Apr 1, 2024 · 55m · my-first-million

3 Anti-Comfort Businesses That Are Making Millions

Shaan Puri · 28m spoken Sam Parr · 19m spoken
0:00 / 0:00
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In this episode of My First Million, Sam Parr and Sean Puri explore the psychology of Misogi and anti-comfort business models, dissect luxury status dynamics from elite universities to corporate fashion, and share strategic frameworks for executive delegation and bootstrapping.

How this conversation actually went

Every chapter scored 0–10 on four independent dynamics. Hover any point for the reasoning behind the score. The hosts hold 100% of the talking time here. How this is scored →

The hosts as informed peer 6.3 Guest teaching 2.8 Guest disagreement 1.6 The hosts pushing back 1.6
05100:0015:0030:0045:000:00–7:08 · The hosts as informed peer 7/10 The Concept of Misogi and Dr. Marcus Elliott's Extreme Challenges Sam leads the conversation with detailed knowledge from 'The Comfort Crisis' about Dr. Marcus Elliott, the Patriots injury reductions, and the Japanese myth of Misogi. Shaan listens attentively, occasionally asking questions or making jokes.7:08–10:18 · The hosts as informed peer 4/10 Misogi Mindset, Sean's Reaction, and Channel Growth Anecdote Shaan reframes the Misogi concept around spontaneity rather than year-long preparation and shares an anecdote about a subscriber encounter at gymnastics. The tone is highly collaborative and energetic.10:18–15:18 · The hosts as informed peer 6/10 HubSpot Sponsor Break: Building Landing Pages for Hampton After an ad read for HubSpot/Hampton, Shaan pushes back on physical spectacle challenges by issuing a mental challenge to Sam: go 24 hours without feeling bothered. Sam accepts the counter-challenge after clarifying its boundaries.15:18–20:33 · The hosts as informed peer 8/10 Three Anti-Comfort Businesses: Speed Project, Monkey Run, and Barkley Marathons Sam presents three unconventional anti-comfort businesses: The Speed Project, The Monkey Run (The Adventurists), and the Barkley Marathons. Shaan reads the website copy and expresses genuine admiration for their eccentric branding.20:33–22:43 · The hosts as informed peer 7/10 The Business of Discomfort and Luxury as Customer Domination Sam shares a quote defining luxury as 'dominating your customer' via friction and artificial barriers, referencing Bernard Arnault and Ferrari. Shaan validates the insight as a podcast highlight.22:43–28:46 · The hosts as informed peer 6/10 Elite Universities as Luxury Brands and Asian Ivy Prep Fashion Shaan breaks down top-tier universities as luxury brands printing money through licensed apparel in China, while Sam counters with deep historical context on Kensuke Ishizu and post-war Japanese Ivy prep fashion.28:46–34:21 · The hosts as informed peer 6/10 Absurd Merchandise, Corporate Fashion Remixes, and the Traveling IBM Jacket Shaan pitches the idea of high-end corporate merch remixes like McDonald's jackets and sales milestone rings, sharing a story about Greg Isenberg's vintage IBM jacket. Both riff constructively on the concept.34:21–38:30 · The hosts as informed peer 5/10 Reviewing Marissa Mayer's New Photo-Sharing App 'Shine' Shaan humorously critiques Marissa Mayer's new photo-sharing app 'Shine' for its dated UI and fonts, while Sam plays good cop by admiring her track record and hoping she succeeds.38:30–46:34 · The hosts as informed peer 7/10 Thrill of the Shill: The Monkey on the Desk and Executive Delegation Shaan details the classic Harvard Business Review management framework of 'monkeys on the back' for executive delegation, explaining how he applies batching to manage his own assistant through Shepherd.46:34–49:24 · The hosts as informed peer 6/10 The Boom of Remote Staffing and Labor Arbitrage Sam brings up massive competitor valuations in the remote offshore staffing industry, and Shaan analyzes the macroeconomic shift towards profit margins and offshore labor arbitrage following the zero-interest-rate era.49:25–54:46 · The hosts as informed peer 7/10 Cubby Beds: Bootstrapping a Multi-Million Dollar Medical Bed Company Sam shares a personal story of discouraging a founder who went on to bootstrap Cubby Beds into a multi-million-dollar medical bed business covered by insurance. Shaan jokingly chides Sam for being a hater while exploring adult market applications.0:00–7:08 · Guest teaching 2/10 The Concept of Misogi and Dr. Marcus Elliott's Extreme Challenges Sam leads the conversation with detailed knowledge from 'The Comfort Crisis' about Dr. Marcus Elliott, the Patriots injury reductions, and the Japanese myth of Misogi. Shaan listens attentively, occasionally asking questions or making jokes.7:08–10:18 · Guest teaching 3/10 Misogi Mindset, Sean's Reaction, and Channel Growth Anecdote Shaan reframes the Misogi concept around spontaneity rather than year-long preparation and shares an anecdote about a subscriber