Zip

company on 7 shows · 26 statements across 5 episodes · said 71 times in 12 episodes since 2024

20VC 30 Sourcery 17 the Y Combinator Startup Podcast 11 All-In 6 Lenny's Podcast 5 In Depth 1 the Neon Show 1

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20VC 30Sourcery 17the Y Combinator Startup Podcast 11All-In 6Lenny's Podcast 5In Depth 1the Neon Show 1

2025 40 mentions in 8 episodes 5 per episode
2024 31 mentions in 4 episodes 8 per episode

every mention on every show, scene by scene, with the transcript →

26 statements about Zip, every show

SOURCERY Insight
Successful business partnerships require companies of similar size and alignment
“You need to partner with folks that are similar to you in order for it to be successful. It can't be one really large company and one really small one or one that serves companies in one space and one in the other, because then again, it's like, what's in it f…”
Art Levy Jul 10, 2025 ▶ 59:32 Brex’s Road to IPO and The Golden Age of M&A · Sourcery with Molly O'Shea
SOURCERY Opinion
Zip and Navan could become Brex's equivalent of Shopify
“Zip and Navon, I think are both examples of potential Shopify's because they're both growing extremely quickly. We're growing extremely quickly. Everyone grows together.”
Art Levy Jul 10, 2025 ▶ 1:00:34 Brex’s Road to IPO and The Golden Age of M&A · Sourcery with Molly O'Shea
LENNY'S PODCAST Assertion Supported
Rachitsky: Procurement platform Zip pivoted six times before landing on its idea
“I have friends who started this company, Zip, which is a procurement, a really good procurement platform. And I don't know if they're growing up wanting to be building a business that helps procurement experiences be better, but in there, and they pivoted six …”
Lenny Rachitsky Feb 16, 2025 ▶ 1:10:45 A founder’s guide to crisis management | Uri Levine (Waze co-founder, serial entrepreneur)
Y COMBINATOR Assertion Supported
Zaparde: Zip reaches 350 employees and $2.2B valuation after Series D
“Yeah, so the company is about 300 fifty-ish people we've raised about three hundred seventy million dollars now, and the most recent round was our Series D at 2.2 billion post last month.”
Rujul Zaparde Jan 8, 2025 ▶ 1:27 Building A $2 Billion SaaS Company: Lessons From A Two Time Founder · Y Combinator
Y COMBINATOR Disclosure
Zaparde: Zip was created as a mid-batch YC pivot
“Candidly, Zip for us was a mid YC batch pivot. We actually were working on a series of different ideas”
Rujul Zaparde Jan 8, 2025 ▶ 16:49 Building A $2 Billion SaaS Company: Lessons From A Two Time Founder · Y Combinator
Zaparde: Closing 10 cold customers indicates true product-market fit
“If you can get 10 different people and 10 different companies in the world to, you know, take out their proverbial credit cards and buy your thing when they don't owe you anything in the world, that means like you're more likely to have market fit.”
Rujul Zaparde Jan 8, 2025 ▶ 18:43 Building A $2 Billion SaaS Company: Lessons From A Two Time Founder · Y Combinator
Y COMBINATOR Disclosure
Zaparde: A significant majority of Zip's business comes from outbound sales
“Even today, we're a significant majority outbound for urban business today, not inbound”
Rujul Zaparde Jan 8, 2025 ▶ 19:11 Building A $2 Billion SaaS Company: Lessons From A Two Time Founder · Y Combinator
Zaparde: Board meetings should focus on what's broken, not what's working
“If we have a board meeting, which obviously we have board meetings, like, I'd rather we just focus on what's broken in the business, because ultimately, that's how we get better. Like, I don't want us to spend a lot of time talking about what's going well, bec…”
Rujul Zaparde Jan 8, 2025 ▶ 23:55 Building A $2 Billion SaaS Company: Lessons From A Two Time Founder · Y Combinator
20VC Insight
Zaparde: Inexperienced Hires Generate More Original Ideas Through First Principles
