The Ledger

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Disclosure
Factory bought $3,000 Eight Sleep Pods for all 30 employees during sprint
“When we were 30, we had, like, a 30 people. We had like a, what we call a surge, like a pretty aggressive, like two week sprint. And as part of it, I got everyone on the team eight sleeps, like fully free, whatever, 3000 dollars per person, like, you know, the…”
Matan Grinberg Jun 13, 2026 ▶ 1:17:14 OpenAI vs Anthropic vs Open-Source | Token Maxing, AI Hangovers & The Coming ROI Reckoning · 20VC with Harry Stebbings
Prediction Not checkable as stated
Franceschetti: Eight Sleep never promotes ICs to manager without prior squad leadership
“We don't make anyone a manager unless they already led a bunch of squads successfully. So my step is you will never become manager immediately, right? Going from IC to manager. You need to be a manager before you are formally a manager.”
Matteo Franceschetti Nov 20, 2023 ▶ 59:36 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Insight
Franceschetti: Employees stuck in unstimulating, repetitive roles will eventually leave
“If you just let them be, and they just do a repetitive job, these people will leave.”
Matteo Franceschetti Nov 20, 2023 ▶ 1:22:40 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Disclosure
Eight Sleep uses Amazon's 'disagree and commit' framework for product decisions
“We use the thing that comes from Amazon that is disagree and commit, and I do sometimes in product, right? Not always, but sometimes I decide to disagree, but I raise my hand and I say I disagree and commit, but I'm disagreeing.”
Matteo Franceschetti Nov 20, 2023 ▶ 1:15:45 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Assertion Not checkable as stated
Franceschetti: Strict CAC caps enabled Eight Sleep to deploy millions in efficient channels
“By forcing my team, our team, With this structure, we were able to unlock channels that we were not using at the time, and now we can deploy millions of dollars in these channels at an extremely efficient CAC.”
Matteo Franceschetti Nov 20, 2023 ▶ 11:41 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Assertion Not checkable as stated
Eight Sleep runs internal daily sleep score competitions among employees
“We have an internal competition with sleep data inside the company, so there is a sleep fitness workup that is just inside the company, and so we compete with the sleep score every, every day”
Matteo Franceschetti Nov 20, 2023 ▶ 1:31:25 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Insight
Franceschetti: Agenda writing skills are built through trial and error, not training
“And at the beginning, you will write something that is long, that is not clear, is not data-driven, and the executive will help you. But it's trial and error.”
Matteo Franceschetti Nov 20, 2023 ▶ 1:11:32 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Insight
Franceschetti: 90% of board meeting value comes from deck preparation
“The board deck, the biggest value of doing a really good board deck is not for my board, it's for me. It pushes me to think about creating a story of why this quarter was so good. What were the reasons? What really happened, right? Preparing for questions. 90%…”
Matteo Franceschetti Nov 20, 2023 ▶ 1:12:14 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Assertion Not checkable as stated
Eight Sleep uses a three-tier annual compensation structure
“What we do today is we have three levels of compensation increase. Based on you're a top performer, you're okay, or there is no change if you're a low performer.”
Matteo Franceschetti Nov 20, 2023 ▶ 1:01:53 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Assertion Not checkable as stated
Franceschetti: Eight Sleep processes 1 million nights of sleep data weekly
“And so if you fast forward, even just now, for us, understanding what happens across a million nights, it happens in less than a week.”
Matteo Franceschetti Nov 20, 2023 ▶ 1:46:35 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Insight
Franceschetti: Suppressing immediate employee feedback harms leadership performance
“If I have a problem, I tell you immediately. It's also my character. I learned that if I don't do it, then I almost keep the thing inside for too long and it's actually negative.”
Matteo Franceschetti Nov 20, 2023 ▶ 1:25:54 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Insight
Franceschetti: Inability to cover five jobs in 25 minutes indicates candidate fluff
“With the great people in 20, 25 minutes, I can go through five jobs there. Fast. There are some people where you go through two jobs in 30 minutes, and that is another red flag because you can't.”
