Payroll

topic on 11 shows · 18 statements across 18 episodes

the Y Combinator Startup Podcast Founder's Journal Startup Acquisition Stories In Depth American Optimist Lenny's Podcast the Official SaaStr Podcast A Product Market Fit Show Top Founders How I Built This 20VC

18 statements about Payroll, every show

HOW I BUILT THIS Assertion Not checkable as stated
Angle: iRobot Lived Month-to-Month on Payroll for Six and a Half Years
“I think it was six and a half years before I started a month with enough money in the bank to make payroll.”
Colin Angle Apr 13, 2026 ▶ 12:43 iRobot: Colin Angle. How The Roomba Became a Household Icon
20VC Opinion
Acharya: Traditional SaaS growth benchmarks remain viable despite AI speedup
“I don't think so. I mean, I think that a lot of it is dependent. It's calibrated to your part of the market. So product velocity plus business velocity. I do think that you have to be top quartile compared to your peer set, right? I think there are some market…”
Anish Acharya Feb 9, 2026 ▶ 43:14 a16z, Anish Acharya: Is SaaS Dead? Do Margins Still Matter? Why We Are Not in an AI Bubble? · 20VC with Harry Stebbings
Tinsley: Essential 'Boring' Software Forms the Best Businesses
“I'd say last thing in boring software is the best software. So anything like you have to have, like, so first thing you do when you start a business, like accounting, payroll, tax, like banking, anything like that, that every business has to have, or incorpora…”
Jesse Tinsley Nov 11, 2025 ▶ 18:45 The 48-Hour Rescue That Turned Into a Profitable Acquisition
Levie: Startups have few viable vectors to compete with Gusto in payroll
“You don't really want to compete with Gusto because Gusto is still a modern, really good payroll system. There's not like a lot of vectors into competing with Gusto.”
Aaron Levie Sep 16, 2025 ▶ 17:33 Aaron Levie: Why Startups Win In The AI Era · Y Combinator
AMERICAN OPTIMIST Assertion Partly supported
Abbott: Logistics industry accounts for roughly $80B in payroll
“There's about eighty billion of payroll in the industry.”
Harish Abbott Sep 5, 2025 ▶ 29:22 How AI Agents Are Transforming Logistics · Joe Lonsdale
FOUNDER'S JOURNAL Assertion Supported
Reeves: About 40% of US companies were penalized yearly for manual payroll
“Like, about 40% of companies were doing it manually and getting fined every year because you have local, state, federal.”
Josh Reeves Jun 4, 2025 ▶ 6:21 Early days building a decacorn
Y COMBINATOR Assertion Supported
Reeves: 40% of US companies faced annual penalties for payroll mistakes
“40% of companies in the U.S. Were making mistakes and getting penalized every year.”
Josh Reeves Mar 18, 2025 ▶ 7:11 From A Pivot To Building A $9.6 Billion Payroll Company · Y Combinator
Ellis: Tatch rejects offering payroll despite margin gains to maintain mission focus
“A lot of people have said, you know, why don't you go offer payroll? Because if you have the payroll yourself, then it would be a lot easier. You could be the one-stop shop. I said, I, you know, I can see how that would be beneficial to our margins and our NRR…”
Chris Ellis Feb 17, 2025 ▶ 43:50 This 1st time founder raised a $38M Series A—after taking over 2 years to launch. | Chris Ellis, ... · PMF Show
Reeves views payroll as the ultimate non-optional employee system of record
“We chose payroll to start because it is the de facto system of record for employee data, and it's the least optional part of the stack. Another way to think of it is, like, if you don't pay someone, they quit, and so it is the medicine, not the vitamin”
Josh Reeves Jan 6, 2025 ▶ 18:44 How Gusto’s $10B founder raised $6M, built a team of 5—& hit $5M ARR in just 2 years. | Josh Reev... · PMF Show
SAASTR Disclosure
Lang: Mangomint incentivizes sales reps to keep initial deal sizes smaller