encounter at gymnastics. The tone is highly collaborative and energetic.10:18–15:18 · Guest teaching 3/10 HubSpot Sponsor Break: Building Landing Pages for Hampton After an ad read for HubSpot/Hampton, Shaan pushes back on physical spectacle challenges by issuing a mental challenge to Sam: go 24 hours without feeling bothered. Sam accepts the counter-challenge after clarifying its boundaries.15:18–20:33 · Guest teaching 1/10 Three Anti-Comfort Businesses: Speed Project, Monkey Run, and Barkley Marathons Sam presents three unconventional anti-comfort businesses: The Speed Project, The Monkey Run (The Adventurists), and the Barkley Marathons. Shaan reads the website copy and expresses genuine admiration for their eccentric branding.20:33–22:43 · Guest teaching 2/10 The Business of Discomfort and Luxury as Customer Domination Sam shares a quote defining luxury as 'dominating your customer' via friction and artificial barriers, referencing Bernard Arnault and Ferrari. Shaan validates the insight as a podcast highlight.22:43–28:46 · Guest teaching 5/10 Elite Universities as Luxury Brands and Asian Ivy Prep Fashion Shaan breaks down top-tier universities as luxury brands printing money through licensed apparel in China, while Sam counters with deep historical context on Kensuke Ishizu and post-war Japanese Ivy prep fashion.28:46–34:21 · Guest teaching 3/10 Absurd Merchandise, Corporate Fashion Remixes, and the Traveling IBM Jacket Shaan pitches the idea of high-end corporate merch remixes like McDonald's jackets and sales milestone rings, sharing a story about Greg Isenberg's vintage IBM jacket. Both riff constructively on the concept.34:21–38:30 · Guest teaching 3/10 Reviewing Marissa Mayer's New Photo-Sharing App 'Shine' Shaan humorously critiques Marissa Mayer's new photo-sharing app 'Shine' for its dated UI and fonts, while Sam plays good cop by admiring her track record and hoping she succeeds.38:30–46:34 · Guest teaching 3/10 Thrill of the Shill: The Monkey on the Desk and Executive Delegation Shaan details the classic Harvard Business Review management framework of 'monkeys on the back' for executive delegation, explaining how he applies batching to manage his own assistant through Shepherd.46:34–49:24 · Guest teaching 3/10 The Boom of Remote Staffing and Labor Arbitrage Sam brings up massive competitor valuations in the remote offshore staffing industry, and Shaan analyzes the macroeconomic shift towards profit margins and offshore labor arbitrage following the zero-interest-rate era.49:25–54:46 · Guest teaching 3/10 Cubby Beds: Bootstrapping a Multi-Million Dollar Medical Bed Company Sam shares a personal story of discouraging a founder who went on to bootstrap Cubby Beds into a multi-million-dollar medical bed business covered by insurance. Shaan jokingly chides Sam for being a hater while exploring adult market applications.0:00–7:08 · Guest disagreement 1/10 The Concept of Misogi and Dr. Marcus Elliott's Extreme Challenges Sam leads the conversation with detailed knowledge from 'The Comfort Crisis' about Dr. Marcus Elliott, the Patriots injury reductions, and the Japanese myth of Misogi. Shaan listens attentively, occasionally asking questions or making jokes.7:08–10:18 · Guest disagreement 2/10 Misogi Mindset, Sean's Reaction, and Channel Growth Anecdote Shaan reframes the Misogi concept around spontaneity rather than year-long preparation and shares an anecdote about a subscriber encounter at gymnastics. The tone is highly collaborative and energetic.10:18–15:18 · Guest disagreement 3/10 HubSpot Sponsor Break: Building Landing Pages for Hampton After an ad read for HubSpot/Hampton, Shaan pushes back on physical spectacle challenges by issuing a mental challenge to Sam: go 24 hours without feeling bothered. Sam accepts the counter-challenge after clarifying its boundaries.15:18–20:33 · Guest disagreement 1/10 Three Anti-Comfort Businesses: Speed Project, Monkey Run, and Barkley Marathons Sam presents three unconventional anti-comfort businesses: The Speed Project, The Monkey Run (The Adventurists), and the Barkley Marathons. Shaan reads the website copy and expresses genuine admiration for their eccentric branding.20:33–22:43 · Guest disagreement 1/10 The Business of Discomfort and Luxury as Customer Domination Sam shares a quote defining luxury as 'dominating your customer' via friction and artificial barriers, referencing Bernard Arnault and Ferrari. Shaan validates the insight as a podcast highlight.22:43–28:46 · Guest disagreement 1/10 Elite Universities as Luxury Brands and Asian Ivy Prep Fashion Shaan breaks down top-tier universities as luxury brands printing money through licensed apparel in China, while Sam counters with deep historical context on Kensuke Ishizu and post-war Japanese Ivy prep fashion.28:46–34:21 · Guest disagreement 1/10 Absurd Merchandise, Corporate Fashion Remixes, and the Traveling IBM Jacket Shaan pitches the idea of