Matteo Franceschetti Nov 20, 2023 ▶ 56:26 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Insight
Franceschetti: Eight Sleep operates under a default 'no hire' rule
“We are a default and no hire. The default is if you come to a sleep, we don't hire you, unless you really blow our mind.”
Matteo Franceschetti Nov 20, 2023 ▶ 50:39 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
What-if
Franceschetti: Would not have started Eight Sleep knowing its true difficulty
“If I knew what we would have to go through, I don't think any human being would do that.”
Matteo Franceschetti Nov 20, 2023 ▶ 3:00 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Assertion Not checkable as stated
Franceschetti: Eight Sleep requires paired counter-metrics for every company initiative
“We don't do anything at eight sleep if there is not an opposite metric.”
Matteo Franceschetti Nov 20, 2023 ▶ 36:03 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Disclosure
Franceschetti: Eight Sleep has been profitable for two quarters
“And we have been profitable for two quarters now.”
Matteo Franceschetti Nov 20, 2023 ▶ 7:47 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Disclosure
Franceschetti: Everything at Eight Sleep is public internally except compensation
“Everything is, everything, this is another rule from Keith, I think, from the, his time at Square, where, so essentially everything is public in our company except comp. Usually comp, you don't want to share it, but everything else is shared.”
Matteo Franceschetti Nov 20, 2023 ▶ 1:15:03 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Disclosure
Franceschetti: Eight Sleep mattress sales generate single-digit percentage of revenue
“So essentially, all our business is just the cover. We don't sell the mattress. If you go on our website, there is just the pod cover. You can add as an accessory, the foam part, which is the mattress. But you're talking about single digit percentage of our re…”
Matteo Franceschetti Nov 20, 2023 ▶ 18:55 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Insight
Franceschetti: Effective meeting agendas should be concise, not long documents
“The point of the agenda is not about being long. No one wants to read long documents.”
Matteo Franceschetti Nov 20, 2023 ▶ 1:10:28 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Prediction Not checkable as stated
Franceschetti refuses internal meetings without a written agenda or memo
“I will not take a meeting with anyone in the company if I don't get an agenda slash memo.”
Matteo Franceschetti Nov 20, 2023 ▶ 1:04:38 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Disclosure
Matteo Franceschetti reserves daily calendar space for impromptu team calls
“I would say probably 20% of my meetings is impromptu, and so I just randomly call, and so I actually allocate time in my daily calendar to make sure that I have bandwidth to just randomly call my team and discuss things.”
Matteo Franceschetti Nov 20, 2023 ▶ 34:00 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Insight
Franceschetti: CEOs must retain control over high-impact decisions that can kill the company
“If this is a thing that can kill the company and has, I don't know, a legal background, I used to be a lawyer, I'm not gonna delegate the thing, right? And probably if it can kill the company, I'm not gonna delegate that thing, right? I wanna be very, very inv…”
Matteo Franceschetti Nov 20, 2023 ▶ 1:16:30 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Insight
Franceschetti: Use aspirational images with simple language for value propositions
“I think you play, for aspirational, you use images, right, and you try to position very premium, something that you really dream of, but in terms of words and the value proposition and the benefit, You need to be very simple.”
Matteo Franceschetti Nov 20, 2023 ▶ 29:51 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Assertion Not checkable as stated
Franceschetti has interviewed thousands of candidates using the same playbook
“And I run all the interviews with the same playbook, and that helps me because now I have seen thousands of candidates with the same playbook, the same questions, right?”
Matteo Franceschetti Nov 20, 2023 ▶ 54:18 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Insight
Franceschetti: Leaders must manage intensity without sacrificing velocity and feedback
“You need to start controlling yourself, and so even in, in measure, you know, how you share things. But I think if people understand first that you have always the best intention, and if they see the point, it's way easier for them to understand it. Then somet…”
Matteo Franceschetti Nov 20, 2023 ▶ 1:27:07 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Disclosure
Franceschetti: Eight Sleep's 2019 rushed hiring led to high failure rates
“So, we hire really fast in 2019. I would say we probably screw up a large percentage of all the people we hire, because we had that approach.”
