investor

also referred to as: investors

24 statements across 23 episodes · 5 bullish · 8 bearish · 22 people on the record · first statement Apr 3, 2017 by Steve Case · across every show →

Everything said about investor, oldest first

Apr 3, 2017
Disclosure
Case: AOL Management Started with 0% Equity in 1985 Restart
“Essentially, management started with zero of the company, and the investors with a hundred percent.”
Steve Case Apr 3, 2017 ▶ 6:50 AOL: Steve Case
Jul 31, 2017 negative
Insight
Perry Chen: Traditional funding models force creators to compromise their vision
“So many things don't have access to funds. There aren't industries or investors or whatever set up around to fund things because the market might not be sizable enough. And then even the things where the market might be sizable enough that the deal you have to…”
Perry Chen Jul 31, 2017 ▶ 16:38 Kickstarter: Perry Chen
May 7, 2018 neutral
Disclosure
Collison: Early investors rejected Stripe due to the idea, not founders
“The, you know, the thing that has, I mean, this is not to suggest that investors, you know, rushed with enthusiasm to invest in Stripe. Most investors said no, but the reason was much more, or reasons were much more because they just thought it was a bad idea,…”
Patrick and John Collison May 7, 2018 ▶ 19:21 Stripe: Patrick and John Collison
Jul 30, 2018 neutral
Opinion
Modern venture investors would unanimously advise against Flickr's early $20M acquisition
“I mean, like, a hundred percent of the time, they would give the opposite advice today.”
Stewart Butterfield Jul 30, 2018 ▶ 21:48 Slack & Flickr: Stewart Butterfield
Nov 15, 2018 neutral
Assertion Not checkable as stated
Male investors understood Rent the Runway by comparing to tuxedo rentals
“And because most investors are men, They were able to compare it to something they did, which was rent a tuxedo.”
Jenn Hyman Nov 15, 2018 ▶ 3:00 Rent The Runway's Jenn Hyman At The HIBT Summit
Jan 28, 2019 positive
Insight
Founders should answer their hardest investor objections immediately in the pitch deck
“Every time we got a really hard question, that would go right to the front of the pitch deck. So the hardest questions were answered right at the front.”
Melanie Perkins Jan 28, 2019 ▶ 22:37 Canva: Melanie Perkins
Feb 17, 2020 positive
Disclosure
Julia Hartz: Taking Eventbrite public was founders' original agenda, not investor pressure
“It was always part of our plan to go public, meaning we wanted Eventbrite to be a public company, and so this wasn't an agenda that was brought on to us by our investors, but rather, you know, our own agenda.”
Julia Hartz Feb 17, 2020 ▶ 51:00 Eventbrite: Julia Hartz
Jul 18, 2020 bullish
Opinion
Foley: Peloton's addressable market is massive, not small as investors thought
“I was so excited to show that Peloton is an awesome business and the total addressable market is massive. It's not small as some of the narrow-minded investors thought.”
John Foley Jul 18, 2020 ▶ 10:43 How I Built Resilience: Live with John Foley
Jul 18, 2020 bearish
Insight
Foley: Investors avoid hardware because logistics limit scaling speed
“The problem with hardware is that investors are nervous about it. Investors shy from things that require hardware because then you have to have logistics and you have to have manufacturing and you have to figure out how you're going to sell these things and it…”
John Foley Jul 18, 2020 ▶ 12:20 How I Built Resilience: Live with John Foley
Mar 1, 2021
Insight
Perkins: Asking VCs for advice rather than money prevents immediate rejections
“So we had a bit of a strategy where rather than asking if people wanted to invest, we'd ask people for their advice, and you can go back and you can say, hey, do you want to give me some advice? I'd love to show you my pitch deck, and then they'd give us some …”
Melanie Perkins Mar 1, 2021 ▶ 27:15 Canva: Melanie Perkins (2019)
Mar 11, 2021
Insight
Ma: VC disconnect from a pain point does not erase the market
“And just because investors didn't feel personally connected to the pain point, did it mean it didn't exist.”
Shan-Lyn Ma Mar 11, 2021 ▶ 6:17 How I Built Resilience: Shan-Lyn Ma of Zola
Nov 10, 2022 negative
Insight
Elkabetz: Most Investors Rely on Proven Templates and Lack Deep-Tech Risk Tolerance
“Investors usually look for the, you know, highest return in the shortest amount of time. They look for templates and they look to check all the boxes of things that worked well. And if they go outside of these boxes, then they're taking another risk. So it's n…”
Shimon Elkabetz Nov 10, 2022 ▶ 34:57 HIBT Lab! Tomorrow.io: Shimon Elkabetz
Nov 28, 2022 neutral
Disclosure
Guayakí raised early capital without promising investors an exit strategy