“We don't actually want you to buy payroll on day one. Like we will actively discourage you. We incentivize our sales reps to keep the deal sizes lower at the time it closes because the chance of success is that much higher. And we know that, hey, once they are…”
Daniel Laniado (Daniel Lang) Sep 6, 2024 ▶ 16:40 Why Vertical SaaS is Booming, And How to Get 110% NRR from SMBs, with Jason Lemkin + Mangomint's CEO
IN DEPTH Disclosure
Gusto embeds high-risk Horizon 3 product bets inside its core payroll product
“There are like, even horizons within a product. So you look at something like payroll, for example, our payroll product is our, is the backbone of gusto. There's a lot of things we're going to do that adds into what we already have. That is high rate of succes…”
Michael Cieri Feb 8, 2024 ▶ 28:01 Lessons from Gusto & Square on Finding Your Product Wedge | Michael Cieri
Omojola: Payroll is the last massive money movement sector lacking modernization
“I was like, hey, we gotta build, like, this platform for payroll. It's like, you know, the last giant money movement thing that hasn't really come with the needle in a long time.”
Ayo Omojola May 14, 2023 ▶ 21:58 Frameworks for product differentiation, team building, and first principles thinking | Ayo Omojola
LENNY'S PODCAST Assertion Not checkable as stated
Mochary: 80% of Tech Company Costs Are Payroll
“80% of costs in any tech company. It's payroll. It's humans.”
Matt Mochary Nov 10, 2022 ▶ 44:51 How to work through fear, give hard feedback, and doing layoffs with grace | Matt Mochary
20VC Insight
Easy funding environments create founders who act like spoiled rich kids
“Many new founders today only know the funding environment like this. It's almost like being a spoiled rich kid born into a rich family. Sometimes it can really help to go through the struggle of struggling to actually you know, make your payroll, et cetera. I …”
Josh Buckley Nov 25, 2019 ▶ 14:18 20VC: Why The Best Entrepreneurs Are Cockroaches, What Everyone Underestimates About Customer Acquisition & What You Don't But Need To Know About Payback Periods with Josh Buckley, Founder & Chairman @ Mino Games
20VC Insight
Ward: Equity grows exponentially while payroll accumulates linearly, causing wealth inequality
“Payroll is a debt product. With bi-monthly coupons, equity is a capital product, and in any economy, whether it's GDP for the nation or the Silicon Valley economy, any economy that's growing, by definition, equity accumulates exponentially, but debt accumulate…”
Henry Ward Apr 12, 2019 ▶ 31:25 20VC: Carta Founder Henry Ward on Why The Best Companies Are Not Product Led But Distribution Led, 3 Requirements Needed For A New Market/Investment To Be Exciting and Why Small Markets Are So Attractive
TOP FOUNDERS Disclosure
Wave offers free core software to monetize through embedded fintech
“We give away our invoicing and accounting software, 100% for free. And then we monetize by putting payments, payroll lending offers, et cetera, in the application and get those deeply embedded into what the small business owners are doing.”
Kirk Simpson Mar 9, 2019 ▶ 2:44 1323 How FinTech Company Wave Is Deploying $100m in Capital, $25m+ in ARR
TOP FOUNDERS Assertion Supported
Namely processed $7 billion in payroll as of 2018
“And I think we're today processing seven billion dollars of payroll when people hand you one of their, yes.”
Matt Straz Mar 22, 2018 ▶ 11:02 971 How Namely Passed 1000 Customers and $40m in ARR
Entrepreneurs find consumer car loans easier to secure than business payroll
“So often it's been easier for an entrepreneur to buy a new flashy car than it's been for them to meet payroll, which is a tragedy of us not having as many lending institutions as In our community as we need and want.”
Cathy Hughes Sep 26, 2016 ▶ 28:17 Radio One: Cathy Hughes

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