Matteo Franceschetti Nov 20, 2023 ▶ 51:37 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Disclosure
Eight Sleep generates 30% to 40% of revenue from word of mouth
“I mean, for us specifically, word of mouth is the most incredible, right? Because you start having 30, 40% of the revenue just coming through word of mouth, and that is insane at our scale.”
Matteo Franceschetti Nov 20, 2023 ▶ 14:51 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Insight
Franceschetti: Avoid late-day exercise to allow body temperature recovery before sleep
“But so you don't want to do exercise or it's not recommended to do exercise in the second part of the day because you accelerate your heart rate. You accelerate your body temperature, right? So you create a bunch of changes inside your body, and then your body…”
Matteo Franceschetti Nov 20, 2023 ▶ 1:35:03 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Assertion Not checkable as stated
Franceschetti: Eight Sleep's culture broke during rapid hiring due to hire quality
“Yeah, I think when we hired a lot really fast, we didn't, the culture broke a little bit, and it was because of the quality of the people.”
Matteo Franceschetti Nov 20, 2023 ▶ 1:17:40 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Assertion Not checkable as stated
Eight Sleep requires three 'strong hire' ratings to hire candidates
“So when you talk to a person and they sleep, there are three ratings. There is pass, hire, and strong hire. We don't hire anyone if there are not three strong hires.”
Matteo Franceschetti Nov 20, 2023 ▶ 50:12 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Insight
Franceschetti: Studying operational playbooks weekly is time well spent for founders
“But it makes the difference. I can guarantee you that is time that is well spent.”
Matteo Franceschetti Nov 20, 2023 ▶ 1:01:18 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Assertion Not checkable as stated
Franceschetti: Eight Sleep's temperature feature improves sleep quality by 20%
“For us it's temperature, right? It's the game changer. And so I have this device that I can install on my bed that heats and cools each side of the bed and improves my sleep by 20%.”
Matteo Franceschetti Nov 20, 2023 ▶ 30:22 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Insight
Franceschetti: Writing is the best way to build clarity of thinking
“The best way to develop clarity of thinking is writing, right? You need to write, because once you start writing your thoughts, you understand there are many things that are not clear, or that You still don't know you didn't develop.”
Matteo Franceschetti Nov 20, 2023 ▶ 28:28 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Assertion Not checkable as stated
Eight Sleep conducts all internal decision-making asynchronously in writing
“For us, everything happens in writing async, so we don't lose time.”
Matteo Franceschetti Nov 20, 2023 ▶ 33:22 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Insight
Matteo Franceschetti's rule of seven touch points for converting buyers
“So we call it the rule of the seven touch points. So it's another rule I came up with, which is substantially you want to surround your customers and you want them to see your brand seven times before they pull the trigger.”
Matteo Franceschetti Nov 20, 2023 ▶ 13:38 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Insight
Franceschetti: Executives fail if direct reports do not know their performance rating
“If I call person X that reports to you, do they know if you rate them incredibly good, good, or meh? Yes or no? And if the answer is, I don't know, then you're doing a poor job as an executive. The most important thing is people should always know what you thi…”
Matteo Franceschetti Nov 20, 2023 ▶ 1:23:59 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Prediction Not checkable as stated
Franceschetti: Eight Sleep only considers title changes for top performers
“If you are a top performer in the company, probably you're at the point you're not asking for a title change, but if you do, that is the only case when we consider it.”
Matteo Franceschetti Nov 20, 2023 ▶ 1:00:33 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Insight
Franceschetti: Stop drinking coffee at least eight hours before bedtime
“In general, the rule of thumb is you shouldn't because I, it takes around eight hours For the coffee to really leave your body, right? So usually I don't have a lot of coffee but if you have coffee, you should stop drinking coffee at least eight hours before b…”
Matteo Franceschetti Nov 20, 2023 ▶ 1:33:50 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
Insight
Franceschetti: Angel investing gives founders valuable operational market intelligence via updates
“The amount of learnings that you get from being an investor is insane, because it's essentially you build your own intelligence. As you receive investor updates, you understand how the market is moving. What are the valuations? What are the multiples? What kin…”
Matteo Franceschetti Sep 12, 2026 ▶ 3:26 Labour, Engineering, Social Media, GrokBots, Cybercabs: 7 Predictions for How AI Changes the World
Assertion Not checkable as stated
Franceschetti: Probably 80% of Formula 1 drivers sleep on Eight Sleep
“In F-One we have probably 80% of Formula One drivers sleeping on the product, including the people that are winning.”