“When we raise money, we raised it with no exit strategy. And typically that's the first question investor has is, well, how am I going to get my money back? And we would say, we're not sure we're not ruling out selling, but it's not something we're focused on.”
Chris Mann Nov 28, 2022 ▶ 55:29 Guayakí Yerba Mate: David Karr and Chris Mann
Jan 26, 2023 negative
Opinion
Restaurants suffer a divide between day-to-day operators and financial investors
“Oftentimes there was a kind of a sharp divide between The people actually running the restaurant day to day, and then the people on the business side of it who just were investors and they had no idea. You could probably ask any of them to go in and fry an egg…”
Nick DiGiovanni Jan 26, 2023 ▶ 5:51 HIBT Lab! Osmo Salt: Nick DiGiovanni
Nov 27, 2023
Assertion Not checkable as stated
CAVA founders collateralized their first restaurants when investors refused to provide capital
“We ran out of money after two restaurants and our investors didn't want to give us any more money. And so we went and took a loan out against everything that we had worked for. We took a loan against our full service restaurants, against these fast casuals”
Ted Xenohristos Nov 27, 2023 ▶ 1:12:17 CAVA: Ted Xenohristos and Brett Schulman
Dec 25, 2023 negative
Insight
Sandra Oh Lin: VCs pattern-match, creating fundraising friction for female 'mompreneurs'
“I do think, especially for early stage investing, there is an element of pattern matching for investors, and there is a little bit of a lens where I was a, you know a mompreneur.”
Sandra Oh Lin Dec 25, 2023 ▶ 26:06 KiwiCo: Sandra Oh Lin
Jun 27, 2024 negative
Disclosure
Ramadan: I pretended everything was fine to investors when building Sir Kensington's
“I felt like I was constantly putting on some sort of suit of armor every day, like pretending things were great, pretending that everything was going well, including with investors, even when they could have helped.”
Mark Ramadan Jun 27, 2024 ▶ 48:51 Advice Line with Mark Ramadan of Sir Kensington's
Aug 12, 2024 negative
Assertion Not checkable as stated
Investors ridiculed Thrive Market's $15M first-year revenue projection
“We had gotten just ridiculed left and right by investors when we went out with our projections, and I think our projections had us doing fifteen million in the first year.”
Nick Green Aug 12, 2024 ▶ 36:20 Thrive Market: Nick Green
Sep 9, 2024 negative
Assertion Not checkable as stated
Mason: Early investors showed little enthusiasm for podcasting software
“As we talked to investors there just wasn't a lot of enthusiasm about it.”
Andrew Mason Sep 9, 2024 ▶ 1:04:45 Groupon and Descript: Andrew Mason
Mar 13, 2025
Assertion Not checkable as stated
Sporer: Every Investor Approached Requires $1 Million in Trailing Revenue
“But every investor that we've spoken to is wants to see a million dollars in trailing revenue.”
Carrie Sporer Mar 13, 2025 ▶ 24:58 Advice Line with Jenn Hyman of Rent The Runway
Oct 9, 2025 positive
Insight
Dubin: Pitching Founders Must Detail Expansion Beyond Initial Category
“I think you always want to go if you're pitching short answer is it depends who you're pitching, but you can never go wrong with going out with a big vision for how you're going to grow beyond your initial category. So it's great advice and, you know, you shou…”
Michael Dubin Oct 9, 2025 ▶ 46:05 Advice Line with Michael Dubin of Dollar Shave Club
Dec 11, 2025 neutral
Insight
Siminoff: Raising Capital Means Founders Must Return 5x to 10x the Amount
“Whatever the amount is, times it by five or 10, because that's what they want back. So that's really what you're taking. If you take a million dollars, you're really taking ten million because you've got to give ten million back. That's what their expectation …”
Jamie Siminoff Dec 11, 2025 ▶ 11:06 Advice Line with Scott Tannen of Boll & Branch and Jamie Siminoff of Ring
Mar 30, 2026
Disclosure
Lore pitched investors that Jet.com would lose $3B before turning profitable
“I told the investors we needed, we were gonna lose three billion dollars.”
Marc Lore Mar 30, 2026 ▶ 59:38 diapers.com: Marc Lore. The ecommerce visionary who lost to Amazon but still made billions (2021)
Aug 10, 2026 positive
Insight
Contract Manufacturing Generates Cash Flow Like an Outside Investor
“You know, it was, I always say that this private label contract manufacturing is like having an investor because you generate the cash to put into the brand.”
Nima Fotovat Aug 10, 2026 ▶ 21:09 MadeGood: Salma and Nima Fotovat Lost Their First Business. They Grew Their Next One Into a Snack Giant.
Made with StarZero

Turn any episode into a week of clips.

This entire site, over 800 episodes transcribed, diarized, checked and made playable, runs on the StarZero media pipeline. Drop in your own episode and the podcast clipper finds the moments worth sharing, cuts them, captions them, and reframes them for every feed.