high-end corporate merch remixes like McDonald's jackets and sales milestone rings, sharing a story about Greg Isenberg's vintage IBM jacket. Both riff constructively on the concept.34:21–38:30 · Guest disagreement 3/10 Reviewing Marissa Mayer's New Photo-Sharing App 'Shine' Shaan humorously critiques Marissa Mayer's new photo-sharing app 'Shine' for its dated UI and fonts, while Sam plays good cop by admiring her track record and hoping she succeeds.38:30–46:34 · Guest disagreement 1/10 Thrill of the Shill: The Monkey on the Desk and Executive Delegation Shaan details the classic Harvard Business Review management framework of 'monkeys on the back' for executive delegation, explaining how he applies batching to manage his own assistant through Shepherd.46:34–49:24 · Guest disagreement 1/10 The Boom of Remote Staffing and Labor Arbitrage Sam brings up massive competitor valuations in the remote offshore staffing industry, and Shaan analyzes the macroeconomic shift towards profit margins and offshore labor arbitrage following the zero-interest-rate era.49:25–54:46 · Guest disagreement 2/10 Cubby Beds: Bootstrapping a Multi-Million Dollar Medical Bed Company Sam shares a personal story of discouraging a founder who went on to bootstrap Cubby Beds into a multi-million-dollar medical bed business covered by insurance. Shaan jokingly chides Sam for being a hater while exploring adult market applications.0:00–7:08 · The hosts pushing back 2/10 The Concept of Misogi and Dr. Marcus Elliott's Extreme Challenges Sam leads the conversation with detailed knowledge from 'The Comfort Crisis' about Dr. Marcus Elliott, the Patriots injury reductions, and the Japanese myth of Misogi. Shaan listens attentively, occasionally asking questions or making jokes.7:08–10:18 · The hosts pushing back 1/10 Misogi Mindset, Sean's Reaction, and Channel Growth Anecdote Shaan reframes the Misogi concept around spontaneity rather than year-long preparation and shares an anecdote about a subscriber encounter at gymnastics. The tone is highly collaborative and energetic.10:18–15:18 · The hosts pushing back 2/10 HubSpot Sponsor Break: Building Landing Pages for Hampton After an ad read for HubSpot/Hampton, Shaan pushes back on physical spectacle challenges by issuing a mental challenge to Sam: go 24 hours without feeling bothered. Sam accepts the counter-challenge after clarifying its boundaries.15:18–20:33 · The hosts pushing back 1/10 Three Anti-Comfort Businesses: Speed Project, Monkey Run, and Barkley Marathons Sam presents three unconventional anti-comfort businesses: The Speed Project, The Monkey Run (The Adventurists), and the Barkley Marathons. Shaan reads the website copy and expresses genuine admiration for their eccentric branding.20:33–22:43 · The hosts pushing back 1/10 The Business of Discomfort and Luxury as Customer Domination Sam shares a quote defining luxury as 'dominating your customer' via friction and artificial barriers, referencing Bernard Arnault and Ferrari. Shaan validates the insight as a podcast highlight.22:43–28:46 · The hosts pushing back 2/10 Elite Universities as Luxury Brands and Asian Ivy Prep Fashion Shaan breaks down top-tier universities as luxury brands printing money through licensed apparel in China, while Sam counters with deep historical context on Kensuke Ishizu and post-war Japanese Ivy prep fashion.28:46–34:21 · The hosts pushing back 1/10 Absurd Merchandise, Corporate Fashion Remixes, and the Traveling IBM Jacket Shaan pitches the idea of high-end corporate merch remixes like McDonald's jackets and sales milestone rings, sharing a story about Greg Isenberg's vintage IBM jacket. Both riff constructively on the concept.34:21–38:30 · The hosts pushing back 3/10 Reviewing Marissa Mayer's New Photo-Sharing App 'Shine' Shaan humorously critiques Marissa Mayer's new photo-sharing app 'Shine' for its dated UI and fonts, while Sam plays good cop by admiring her track record and hoping she succeeds.38:30–46:34 · The hosts pushing back 2/10 Thrill of the Shill: The Monkey on the Desk and Executive Delegation Shaan details the classic Harvard Business Review management framework of 'monkeys on the back' for executive delegation, explaining how he applies batching to manage his own assistant through Shepherd.46:34–49:24 · The hosts pushing back 1/10 The Boom of Remote Staffing and Labor Arbitrage Sam brings up massive competitor valuations in the remote offshore staffing industry, and Shaan analyzes the macroeconomic shift towards profit margins and offshore labor arbitrage following the zero-interest-rate era.49:25–54:46 · The hosts pushing back 2/10 Cubby Beds: Bootstrapping a Multi-Million Dollar Medical Bed Company Sam shares a personal story of discouraging a founder who went on to bootstrap Cubby Beds into a multi-million-dollar medical bed business covered by insurance. Shaan jokingly chides Sam for being a hater while exploring adult market applications.

