, āWell, if you were raising, what would you raise?ā
I said I hadnāt really thought about it, and we wrapped the meeting.
They didnāt invest in that moment, but a few weeks later, once we actually decided to raise, they fought against other term sheets and led our seed round.
About a year later, Linear became breakeven/profitable. Every round since has been more focused. Iāve mostly met casually with VCs, usually engaging with 3ā5 firms per round, and only doing a pitch if I thought they were good and they really wanted it. Iāve still gotten plenty of passes too.
Each round has taken about 2-3 weeks, because I've built the relationships, then just completed the show, and closed within couple of weeks.
With every round, Iāve also given VCs some homework. I send them a memo and questions about the business, ask them to write answers, and then we discuss them live.
For our Series B, several people from Accel flew to where I live, booked a hotel space, and came with binders of research about our company. It wasnāt a formal pitch meeting. It was a discussion.
I share this because for every VC horror story, there are also stories where investors really go the extra mile.
There are many cases where the VC builds the case, defends and believes in the founder, and does everything they can to make the investment happen, even when the rest of the partnership isnāt fully there yet.
Iāve only raised in 2012 and from 2019 onward, so I do believe there were times when VCs had more power and could abuse it more. YC, in some ways, helped put a stop to that.
But my guess is that VCs more often do something extraordinary than treat someone badly. You just donāt hear about those extraordinary experiences as much.
Iāve seen VCs fly anywhere in the world on a momentās notice to try to convince a founder. Iāve been called many times to help sell a founder on a firm. VCs will do everything, call in every favor, to impress the founder.
And I donāt envy the job. It seems grueling. You have to pass on a lot of people who are obviously passionate about their business, and people take it personally. At the same time, you have to work incredibly hard to get into the best deals.
I was once pitching in a board room at a top 3 VC firm for a $15M Series A.
12 people in the meeting. One of the GPs fully fell asleep. Out cold for 30 minutes. Nobody acknowledged it. Everyone just kept going.
I kept presenting my Series A slides to an unconscious man in a Herman Miller chair and somehow that was considered normal. That's venture capital.
You might fly across the country to perform for people who may or may not be conscious.
It's a dance.
And sometimes you lead and sometimes you follow and sometimes your partner is unconscious.
If you're raising right now, just know: every founder has a story like this. The process is weird. The power dynamic is weird. You're not crazy for thinking it's weird.
No one talks about it because they want to continue raising. But I'm happy to stick my neck out there.
It is weird.