Jessica Livingston

Jessica Livingston

Jessica Livingston is an American co-founder of the seed stage venture firm Y Combinator and the author of Founders at Work.

79 Quotes

"From the beginning I was careful about only funding earnest people. Back then, I never envisioned the people we funded growing into a community of thousands of YC alumni, but I always tried to create an asshole-free culture. If I could tell someone was a conceited asshole, we didn’t fund them."
Jessica Livingston
Grow the Puzzle Around You
"Did they seem earnest? Were they determined? Were they flexible-minded?  And most importantly, what was the relationship between the cofounders like?"
Jessica Livingston
Grow the Puzzle Around You
"What YC needed was deeply technical people to understand the potential of an idea, and someone like me to understand the founders' characters and the relationship between them."
Jessica Livingston
Grow the Puzzle Around You
"One other thing Paul and I had in common was that we weren't driven by money. We were interested in startups and we wanted to help people start more of them. This was the basis for everything we did at YC. It was what allowed us to do something as weird as YC in the first place."
Jessica Livingston
Grow the Puzzle Around You
"One thing we've learned from Y Combinator is that the most successful startups tend to grow organically out of the founders' lives."
Jessica Livingston
Grow the Puzzle Around You
"if you want to start a startup, I recommend you try asking yourself what's distinctive about you. What unique combination of abilities and interests do you have?  And don't edit your answers, because as my example shows, the most unlikely ingredients could be the key to the recipe."
Jessica Livingston
Grow the Puzzle Around You
"the most successful startups do tend to be weird. They're usually such outliers that the idea sounds preposterous at first. To everyone except the founders, because the company has grown out of their experiences."
Jessica Livingston
Grow the Puzzle Around You
"1) There is no one mold for a successful founder.  Just because you might only see a certain type in the news, that doesn’t mean you need to turn yourself into that."
Jessica Livingston
Grow the Puzzle Around You
"2) Do what you’re genuinely interested in and try to play to your natural strengths. A startup is so much work that you'll give up if you're not genuinely interested in it."
Jessica Livingston
Grow the Puzzle Around You
"3) Don’t pay attention to the mainstream’s opinion of what you're doing—whether it’s your skills, your idea or whatever.  Unless they’re your users, their opinion does not matter. (Pay a lot of attention to your users' opinions though!)"
Jessica Livingston
Grow the Puzzle Around You
"4) Find a cofounder with complementary skills, but the same moral compass as you."
Jessica Livingston
Grow the Puzzle Around You
"5) Focus on making something people want. Everything follows from that. In 2005, people needed a way to get a small amount of funding easily."
Jessica Livingston
Grow the Puzzle Around You
"9) Be intrepid. There's room for lots of different kinds of people to be startup founders, but you do need a certain amount of boldness—to work on ideas that most people would consider stupid, and to keep going when you're ridiculed or ignored."
Jessica Livingston
Grow the Puzzle Around You
"You are a jigsaw puzzle piece of a certain shape. You could change your shape to fit an existing hole in the world. That was the traditional plan. But there's another way that can often be better for you and for the world: to grow a new puzzle around you."
Jessica Livingston
Grow the Puzzle Around You
"The most important thing an early-stage startup should know about marketing is rather counterintuitive: that you probably shouldn't be doing anything you'd use the term ""marketing"" to describe."
Jessica Livingston
Jessica Livingston: Why Startups Need to Focus on Sales, Not Marketing
"Sales and marketing are two ends of a continuum. At the sales end your outreach is narrow and deep"
Jessica Livingston
Jessica Livingston: Why Startups Need to Focus on Sales, Not Marketing
"At the marketing end it is broad and shallow. And for an early stage startup, narrow and deep is what you want -- not just in the way you appeal to users, but in the type of product you build."
Jessica Livingston
Jessica Livingston: Why Startups Need to Focus on Sales, Not Marketing
"Which means the kind of marketing you should be doing should be indistinguishable from sales: you should be talking to a small number of users who are seriously interested in what you're making, not a broad audience who are on the whole indifferent."
Jessica Livingston
Jessica Livingston: Why Startups Need to Focus on Sales, Not Marketing
"Successful startups start narrow and deep partly because they don't have the power to reach a big audience, so they have to choose a very interested one. But also because the product is still being defined."
Jessica Livingston
Jessica Livingston: Why Startups Need to Focus on Sales, Not Marketing
"For example, the early adopters of Airbnb were hosts and guests in New York City (Y Combinator funded Airbnb in Winter of 2009)."
Jessica Livingston
Jessica Livingston: Why Startups Need to Focus on Sales, Not Marketing
"So Brian Chesky and Joe Gebbia flew to New York every week to meet with hosts -- teaching them how to price their listings, take better photos, and so on."
Jessica Livingston
