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Episode 1371 · Oct 23, 2026

Why Working Harder Hold You Back with Greg McKeown

Greg McKeown
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Almost every entrepreneur carries the same quiet assumption: if you want to accomplish more, you have to work harder. Grind more. Hustle longer. Push past what everyone else is willing to endure. On this episode of The Daily Mastermind, George Wright III challenges that belief head-on — not because hard work doesn't matter, but because effort alone eventually runs out of road.

George has spent most of his career running multiple businesses, building relationships, and chasing new opportunities. He's a believer in drive. But he's also learned something that takes most high performers years to admit: there's a big difference between being busy and making progress. To go deeper, he shares part of his conversation with bestselling author Greg McKeown — the man behind *Essentialism* and *Effortless* — recorded for The Franklin Planner Podcast.

Greg McKeown on the 10X Dilemma Every High Achiever Faces

Greg McKeown has spent years helping people rethink priorities, productivity, and achievement. And in this conversation, he names the trap with remarkable precision. He says he's asked audiences two questions many times since writing *Effortless*. First: who wants 10X results — in output, in the quality of their relationships? Every hand in the room goes up. Then the second question: who can work 10 times harder?

Not a single hand.

Put your hands up if you want to achieve 10X results. Every hand. Okay, so then the second question: who can work 10 times harder? No one.

These are hardworking, intelligent, talented people — and none of them have anywhere close to 10X more effort available. So what happens? "If you just try to go to 10X doing more of what you've been doing, then you're gonna hit a plateau, you're gonna burn out way before you get there." McKeown calls *Effortless* an antidote to that 10X dilemma: a way to find an easier, lighter, gentler path to what matters most without destroying yourself in the process.

George frames the same tension from the operator's seat. You can't work 10 times the hours. You can't manufacture 10 times the energy. You can't keep stacking responsibilities, projects, and commitments forever. At some point, something has to change — and most people feel that long before they're willing to say it out loud.

Why the Belief That Important Work Must Be Brutally Hard Is Holding You Back

McKeown describes an invisible connection most of us have made without ever examining it: the more important a thing is, the harder it must be. He compares it to a bad 1980s motivational speech — *this is going to be so important, but it's going to kill you, you'll need 150%.*

Of course that can be true sometimes. But does it *always* have to be true? And what's the risk of operating as if it does? McKeown puts the danger plainly: if it isn't brutally hard, I must not be doing enough. I must not be sacrificing enough. That's the logic that turns ambitious people into exhausted ones.

Effortless is really like an insecure overachiever's guide to healthy productivity.

Metanoia: Changing the Lens Before You Change the Strategy

George points out that the starting point is almost always reframing how you see things — mindset before tactics. McKeown agrees, and offers a word he uses in *Essentialism*: metanoia, meaning to see yourself, others, and the world through new eyes.

That's the contribution he's really trying to make in his work. How are we currently seeing it? Can we name the lens that's invisible to us? And if we can name it, is there an alternative lens that unlocks a completely different approach — one that's better, gentler, healthier, and gets us closer to the life we actually want? Most people try to fix their results with a new tactic. McKeown argues you fix them by changing the frame the tactics live inside.

The South Pole Story: Why Sustainable Beat Maximum Effort

McKeown illustrates all of this with the race to the South Pole — the moonshot of its era. Two teams set out, one from Great Britain and one from Norway.

The British team operated out of an assumption that still sounds completely reasonable: maximum effort equals maximum results. Day one, they pushed as far as they could — 20, 30, even 50 miles. Day two, the same. Then bad weather arrived and they were already burned out, stuck in their tents, demoralized. Without meaning to, they created a boom-and-bust approach to execution — up and down physically, up and down psychologically. Their journals record them reassuring themselves that no one could make progress in weather like that.