“I would much rather invest in the person that has potential that maybe hasn't done the job before. They don't have the experience. What are they going to do? They're going to first principle the problem. And so they're just generally more likely to have more o…”
Rujul Zaparde Apr 24, 2024 ▶ 0:00 Rujul Zaparde: Why Hiring Inexperienced People is Better | E1144 · 20VC with Harry Stebbings
20VC Insight
Zaparde: Operational speed is vital because initial decisions are often wrong
“Speed is actually really, really an advantage, and it helps you, like, you're not going to be right, so you might as well just learn quickly and move on.”
Rujul Zaparde Apr 24, 2024 ▶ 0:12 Rujul Zaparde: Why Hiring Inexperienced People is Better | E1144 · 20VC with Harry Stebbings
20VC Insight
Zaparde: Early product deficiencies can be offset with exceptional service
“And one, you know, one thing I think you can always do is like, if you lack something, you can always make up for it in service. You can ask better questions. You can learn, you can iterate faster and people really appreciate that. That's under value.”
Rujul Zaparde Apr 24, 2024 ▶ 2:15 Rujul Zaparde: Why Hiring Inexperienced People is Better | E1144 · 20VC with Harry Stebbings
20VC Insight
Zaparde: Crowded startup markets signal large market size and customer pain
“If there's a lot of parties in the space in general, that means it's a big space and there must be some real pain here.”
Rujul Zaparde Apr 24, 2024 ▶ 6:11 Rujul Zaparde: Why Hiring Inexperienced People is Better | E1144 · 20VC with Harry Stebbings
20VC Insight
Zaparde: Distributed buying makes enterprise software user experience critical
“When things get distributed, user experience matters a lot more because you're not, you know, if it's a small group, you can just train them. But if it's, you know, thousands of employees, you can't train all your employees on how to buy something.”
Rujul Zaparde Apr 24, 2024 ▶ 7:03 Rujul Zaparde: Why Hiring Inexperienced People is Better | E1144 · 20VC with Harry Stebbings
20VC Insight
Zaparde: Market differentiation requires filtering for early adopters over late adopters
“It's an education problem. It's challenging and you have to select in people in and out. Like most people won't get it. And that's okay because if they all got it, somebody would have, you know, started a company already. And so you have to like filter out. Oh…”
Rujul Zaparde Apr 24, 2024 ▶ 9:42 Rujul Zaparde: Why Hiring Inexperienced People is Better | E1144 · 20VC with Harry Stebbings
20VC Disclosure
Zaparde: Zip Dropped A Massive Enterprise Customer At 15 Employees
“When we were about a year old we signed, or not even a year old, as a company, we signed a our customer that had hundreds of thousands of employees. And it was, you know, to be fair, it was a, you know, sort of a pilot-type engagement, and, you know, I realize…”
Rujul Zaparde Apr 24, 2024 ▶ 14:11 Rujul Zaparde: Why Hiring Inexperienced People is Better | E1144 · 20VC with Harry Stebbings
20VC Disclosure
Zaparde: Zip Acquired Its First 10 Customers Exclusively Via Cold LinkedIn Outreach
“We decided, Hey, we don't want to like, look at the end of the day, if we pick an idea, we're going to work on it more than anybody else. Like we don't want to waste our own time. So what we're going to do is this. We're gonna make sure that the first 10 custo…”
Rujul Zaparde Apr 24, 2024 ▶ 16:50 Rujul Zaparde: Why Hiring Inexperienced People is Better | E1144 · 20VC with Harry Stebbings
20VC Insight
Zaparde: Enterprise sales teams require dedicated sales engineers for technical questions
“And initially I w I was completely skeptical. I was like, I don't understand. Why would you, anybody ever need a sales engineer? We can just have the account executive do the demo and, you know, they should be able to answer the questions. And then we realized…”
Rujul Zaparde Apr 24, 2024 ▶ 23:29 Rujul Zaparde: Why Hiring Inexperienced People is Better | E1144 · 20VC with Harry Stebbings
20VC Insight
Zaparde: End Founder-Led Sales When Calls Stop Yielding Product Learnings