Jessica Livingston: Why Startups Need to Focus on Sales, Not Marketing
"Stripe (YC S09) was particularly aggressive about signing up users manually at first."
Jessica Livingston
Jessica Livingston: Why Startups Need to Focus on Sales, Not Marketing
"the brothers would install it for them on the spot rather than email a link. We now call their technique ""Collison installation."""
Jessica Livingston
Jessica Livingston: Why Startups Need to Focus on Sales, Not Marketing
"Many guest speakers at Y Combinator offer stories about how manual the initial process of getting users was."
Jessica Livingston
Jessica Livingston: Why Startups Need to Focus on Sales, Not Marketing
"The danger of the term ""marketing"" is that it implies the opposite end of the sales/marketing spectrum from the one startups should be focusing on."
Jessica Livingston
Jessica Livingston: Why Startups Need to Focus on Sales, Not Marketing
"All too often, I've seen founders build some initially mediocre product, announce it to the world, find that users never show up, and not know what to do next. As well as not getting any users, the startup never gets the feedback it needs to improve the product."
Jessica Livingston
Jessica Livingston: Why Startups Need to Focus on Sales, Not Marketing
"So why wouldn't all founders start by engaging with users individually?"
Jessica Livingston
Jessica Livingston: Why Startups Need to Focus on Sales, Not Marketing
"I suspect from my experience that founders who want to remain in denial about the inadequacy of their product and/or the difficulty of starting a startup subconsciously prefer the broad and shallow ""marketing"" approach precisely because they can't face the work and unpleasant truths they'll find if they talk to users."
Jessica Livingston
Jessica Livingston: Why Startups Need to Focus on Sales, Not Marketing
"Our advice at Y Combinator is always to make a really good product and go out and get users manually."
Jessica Livingston
Jessica Livingston: Why Startups Need to Focus on Sales, Not Marketing
"So focusing on the narrow and deep end of the sales/marketing continuum is not just the most effective way to get users. Your startup will die if you don't."
Jessica Livingston
Jessica Livingston: Why Startups Need to Focus on Sales, Not Marketing
"Y Combinator began the same way as most other startups: with a hypothesis about something we thought people wanted. It turned out they did want it, and we grew and grew."
Jessica Livingston
Grow the Puzzle Around You
"She did what she wanted, and she didn't care if people thought she was unconventional."
Jessica Livingston
Grow the Puzzle Around You
"when journalists and biographers write about successful founders, they often focus on early predictors of success in their formative years. In my case there certainly weren't a lot of the conventional kind. No one would have voted me ""most likely to succeed."""
Jessica Livingston
Grow the Puzzle Around You
"But while I had no ""achievements,"" I did have three defining characteristics when I was younger that were critical in making Y Combinator work."
Jessica Livingston
Grow the Puzzle Around You
"The first was the quality that caused my YC cofounders to nickname me ""The Social Radar."" I was one of those kids that you just couldn’t get anything past. If something seemed off or out of character, I noticed and made inquiries. I was always trying to figure things out based on subtle social cues."
Jessica Livingston
Grow the Puzzle Around You
"The second was that I never liked being at the mercy of anyone else."
Jessica Livingston
Grow the Puzzle Around You
"And the third distinctive thing about me is that I've always pretty much been a ""straight shooter."""
Jessica Livingston
Grow the Puzzle Around You
"We started dating and I felt like I’d finally met Mr. Right. Despite having quite different backgrounds, we were remarkably similar."
Jessica Livingston
Grow the Puzzle Around You
"Paul is the best problem solver I've ever met. He’s also a genius at expanding ideas and making radical improvements to things."
Jessica Livingston
Grow the Puzzle Around You
"One of his defining characteristics is telling people ""You know what you should do..."""
Jessica Livingston
Grow the Puzzle Around You
"Paul and his circle of friends exposed me to this new world of startups. It felt much more exciting than the later stage of publicly-traded tech companies that I was involved with at the investment bank."
Jessica Livingston
Grow the Puzzle Around You
"I wanted to hear more stories about the early days of startups, so I started working on a book of interviews with startup founders. The book was called Founders at Work, and was published in 2007."
Jessica Livingston
Grow the Puzzle Around You
"We’d talk for hours about how broken early-stage startup funding was, and most importantly, how more people would start startups if it could be made easier for them."
Jessica Livingston
Grow the Puzzle Around You
"As the VC firm took longer and longer to decide to hire me, the ideas grew more and more compelling until one night Paul said, ""Let's just start our own."""
Jessica Livingston
Grow the Puzzle Around You
"Our initial target audience was programmers, who we felt could handle the technical aspects of a startup but were clueless about everything else, just like Paul, Robert and Trevor had been."
Jessica Livingston
Grow the Puzzle Around You