Matteo Franceschetti Sep 12, 2026 ▶ 41:29 Labour, Engineering, Social Media, GrokBots, Cybercabs: 7 Predictions for How AI Changes the World
Assertion Not checkable as stated
Franceschetti: Eight Sleep Retained Hardware Lead Against 3x Competing RSU Offer
“He, the company was paying him way more giving him RSUs, so liquid stocks, plus paying him probably three X more, but he loves so much what we do, how we work, And what we want to build that at the end decided to stay”
Matteo Franceschetti Sep 12, 2026 ▶ 55:57 Labour, Engineering, Social Media, GrokBots, Cybercabs: 7 Predictions for How AI Changes the World
Assertion Not checkable as stated
Franceschetti: Charles Leclerc used Eight Sleep two years before meeting company
“Charles already had our product for two years before we met, and we didn't even know.”
Matteo Franceschetti Sep 12, 2026 ▶ 36:39 Labour, Engineering, Social Media, GrokBots, Cybercabs: 7 Predictions for How AI Changes the World
Disclosure
Franceschetti: Eight Sleep will introduce both higher-end and mass-market models like Tesla
“We want to democratize sleep, so the way I always say is, imagine if we were Tesla, we are the Model S. There will be the roadster, so there will be something even better, but you will also see us coming out with the model X and Y and three.”
Matteo Franceschetti Sep 12, 2026 ▶ 44:59 Labour, Engineering, Social Media, GrokBots, Cybercabs: 7 Predictions for How AI Changes the World
Assertion Not checkable as stated
Franceschetti: Individual clients and embassies purchase dozens to hundreds of Eight Sleeps
“A very famous person that everybody knows has 55 for his houses, but then there are other people that buy through embassies, and they bought in the hundreds.”
Matteo Franceschetti Sep 12, 2026 ▶ 43:53 Labour, Engineering, Social Media, GrokBots, Cybercabs: 7 Predictions for How AI Changes the World
Disclosure
Franceschetti: Eight Sleep operates a mobile bedroom truck in Silicon Valley
“We created a truck now that goes around Silicon Valley, and so you can book the truck, and it comes to your home, and you can try the product live, so this truck has a bedroom built in, in, in the back of the truck, but now the truck also goes to specific even…”
Matteo Franceschetti Sep 12, 2026 ▶ 14:20 Labour, Engineering, Social Media, GrokBots, Cybercabs: 7 Predictions for How AI Changes the World
Assertion Not checkable as stated
Franceschetti has not taken a vacation or honeymoon since founding Eight Sleep
“I never took a vacation since when a sleep started. We didn't even have a honeymoon because we set the date of our wedding to be exactly one week after the end of the crowdfunding campaign.”
Matteo Franceschetti Sep 12, 2026 ▶ 54:35 Labour, Engineering, Social Media, GrokBots, Cybercabs: 7 Predictions for How AI Changes the World
Assertion Not checkable as stated
Franceschetti: Tadej Pogačar used Eight Sleep across Tour de France stages
“Pogacar was installing our product every single night at each hotel of each stage of the Tour de France since last year. We didn't even know. He won last year and then he won this year. So they reach out after the first year and say, look, Pogacar did everythi…”
Matteo Franceschetti Sep 12, 2026 ▶ 38:59 Labour, Engineering, Social Media, GrokBots, Cybercabs: 7 Predictions for How AI Changes the World
Assertion Not checkable as stated
Eight Sleep hires an average of one candidate per 100 interviewed
“We, on, on, on, on an average, we hire one out of every hundred people.”
Matteo Franceschetti Nov 20, 2023 ▶ 52:32 Matteo Franceschetti: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | E1084 · 20VC with Harry Stebbings
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