speaking balance: gold is the hosts, purple is the guest (3 minute bins)

0:00 · the hosts 100% · guest 0%0:00 · the hosts 100% · guest 0%3:00 · the hosts 100% · guest 0%3:00 · the hosts 100% · guest 0%6:00 · the hosts 99.9% · guest 0.1%6:00 · the hosts 99.9% · guest 0.1%9:00 · the hosts 100% · guest 0%9:00 · the hosts 100% · guest 0%12:00 · the hosts 100% · guest 0%12:00 · the hosts 100% · guest 0%15:00 · the hosts 100% · guest 0%15:00 · the hosts 100% · guest 0%18:00 · the hosts 100% · guest 0%18:00 · the hosts 100% · guest 0%21:00 · the hosts 100% · guest 0%21:00 · the hosts 100% · guest 0%24:00 · the hosts 100% · guest 0%24:00 · the hosts 100% · guest 0%27:00 · the hosts 100% · guest 0%27:00 · the hosts 100% · guest 0%30:00 · the hosts 99.9% · guest 0.1%30:00 · the hosts 99.9% · guest 0.1%33:00 · the hosts 100% · guest 0%33:00 · the hosts 100% · guest 0%36:00 · the hosts 100% · guest 0%36:00 · the hosts 100% · guest 0%39:00 · the hosts 99.9% · guest 0.1%39:00 · the hosts 99.9% · guest 0.1%42:00 · the hosts 100% · guest 0%42:00 · the hosts 100% · guest 0%45:00 · the hosts 100% · guest 0%45:00 · the hosts 100% · guest 0%48:00 · the hosts 100% · guest 0%48:00 · the hosts 100% · guest 0%51:00 · the hosts 100% · guest 0%51:00 · the hosts 100% · guest 0%54:00 · the hosts 100% · guest 0%54:00 · the hosts 100% · guest 0%
Sharpest disagreement ▶ 13:40 Shaan challenges Sam's motivation

Shaan playfully calls out Sam for only picking physical spectacles because he already knows he can finish them, challenging him to a mental discipline test instead.

Hardest push from the hosts ▶ 37:47 Sam pushes back against mocking Marissa Mayer

Sam pushes back against Shaan's roast of Marissa Mayer's app design by defending her pedigree and wishing her success.

