Gusto

18 statements across 2 episodes · 8 bullish · 0 bearish · 3 people on the record · first statement Jan 6, 2025 by Josh Reeves · said 55 times in 7 episodes since 2024 · across every show →

Mentions by year

brought up most by Josh Reeves (29), Pablo Srugo (13), Tate Hackert (4), Immad Akhund (4), Neil Patel (3), Jack Kuveke (1), Benjamin Encz (1)

every mention, scene by scene, with the transcript →

Everything said about Gusto, oldest first

Jan 6, 2025
Assertion Not checkable as stated
Gusto grew from 100 to 1,000 customers in its first year
“So we grew from that like hundred customers in that first month to a thousand in the first year.”
Josh Reeves Jan 6, 2025 ▶ 44:17 How Gusto’s $10B founder raised $6M, built a team of 5—& hit $5M ARR in just 2 years. | Josh Reev... · PMF Show
Jan 6, 2025 neutral
Assertion Not checkable as stated
Reeves: Most of Gusto's first-year acquisition came from word of mouth
“The majority of our customer acquisition in that first year was coming from customers telling, you know, their friends, telling other business owners they know in their communities, on their email lists, you know, in their, you know small business forums, like…”
Josh Reeves Jan 6, 2025 ▶ 37:50 How Gusto’s $10B founder raised $6M, built a team of 5—& hit $5M ARR in just 2 years. | Josh Reev... · PMF Show
Jan 6, 2025
Assertion Supported
Reeves: 500,000 new US employers start yearly and only half survive five years
“There's about 500,000 new employers each year in the U.S., and only about half make it to year five.”
Josh Reeves Jan 6, 2025 ▶ 5:48 How Gusto’s $10B founder raised $6M, built a team of 5—& hit $5M ARR in just 2 years. | Josh Reev... · PMF Show
Jan 6, 2025
Assertion Not checkable as stated
Gusto's initial annual contract value was approximately $500
“Our initial ACVs were like 500 bucks-ish.”
Josh Reeves Jan 6, 2025 ▶ 44:32 How Gusto’s $10B founder raised $6M, built a team of 5—& hit $5M ARR in just 2 years. | Josh Reev... · PMF Show
Jan 6, 2025 bullish
Prediction Open · timeframe Jan 2030
Gusto will eventually go public, says CEO Josh Reeves
“At some point, Gusto, you know, will be a public company.”
Josh Reeves Jan 6, 2025 ▶ 50:07 How Gusto’s $10B founder raised $6M, built a team of 5—& hit $5M ARR in just 2 years. | Josh Reev... · PMF Show
Jan 6, 2025 neutral
Assertion Partly supported
Gusto's initial product targeted only new California companies running their first payroll
“When Gusto went live, And I know we'll talk about this shortly, about a year after we got started. Like it was a product that was just for new companies in California with full-time employees who had never, you know, paid someone before and they could just do …”
Josh Reeves Jan 6, 2025 ▶ 15:15 How Gusto’s $10B founder raised $6M, built a team of 5—& hit $5M ARR in just 2 years. | Josh Reev... · PMF Show
Jan 6, 2025
Insight
Reeves: Customers loving a product primarily for pricing is a warning flag
“I think it's a flag if people love a product because of pricing is number one, like pricing was number like six. And we had people telling us like, you should raise your prices, your two sheets, which is also a pretty good sign, frankly, but like the number on…”
Josh Reeves Jan 6, 2025 ▶ 51:53 How Gusto’s $10B founder raised $6M, built a team of 5—& hit $5M ARR in just 2 years. | Josh Reev... · PMF Show
Jan 6, 2025
Assertion Supported
In 2011, 40% of US companies did payroll manually, risking massive fines
“When we started Gusto, you had close to 40% of companies in the U.S. Doing payroll by hand. You had close to that same percentage, you know, 30 to 40% getting fined, penalized by the government for making mistakes. You had billions and billions of dollars of p…”
Josh Reeves Jan 6, 2025 ▶ 5:58 How Gusto’s $10B founder raised $6M, built a team of 5—& hit $5M ARR in just 2 years. | Josh Reev... · PMF Show