One team could. The Norwegians had spent time listening to and learning from people who actually knew how to survive in that environment, and they came away with a principle McKeown summarizes as sweat management. In an extreme environment, you cannot be extreme in your strategy. The question isn't how far you can go today — it's whether you can move in a way that leaves something for tomorrow.

They turned that insight into a rule: 15 miles every day, and never more. On great days they could have done far more. They didn't. When the same brutal weather hit them, they still made their 15 miles, because they hadn't emptied the tank.

The real test came 45 miles out. Perfect conditions. They could have broken the rule once and finished in a single day — and they had no idea whether the British team was ahead of them. The expedition leader held the line. Three more days, 15 miles each. They reached the South Pole more than 20 days ahead of the British team — and they still had what it took to make the 16,000-mile journey home. The British team arrived depleted, demoralized, and exhausted, and died on the journey back.

The insecure overachiever inside of me really rather resents that story. I ought to be able to push my way to victory, make the exception, go the extra mile.

Lazy Is Not the Same as Easy — and the 85% Rule

McKeown is careful here. He is not arguing for laziness. "We have to separate lazy from easy. They do not equal each other. Lazy is not being willing to put in effort. Easy is that something doesn't require effort." If you want to make real progress, you have to actively hunt for easier ways to proceed.

What stopped him cold while writing *Effortless* was a line from the biography he was reading: the Norwegian team made progress on a daily basis *without particular effort*. On one of the most physically arduous challenges imaginable. That phrase reframes everything — not that effort disappeared, but that effort wasn't the primary lens they operated through.

The practical version for you and me, McKeown says, is the 85% rule. Never do more than 85% today, because you want 85% available tomorrow. You don't spend 110% today and wake up with 50%. Eighty-five percent, repeated, produces sustainable and superb results.

Action Steps

  • Name the invisible lens you're operating through. Write down the belief driving your schedule — then ask whether it's actually true.
  • Audit the difference between busy and progress. List what you did this week, then mark only what moved you toward the business and life you actually want.
  • Set your own "15 miles a day" rule — a daily pace you can hit on your worst week, not just your best.
  • Apply the 85% rule for one full week. Stop at 85% so you start tomorrow at 85%.
  • Before adding anything new, ask McKeown's question: is there an easier, lighter way to accomplish what matters most here?

The goal was never to see how much you can cram into a day. The goal is consistent, meaningful progress you can keep building on for years — not a week or a month until burnout. Sometimes the biggest breakthrough doesn't come from doing more. It comes from changing the way you think about what you're doing. It's never too late to start living the life you were meant to live.

About the guest

Greg McKeown

Dr Greg McKeown and his wife, Anna, are the proud parents of four children. McKeown is the author of two New York Times bestsellers, “Essentialism: The Disciplined Pursuit of Less and “Effortless: Make It Easier to Do What Matters Most”, which together have sold 3 million copies and been published in 40 languages and recently released The Essentialism Planner, a 90-day guide to accomplishing more by doing less.

Since it’s publication, Essentialism has become a part of the wider culture. It’s Steve Harvey’s favorite book. Former First Lady of California, Maria Shriver, shares insights from the book at her coveted Sunday luncheons. Even presidential hopefuls have voiced their allegiance to its transformative power. In Brazil, Essentialism has been outselling Harry Potter. In Japan there are a series of graphic novels based on these ideas.

At McKeown’s Essentialism Academy people from over 100 countries take online classes.

Hundreds of thousands receive his 1-Minute Wednesday newsletter.

His podcast has grown into a living conversation with people the world over.

McKeown has become one of the most sought-after public speakers in the world. He has spoken to hundreds of organizations while traveling to more than 45 countries. His clients include Apple, Amazon, Google, Microsoft, Nike, X and the Navy SEALs.

He holds a master’s degree from Stanford University and a doctorate from the University of Cambridge, where his research focused on the #1 skill we need now.

