Aileen Lee

Founder and Managing Partner, Cowboy Ventures · 1 appearance on the record.

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investorfounderoperator@aileenlee ↗cowboy.vc ↗Wikipedia ↗

In 2013, she coined the term unicorn to describe private venture-backed startups valued at $1 billion or more, and later co-founded All Raise. Prior to launching seed-stage firm Cowboy Ventures in 2012, she spent more than a decade at Kleiner Perkins and backed companies including Dollar Shave Club.

16statements → 7claims → 5claims resolved → 100%fully supported → 3.81/5average certainty → 2.25/5average debate potential → ≈4.0/5argument clarity, estimated → 10said about them ↓

5 supported 0 partly supported 0 contradicted 2 not checkable as stated how the 7 claims stand · each chip opens the sources

1 prediction · 6 assertions · 2 opinions · 5 insights · 2 disclosures · every statement was checked. The prediction and assertions are the 7 claims: statements the public record can support or contradict. 5 are resolved, and 2 name no date, number or outcome precise enough to check. Everything else (opinions, insights, what ifs, disclosures) can never be settled by the record, so it carries no assessment.

The record, in short

What the tape says about how Aileen argues and how the claims held up. Everything they said, and everything said about them, is in the tabs below.

Their most notable supported claim

Prediction Held up
Lee: Series A valuations will reset to $20M-$40M pre-money
“Well, Series A's we're going to be back to eight to twelve million dollars, and Series A valuations will be back to 20 to 35, 40 pre. And B's will be back to a hundred pre, instead of four or 500 pre.”
Aileen Lee Sep 15, 2022 ▶ 15:24 VC State of the Market with SaaStr CEO Jason Lemkin and Cowboy Ventures Founder & MP Aileen Lee

How they sound: not measured why? →

We measure speaking style by listening to the audio itself, and a fair number needs at least 2,000 words from one person on tape we have measured. There is too little of Aileen Lee on measured tape to publish a rate. This says nothing about how they speak.

Everything Aileen Lee said on the Official SaaStr Podcast that made the record, most notable first. Filter by type, assessment or year in the ledger →