“I think for me, it was like, Hey, you know, I have actually, I feel like I've gotten to the point where now I'm doing first calls and I'm not really learning anything. Like I was, I honestly felt like I'm not really learning anything new. I'm just having the f…”
Rujul Zaparde Apr 24, 2024 ▶ 26:14 Rujul Zaparde: Why Hiring Inexperienced People is Better | E1144 · 20VC with Harry Stebbings
20VC Disclosure
Zip founders intentionally targeted high execution risk and low market risk
“For me as a second time founder, I was very, very determined Lou and I both were to work on a company, work on an idea that had high execution risk, low fundamental market risk and sort of product risk.”
Rujul Zaparde Apr 24, 2024 ▶ 37:39 Rujul Zaparde: Why Hiring Inexperienced People is Better | E1144 · 20VC with Harry Stebbings
20VC Disclosure
Zaparde Broadcasted Early Sales Calls On Open Zoom For Engineers
“So when we, up to like, 20 or so people, we just had a Zoom meeting with everybody just hanging out. But what really helped was, initially, was just me doing sales, and so whenever I was doing sales, any sales call, I would leave myself unmuted. So even if you…”
Rujul Zaparde Apr 24, 2024 ▶ 47:32 Rujul Zaparde: Why Hiring Inexperienced People is Better | E1144 · 20VC with Harry Stebbings
20VC Insight
Zaparde: Copying scaling playbooks from past experienced hires carries high risk
“Like, I'm not saying that can't work. It totally can. But you incur a lot of risk doing that. Cause it also, I mean, every business is very different. Every situation is extremely different. Like the same playbook certainly won't work.”
Rujul Zaparde Apr 24, 2024 ▶ 48:53 Rujul Zaparde: Why Hiring Inexperienced People is Better | E1144 · 20VC with Harry Stebbings
20VC Insight
Zaparde: Performance improvement plans fail when management acts too late
“I actually don't agree with that. And I'll tell you why. If that is the case, that means you probably are doing the performance review too late or the performance plan. I assume that's what you meant too late. And you're not, you know, you're not giving the pe…”
Rujul Zaparde Apr 24, 2024 ▶ 51:27 Rujul Zaparde: Why Hiring Inexperienced People is Better | E1144 · 20VC with Harry Stebbings
20VC Assertion Not checkable as stated
Zip reached cash-flow positivity early on by holding back hiring
“I mean, there was a point where we were a small company and, you know, cash flow positive because we had just held back hiring so much.”
Rujul Zaparde Apr 24, 2024 ▶ 53:09 Rujul Zaparde: Why Hiring Inexperienced People is Better | E1144 · 20VC with Harry Stebbings
20VC Assertion Not publicly verifiable
Zaparde: Over 95% of procurement requests are approved
“Significantly over 90%, even over 95% of the time, people are approving. Like, if there's an approval, they're approving. You bet they're approving it. Like, the rejection rate just across the board is naturally extremely low.”
Rujul Zaparde Apr 24, 2024 ▶ 1:01:01 Rujul Zaparde: Why Hiring Inexperienced People is Better | E1144 · 20VC with Harry Stebbings
20VC Prediction Open · timeframe Apr 2044
Zaparde: Software will fully automate procurement approvals within 20 years
“There's definitely a world, I mean, and hopefully a lot sooner than 24, 24, where you can say, no, actually, like, it just gets done right? Like, you don't need to, like, have a human go in there, review the thing, and then approve it. Like, that's actually, l…”
Rujul Zaparde Apr 24, 2024 ▶ 1:01:33 Rujul Zaparde: Why Hiring Inexperienced People is Better | E1144 · 20VC with Harry Stebbings
Caldwell: Founders can find big markets by targeting hated enterprise incumbents
“My suggestion was to start by looking at what companies are publicly traded and or owned by private equity that are large and that also are hated by their customers. And to try to intentionally find where there's a knowable big market within a comment. Combine…”
Dalton Caldwell Apr 18, 2024 ▶ 20:03 Lessons from 1,000+ YC startups: Resilience, tar pit ideas, pivoting, more | Dalton Caldwell (YC)

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