Jan 6, 2025 positive
Assertion Not checkable as stated
Gusto gained 100 blind self-serve customers immediately upon its public launch
“So we've gone to around, I think like, 50, 60 companies using Gusto prior to launching. But once we launched, we had a hundred companies sign up that we had never talked to all across California who we had never met.”
Josh Reeves Jan 6, 2025 ▶ 28:03 How Gusto’s $10B founder raised $6M, built a team of 5—& hit $5M ARR in just 2 years. | Josh Reev... · PMF Show
Jan 6, 2025 neutral
Assertion Partly supported
Founders of PayPal, Stripe, and Instagram backed Gusto's $6M seed round
“It was 20 founders, CEOs that You know, did that seed round. It was the founders of PayPal and Instagram and Mint and Eventbrite and Stripe and Nest and a whole bunch of really incredible businesses Box and Dropbox.”
Josh Reeves Jan 6, 2025 ▶ 29:10 How Gusto’s $10B founder raised $6M, built a team of 5—& hit $5M ARR in just 2 years. | Josh Reev... · PMF Show
Jan 6, 2025 positive
Assertion Not checkable as stated
Gusto had two-thirds of its $6M seed round when raising Series A
“So when we did our Series A, which I know is fast-forwarding a bit in 2013 we still had like two-thirds of that seed round in the bank”
Josh Reeves Jan 6, 2025 ▶ 28:53 How Gusto’s $10B founder raised $6M, built a team of 5—& hit $5M ARR in just 2 years. | Josh Reev... · PMF Show
Jan 6, 2025 positive
Assertion Supported
Reeves: Gusto raised a $6M seed round in spring 2012
“Like we had a fantastic fundraising moment in that spring where, where we did a six million dollar seed round.”
Josh Reeves Jan 6, 2025 ▶ 25:12 How Gusto’s $10B founder raised $6M, built a team of 5—& hit $5M ARR in just 2 years. | Josh Reev... · PMF Show
Jan 6, 2025
Assertion Supported
Reeves: Gusto achieved nationwide 50-state coverage in 2015
“It wasn't until 2015 was actually getting to nationwide coverage.”
Josh Reeves Jan 6, 2025 ▶ 46:06 How Gusto’s $10B founder raised $6M, built a team of 5—& hit $5M ARR in just 2 years. | Josh Reev... · PMF Show
Jan 6, 2025 positive
Insight
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
Jan 6, 2025 positive
Assertion Supported
Gusto surpasses $500M in revenue and 300,000 customers at near-$10B valuation
“I mean, you're at, like, you know, over five hundred million in revenue, nearly ten billion valuation, over 300,000 customers selling to, like, SMBs, which is just absolutely mind-blowing.”
Pablo Srugo Jan 6, 2025 ▶ 1:25 How Gusto’s $10B founder raised $6M, built a team of 5—& hit $5M ARR in just 2 years. | Josh Reev... · PMF Show
Jan 6, 2025
Assertion Not checkable as stated
Gusto scaled from 1,000 to 9,000 customers in its second year
“So early on customer growth, I mentioned that thousand was the first year. Next year was around 9000.”
Josh Reeves Jan 6, 2025 ▶ 47:32 How Gusto’s $10B founder raised $6M, built a team of 5—& hit $5M ARR in just 2 years. | Josh Reev... · PMF Show
Jan 6, 2025 bullish
Prediction Not checkable as stated
Gusto will eventually serve companies of all sizes globally, says Reeves
“That means eventually Augusta will be serving all size companies in all countries around the world with, you know, all pain points tied to running a business.”
Josh Reeves Jan 6, 2025 ▶ 40:45 How Gusto’s $10B founder raised $6M, built a team of 5—& hit $5M ARR in just 2 years. | Josh Reev... · PMF Show
Jul 21, 2025 positive
Insight
Akhund: Slack, Stripe, and Gusto succeeded by applying consumer UX to enterprise
“There was a lot of ideas came out, which were just like taking consumer grade product and design and applying it to just like the Slack kind of thing. The Slack, Stripe, Gusto, et cetera.”
Immad Akhund Jul 21, 2025 ▶ 9:59 How Mercury Hit $500M ARR—then raised $300M from Sequoia at $3.5B. | Immad Akhund, CEO & Founder ... · PMF Show
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