Dr Greg McKeown has written two New York Times bestsellers: “Essentialism: The Disciplined Pursuit of Less,” which has been voted by Goodreads as “The #1 Leadership and Success Book to Read in a Lifetime,” and “Effortless: Make It Easier to Do What Matters Most.” Together, they have been published in 37 languages.

McKeown is one of the most sought-after public speakers globally and has spoken to over 500 companies while traveling to more than 40 countries. His clients include Apple, Google, Microsoft, and Nike.

He hosts The Greg McKeown Podcast, ranked in the Top 5 of all Self Improvement podcasts (out of 11,000) and Top 10 in Educational podcasts (out of 30,000) on Apple Podcasts. Guests have included Harvard professor Arthur Brooks, Matthew McConaughey, Maria Shriver, John Hope Bryant, and Ariana Huffington.

His work has been covered in print media, including The New Yorker, The New York Times, Time, Fast Company, Fortune, Politico, Inc., and Harvard Business Review. It has also been featured on NPR, NBC, FOX, and multiple times on The Steve Harvey Show.

McKeown is an active Social Innovator, serving as a Board Member for Washington D.C. policy group Resolve for 7 years and as a mentor with 2 Seeds, a non-profit incubator for agricultural projects in Africa. He has also spoken at non-profit groups like The Kauffman Fellows, Net Impact, and Stanford University, co-creating the popular class, Designing Life, Essentially.

He is a Young Global Leader for the World Economic Forum, recently moderating a session at the Summer Davos in China titled “Unpacking Social Innovation Models for Maximum Impact” and serving as a panelist at the Sharpening Your Creative Edge working session at the Forum.

Previously, McKeown collaborated in researching and writing “Multipliers: How the Best Leaders Make Everyone Smarter” and worked for Heidrick & Struggles’ Global Leadership Practice, assessing senior executives.

McKeown earned his Masters of Business Administration from Stanford’s Graduate School of Business, completed his Global Leadership and Public Policy certificate at Harvard University’s John F. Kennedy School of Government, and a doctorate from the University of Cambridge.