Assertion Not checkable as stated
Lee: VC Board Member Withheld Tough Feedback to Protect LP Fundraise
“I called the board member, and I was like, hey, what's your feeling about how this, like, what kind of coaching are you giving the team about how things are going? It feels like things are off, and we are not doing the things we should be doing. And he was lik…”
Aileen Lee Sep 15, 2022 ▶ 22:48 VC State of the Market with SaaStr CEO Jason Lemkin and Cowboy Ventures Founder & MP Aileen Lee
Prediction Held up
Lee: Series A valuations will reset to $20M-$40M pre-money
“Well, Series A's we're going to be back to eight to twelve million dollars, and Series A valuations will be back to 20 to 35, 40 pre. And B's will be back to a hundred pre, instead of four or 500 pre.”
Aileen Lee Sep 15, 2022 ▶ 15:24 VC State of the Market with SaaStr CEO Jason Lemkin and Cowboy Ventures Founder & MP Aileen Lee
Insight
Lee: Mega-funds give junior VCs $2M-$4M checkbooks as training wheels
“There's a lot of, like, basically, as these funds got bigger, they had more fee income. And so they could feed more mouths. And they would hire younger people and say, you have a checkbook. Like, you don't have a big checkbook like I have. Like, you know, the …”
Aileen Lee Sep 15, 2022 ▶ 17:29 VC State of the Market with SaaStr CEO Jason Lemkin and Cowboy Ventures Founder & MP Aileen Lee
Opinion
Lee: Founders Raising in 2022 Market Will Face VC Bottom Fishers
“And so, like, if you raise now, if you can avoid it, you're gonna be getting a lot of bottom fissures.”
Aileen Lee Sep 15, 2022 ▶ 42:41 VC State of the Market with SaaStr CEO Jason Lemkin and Cowboy Ventures Founder & MP Aileen Lee
Opinion
Lee: VCs are privately stressed over portfolio companies with unsustainable valuations
“A lot of people are sitting on super overvalued investments. And depending on what price they paid and what's in their portfolio, they are super stressed out right now because they don't see a path for their portfolio companies or a chunk of their portfolio co…”
Aileen Lee Sep 15, 2022 ▶ 8:02 VC State of the Market with SaaStr CEO Jason Lemkin and Cowboy Ventures Founder & MP Aileen Lee
Disclosure
Lee: Seed founders pitch $6M rounds but quickly reduce asks to $3M
“Right now we're seeing a lot of seed extensions. We're seeing a lot of seed founders who are sending us decks that have a six million dollar seed raise in them. And I'll email the founder and be like, Hey, this looks really interesting. Are you still thinking …”
Aileen Lee Sep 15, 2022 ▶ 15:59 VC State of the Market with SaaStr CEO Jason Lemkin and Cowboy Ventures Founder & MP Aileen Lee
Assertion Supported
Lee: LPs Have Put on the Brakes for Venture Funds Raising
“Investors, LPs in venture funds have basically put on the brakes. And so any fund that is trying to raise right now is having a pretty hard time for the most part.”
Aileen Lee Sep 15, 2022 ▶ 22:08 VC State of the Market with SaaStr CEO Jason Lemkin and Cowboy Ventures Founder & MP Aileen Lee
Insight
Lee: Downturn Years Are Historically the Best Times to Found Unicorns
“When we did the original unicorn analysis, we looked at kind of vintage birth years, and like what were the best years to start or found a unicorn, and generally downturn Years are the best years.”
Aileen Lee Sep 15, 2022 ▶ 29:55 VC State of the Market with SaaStr CEO Jason Lemkin and Cowboy Ventures Founder & MP Aileen Lee
Assertion Supported
Lee: Sequoia Redesigned Fund Structure After Realizing Selling Early Sacrificed Returns
“Well, that's, I mean, that's why Sequoia went to this new fund structure, is because they did the analysis, and they showed that by selling too early, they had left a lot on the table.”
Aileen Lee Sep 15, 2022 ▶ 34:58 VC State of the Market with SaaStr CEO Jason Lemkin and Cowboy Ventures Founder & MP Aileen Lee
Insight
Lee: Path to Profitability Conversations Only Start Post-Series B
“I think like once you're past post-series B, that's when you're having the conversation about at your board, with your board and then your investors about path to profitability, I would say.”
Aileen Lee Sep 15, 2022 ▶ 38:18 VC State of the Market with SaaStr CEO Jason Lemkin and Cowboy Ventures Founder & MP Aileen Lee
Insight
Lee: Series A Startups Now Need $5M to $10M Revenue Before Series B
“And then A is really like, you know, can you get from, you know, let's say you know, from post seed, let's say if you're at a million and a half or two million dollars when you raise your A, then you probably need to get to between five and 10 in revenue durin…”
Aileen Lee Sep 15, 2022 ▶ 38:46 VC State of the Market with SaaStr CEO Jason Lemkin and Cowboy Ventures Founder & MP Aileen Lee
Assertion Not checkable as stated
Lee: Kleiner Perkins held zero LP meetings across 12 years
“We never had an LP meeting in the 12 years that I was there”
Aileen Lee Sep 15, 2022 ▶ 1:48 VC State of the Market with SaaStr CEO Jason Lemkin and Cowboy Ventures Founder & MP Aileen Lee
Insight
Lee: Self-serve PLG startups can afford longer pre-revenue development than sales-led
“If you don't, if you can have self-serve and you don't have to spend any money on AEs or customer acquisition, then you can spend a lot of time building the product and then it'll fly off the shelves. If you have a product that has to be sold, it's a lot harde…”
Aileen Lee Sep 15, 2022 ▶ 10:25 VC State of the Market with SaaStr CEO Jason Lemkin and Cowboy Ventures Founder & MP Aileen Lee
Assertion Supported
Lee: Original unicorn analysis showed most founders were serial entrepreneurs
“One of the things that most, like, the, in the original unicorn analysis, the, one of the things that most of the founders had in common is they were serial entrepreneurs.”
Aileen Lee Sep 15, 2022 ▶ 47:31 VC State of the Market with SaaStr CEO Jason Lemkin and Cowboy Ventures Founder & MP Aileen Lee
Assertion Supported
Lee: Mid-2000s angel investors co-invested at $3M to $4M pre-money valuations
“The seed thing was happening in like the mid 2000, like, oh five, oh six, that's when we really should have started, by the way. And angel investors were getting in at three pre, four pre, and they were all co-investing”
Aileen Lee Sep 15, 2022 ▶ 1:16 VC State of the Market with SaaStr CEO Jason Lemkin and Cowboy Ventures Founder & MP Aileen Lee
Disclosure
Lee: Over 60% of Cowboy Ventures investments back pre-product founders
“Most of the time, like more than, probably 60% of the investments we've made in the past 10 years are founders who need money to build the product.”
Aileen Lee Sep 15, 2022 ▶ 11:20 VC State of the Market with SaaStr CEO Jason Lemkin and Cowboy Ventures Founder & MP Aileen Lee

The other half of the tape: Aileen Lee's own voice is left out of every number here. Other people bring the name up 9 times in 6 episodes on the Official SaaStr Podcast. 1 statement on the record names them. every mention, with the transcript →

Who brings them up most Jason Lemkin 7Elliott Robinson 1

Statements about Aileen Lee, by other people (1)

Assertion Partly supported
Lemkin: Top VCs read every cold email and decide within a week
“Every single one of them said they read every single cold email they get, and every single one of them invests in one week.”
Jason Lemkin Nov 17, 2021 ▶ 45:55 The Highs and Lows of Fundraising from Founders That Have Raised $1B w/ Calendly, Coda, LaunchDarkly

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Appearances (1)

EpisodeDateSpeaking time
VC State of the Market with SaaStr CEO Jason Lemkin and Cowboy Ventures Founder & MP Ailee Sep 15, 2022 26m
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