Biggest teaching moment ▶ 25:43 Sam educates Shaan on Japanese fashion history

Sam educates Shaan on post-WWII Japanese culture and how Kensuke Ishizu imported Ivy League aesthetics directly from Brooks Brothers advertisements.

The host holds their own ▶ 17:39 Sam details the lore of the Barkley Marathons

Sam demonstrates comprehensive domain knowledge of extreme endurance races, recounting the bizarre entry rules, fees, and history behind Lazarus Lake's event.

the scores for every segment, with the reasoning behind each
ChapterTopicThe hosts as informed peerGuest teachingGuest disagreementThe hosts pushing backWhy
The Concept of Misogi and Dr. Marcus Elliott's Extreme Challenges 7212 Sam leads the conversation with detailed knowledge from 'The Comfort Crisis' about Dr. Marcus Elliott, the Patriots injury reductions, and the Japanese myth of Misogi. Shaan listens attentively, occasionally asking questions or making jokes.
Misogi Mindset, Sean's Reaction, and Channel Growth Anecdote 4321 Shaan reframes the Misogi concept around spontaneity rather than year-long preparation and shares an anecdote about a subscriber encounter at gymnastics. The tone is highly collaborative and energetic.
HubSpot Sponsor Break: Building Landing Pages for Hampton 6332 After an ad read for HubSpot/Hampton, Shaan pushes back on physical spectacle challenges by issuing a mental challenge to Sam: go 24 hours without feeling bothered. Sam accepts the counter-challenge after clarifying its boundaries.
Three Anti-Comfort Businesses: Speed Project, Monkey Run, and Barkley Marathons 8111 Sam presents three unconventional anti-comfort businesses: The Speed Project, The Monkey Run (The Adventurists), and the Barkley Marathons. Shaan reads the website copy and expresses genuine admiration for their eccentric branding.
The Business of Discomfort and Luxury as Customer Domination 7211 Sam shares a quote defining luxury as 'dominating your customer' via friction and artificial barriers, referencing Bernard Arnault and Ferrari. Shaan validates the insight as a podcast highlight.
Elite Universities as Luxury Brands and Asian Ivy Prep Fashion 6512 Shaan breaks down top-tier universities as luxury brands printing money through licensed apparel in China, while Sam counters with deep historical context on Kensuke Ishizu and post-war Japanese Ivy prep fashion.
Absurd Merchandise, Corporate Fashion Remixes, and the Traveling IBM Jacket 6311 Shaan pitches the idea of high-end corporate merch remixes like McDonald's jackets and sales milestone rings, sharing a story about Greg Isenberg's vintage IBM jacket. Both riff constructively on the concept.
Reviewing Marissa Mayer's New Photo-Sharing App 'Shine' 5333 Shaan humorously critiques Marissa Mayer's new photo-sharing app 'Shine' for its dated UI and fonts, while Sam plays good cop by admiring her track record and hoping she succeeds.
Thrill of the Shill: The Monkey on the Desk and Executive Delegation 7312 Shaan details the classic Harvard Business Review management framework of 'monkeys on the back' for executive delegation, explaining how he applies batching to manage his own assistant through Shepherd.
The Boom of Remote Staffing and Labor Arbitrage 6311 Sam brings up massive competitor valuations in the remote offshore staffing industry, and Shaan analyzes the macroeconomic shift towards profit margins and offshore labor arbitrage following the zero-interest-rate era.
Cubby Beds: Bootstrapping a Multi-Million Dollar Medical Bed Company 7322 Sam shares a personal story of discouraging a founder who went on to bootstrap Cubby Beds into a multi-million-dollar medical bed business covered by insurance. Shaan jokingly chides Sam for being a hater while exploring adult market applications.