"None of us had any experience at angel investing, and that's where the idea of funding startups in batches came from."
Jessica Livingston
Grow the Puzzle Around You
"We funded 8 startups that summer and recognized almost immediately the power of investing in batches."
Jessica Livingston
Grow the Puzzle Around You
"But it was also a much more efficient way for us to help the startups, because we could do things for them all at once."
Jessica Livingston
Grow the Puzzle Around You
"Every Tuesday Paul cooked dinner for all the founders, and at each dinner we brought in a speaker to teach them about startups."
Jessica Livingston
Grow the Puzzle Around You
"Paul talked to all the startups about what they were building, and I helped them all get incorporated as C corporations."
Jessica Livingston
Grow the Puzzle Around You
"At the end of the summer, we hosted the first Demo Day, for an audience of about 15 investors.  Reddit was in that first batch, and the founders of Twitch, though they were working on another idea, and Sam Altman’s geolocation startup."
Jessica Livingston
Grow the Puzzle Around You
"At the beginning there were tons of errands, like with any startup, that just had to get done and there was no one else to do them."
Jessica Livingston
Grow the Puzzle Around You
"When it came to investing, I had something that my cofounders didn’t have: I was the Social Radar."
Jessica Livingston
Grow the Puzzle Around You
"I looked at qualities of the applicants my cofounders couldn't see."
Jessica Livingston
Grow the Puzzle Around You
"Back then, I never envisioned the people we funded growing into a community of thousands of YC alumni, but I always tried to create an asshole-free culture."
Jessica Livingston
Grow the Puzzle Around You
"But when you get to an extreme in something, things get qualitatively different."
Jessica Livingston
Grow the Puzzle Around You
"We had to judge the founders not by what they were, but what they could turn into."
Jessica Livingston
Grow the Puzzle Around You
"Another secret weapon of mine that was strangely well-suited to Y Combinator was that I was a very experienced event planner."
Jessica Livingston
Grow the Puzzle Around You
"Probably the thing that was most different about YC as an investment firm was that it felt like a family."
Jessica Livingston
Grow the Puzzle Around You
"Starting a startup is emotionally draining for founders, especially in the beginning."
Jessica Livingston
Grow the Puzzle Around You
"And I tried to always be a straight shooter with my advice."
Jessica Livingston
Grow the Puzzle Around You
"He doesn’t bury it in euphemisms."
Jessica Livingston
Grow the Puzzle Around You
"One other thing Paul and I had in common was that we weren't driven by money."
Jessica Livingston
Grow the Puzzle Around You
"I also never cared much about fame. Or my personal ""brand"". I just wanted Y Combinator to succeed."
Jessica Livingston
Grow the Puzzle Around You
"It's not true that every person can start every startup. But a lot more people have what it takes to start some startup than realize it."
Jessica Livingston
Grow the Puzzle Around You
"A lot of people, perhaps all people, have some distinctive combination of abilities and interests. And a lot of those combinations match some startup idea."
Jessica Livingston
Grow the Puzzle Around You
"So if you want to start a startup, I recommend you try asking yourself what's distinctive about you. What unique combination of abilities and interests do you have?  And don't edit your answers, because as my example shows, the most unlikely ingredients could be the key to the recipe."
Jessica Livingston
Grow the Puzzle Around You
"I had a weird combination of qualities, but they matched YC because it was such a weird company."
Jessica Livingston
Grow the Puzzle Around You
"And the most successful startups do tend to be weird."
Jessica Livingston
Grow the Puzzle Around You
"They're usually such outliers that the idea sounds preposterous at first. To everyone except the founders, because the company has grown out of their experiences."
Jessica Livingston
Grow the Puzzle Around You
"3) Don’t pay attention to the mainstream’s opinion of what you're doing—whether it’s your skills, your idea or whatever."
Jessica Livingston
Grow the Puzzle Around You
"5) Focus on making something people want. Everything follows from that."
Jessica Livingston
Grow the Puzzle Around You
"6) Don’t let rejection distract you or hold you back. You’ll get rejected in so many different ways, but you must keep moving forward."
Jessica Livingston
Grow the Puzzle Around You
"7) Start small so you can be nimble and open to change."
Jessica Livingston
Grow the Puzzle Around You
"To this day, YC has a tradition of trying things on a small scale before expanding them."
Jessica Livingston
Grow the Puzzle Around You
"8) It’s ok not to have gone to an elite college."
Jessica Livingston
Grow the Puzzle Around You
"You are a jigsaw puzzle piece of a certain shape. You could change your shape to fit an existing hole in the world. That was the traditional plan."
Jessica Livingston
Grow the Puzzle Around You
"But there's another way that can often be better for you and for the world: to grow a new puzzle around you."
Jessica Livingston
Grow the Puzzle Around You
"That's what I did, and I was a pretty weird-shaped piece. So if I can do it, there’s more hope for you than you probably realize."
Jessica Livingston
Grow the Puzzle Around You

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