Statements from this episode (15)

Assertion Supported
Marcus Elliott reduced Patriots hamstring injuries from 21 to three annually
“And the Patriots had an issue where they had something like 21 hamstring pulls per year, and they're like, dude, our guys keep getting hurt, or it's losing us millions of dollars. Help us out. So Dr. Elliott helps them out, and they reduce their hamstring pull…”
Sam Parr Apr 1, 2024 ▶ 1:07
Assertion Partly supported
Kyle Korver carried an 80-pound rock underwater for three miles
“They carry an 80 pound rock underwater for three miles. So basically they're out in the Santa Barbara, the ocean off of Santa Barbara and they Grab, there's this rock at the bottom of the ocean. They got to swim like 10 feet down. They got to grab it. They can…”
Sam Parr Apr 1, 2024 ▶ 4:09
Assertion Not checkable as stated
The Adventurists generates millions in annual revenue organizing extreme races
“I met with the owners. They're doing millions of years in revenue, and I actually think this could be a potentially much larger business than it already is.”
Sam Parr Apr 1, 2024 ▶ 16:26
Assertion Partly supported
Barkley Marathons accepts only 40 runners from thousands of yearly applicants
“Basically in order to get, they only allow 40 people a year to join, and they get thousands of applicants to join this hundred mile race.”
Sam Parr Apr 1, 2024 ▶ 18:12
Assertion Supported
Entering the Barkley Marathons requires an essay and a $1.60 fee
“In order to join the race, you have to pay a dollar 60 application fee, for some reason, dollar 60. You also have to write a letter as to why you are good enough and why, like, this is important to you.”
Sam Parr Apr 1, 2024 ▶ 18:20
Insight
Anti-comfort endurance events act as modern gyms selling pain and status
“These are just the modern day gyms, right? Like, these are the modern day gyms, and the beautiful part about this is, not only do you get the pain, you get a story to tell too. You get to go, you get the social, social cred which is the key part of all these b…”
Shaan Puri Apr 1, 2024 ▶ 21:18
Insight
Sam Parr: Forcing customers to jump through hoops builds cult brands
“Making your customer jump through hoops in order to acquire the good. It makes it so much more valuable. The problem is, is that's really hard to pull off. But if you can pull it off, you have the will and discipline in order to, like, take this risk. It's pre…”
Sam Parr Apr 1, 2024 ▶ 22:25
Insight
Shaan Puri: Elite universities are part luxury brand, daycare, and insurance
“Top, top flight university, universities are part luxury brand, Part daycare, part education, part insurance policy.”
Shaan Puri Apr 1, 2024 ▶ 23:32
Insight
Pairing luxury streetwear designers with casual licensed IP creates compelling merch
“If you take this kind of, like, luxury, high fashion streetwear type of, like, designer, but you use them on licensed IP that's usually pretty low-end casual, you get kind of an interesting result.”
Shaan Puri Apr 1, 2024 ▶ 29:37
Insight
Corporate merch should include high-end limited novelties like startup exit rings
“I think somebody should make, like, the sales gong, the deal trophy, the, like, series A ring, like a class ring, or an exit ring. Like, if you sell your company, you get a ring. Like, somebody should make categories that other merch companies don't even touch…”
Shaan Puri Apr 1, 2024 ▶ 31:32
Opinion
Shaan Puri: Marissa Mayer's photo-sharing app Shine is stuck in 2012
“She creates a photo sharing app, which is like the most 20 12 thing possible that you could do, which is the last time anybody heard of Marissa Merritt. It's like she was frozen in time and somebody, somebody like thawed her out and she popped out and just mad…”
Shaan Puri Apr 1, 2024 ▶ 35:55
Assertion Not checkable as stated
An offshore staffing competitor recently raised at a $300 million valuation
“One of your competitors just raised money at a three hundred million dollar valuation. I think it was hundreds of millions. And they showed how much revenue they added in the last 12 months. And it was jaw dropping. It was insane.”
Sam Parr Apr 1, 2024 ▶ 46:47
Prediction Not checkable as stated
Shaan Puri: New offshore staffing startups will fail against established incumbents
“All the competitors, all the companies that are like doing this, like the companies are starting now, I think are having a tough time or a much tougher time. It's not really going to work out in the long run, but the ones that have been doing this for like fou…”
Shaan Puri Apr 1, 2024 ▶ 47:11
Prediction Not checkable as stated
Cubby Beds will generate tens of millions in 2024 revenue
“And at this point, he's going to do many tens of millions in revenue this year.”
Sam Parr Apr 1, 2024 ▶ 51:12
Assertion Supported
A specialized Cubby Bed costs approximately $14,000
“I just put it in my cart. It's about 14,000 dollars.”
Shaan Puri Apr 1, 2024 ▶ 53:02
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