READ THE FULL TRANSCRIPT

[00:00:05] Okay, welcome back to the Daily Mastermind. George Wright [00:00:10] III, I am your host with your daily dose of inspiration, motivation, and [00:00:15] education. And today I wanna challenge, um, something I think almost every entrepreneur and business [00:00:20] owner sort of struggles with at times, and that is the belief that if we wanna accomplish more, we [00:00:25] have to work harder. Think about it, like the grind, the hustle. Um, you know, we're [00:00:30] constantly being told to hustle more, push harder, work longer. And listen, I'm a big believer in hard [00:00:35] work. Everybody knows that that works around me. Um, I've spent most of my life building businesses, [00:00:40] pursuing opportunities, and trying to create something bigger and better every day of the week. Uh, but, but [00:00:45] here's something I think, you know, I've been thinking about a lot lately, and that's what if [00:00:50] working harder isn't always the answer? You know, a lot of times it's the questions [00:00:55] we ask. What if the very thing that you believe is driving your success is actually the thing that's holding you [00:01:00] back? Let me tell you what I mean by that. You know, we, we hear a lot about creating 10X results and 10 times [00:01:05] the business, 10 times the income, 10X this and that, and I love the idea of thinking bigger, I [00:01:10] really do, and I think we all should be challenging ourselves to grow. But here's the problem. We can't [00:01:15] work 10 times as many hours. You can't create 10 times as much energy, and you certainly can't keep adding [00:01:20] more responsibilities, projects, and commitments, and at some point, something has to [00:01:25] change. You might be feeling that, like, deep down. You know, I, I, I can tell from personal [00:01:30] experience that this is something that you will learn over the years as you get more and more responsibilities.[00:01:35] And, you know, I've spent a lot of my career running multiple businesses, developing new ideas and [00:01:40] relationships, and constantly looking for, you know, new opportunities. But I've always had a strong drive [00:01:45] to accomplish more, and I don't think that's a bad thing. In fact, I believe that the drive is one of [00:01:50] the things that gets you the results that you wanna get. But I've also found that there's a big [00:01:55] difference between being busy and actually making progress. And when you're running businesses and [00:02:00] managing teams and, you know, creating content, developing opportunities, trying to do JV [00:02:05] partnerships, it's really easy to believe that the answer is just more and, and work now [00:02:10] like most won't, so that later you can have what most won't have, you know, more hours, more projects, and all this. And [00:02:15] sometimes, without even realizing it, you start measuring your success by how much you're doing instead of [00:02:20] what you're actually accomplishing. And, you know, I've had to remind myself of that many times. [00:02:25] And just because I have the ability to push harder doesn't mean that that's the best way forward. So here's what I've [00:02:30] come to realize. The goal isn't to see how much I can accomplish in a day. The [00:02:35] goal is to create consistent, meaningful progress towards the business and [00:02:40] life that I actually wanna create. And that's the distinction. Because I don't wanna, you know, [00:02:45] lose my drive. I don't wanna stop thinking big. You know, and I certainly don't wanna stop pushing new [00:02:50] opportunities and, you know, greater levels of success. But, you know, I do wanna make sure that the [00:02:55] effort I'm putting into my business every day is taking me somewhere that matters, [00:03:00] and I wanna be able to continue making the progress over long term, not just for, you know, a week or a month until [00:03:05] burnout, and, you know, for years and years and years to come. And it's, it's sort of why I wanna really share [00:03:10] a powerful conversation with you today. So as many of you know, I'm a co-host of the Franklin Planner podcast, [00:03:15] and I recently had the opportunity of intervi- interviewing, um, Greg McKeown, [00:03:20] and he's the bestselling author of Essentialism and Effortless Sold millions of books.[00:03:25] Greg has spent years helping people rethink the way they approach priorities, [00:03:30] productivity, and achievement. And during our conversation, he shared a perspective that really [00:03:35] challenged, you know, the idea that greater results have to come from greater effort. In [00:03:40] fact, he raised a question that I think every entrepreneur should be asking, and that's: How do we create [00:03:45] dramatically better results without constantly demanding more from ourselves? [00:03:50] And I thought the answer that he gave, you know, to this question was so valuable that I wanted to [00:03:55] share it, or at least this portion of the conversation, with you here on The Daily Mastermind. And by the [00:04:00] way, if you enjoy the, you know, this, this section, I really would encourage you to go listen to the [00:04:05] full interview on The Franklin Planner Podcast. It's being released, um, it probably got [00:04:10] released before this episode, but we're gonna go way deeper with Greg into his ideas on how you can apply [00:04:15] them in business and life. He's got some great tools. Uh, but before I play this clip, I want you to think about [00:04:20] something. Are you creating the kind of progress that you can continue to build on, [00:04:25] or are you constantly pushing yourself harder, hoping that eventually all the effort's gonna pay [00:04:30] off? Because sometimes the biggest breakthrough doesn't come from doing more, it comes from changing the [00:04:35] way you think about what you're doing. So with that in mind, here's my conversation with [00:04:40] bestselling author Greg McKeown. I hope you enjoy. Greg McKeowin: Yeah, I mean, effortless is, is [00:04:45] based on this idea that that there's a, a [00:04:50] connection people have made, and it's kind of invisible, [00:04:55] which is that the more important a thing is, the harder it will be. And, [00:05:00] and we, we-- it's like a, a bad 1980s motivational speaker, right? Like, you know, [00:05:05] "This is gonna be so important, but it's gonna, it's gonna kill you. It's gonna-- You need 150% you're gonna [00:05:10] have to..." And we've all had versions of that speech. We've had like that full version, but also [00:05:15] people just do talk like that. Like, "Yeah, it's, this is gonna be so hard, but it's gonna be so worth it." [00:05:20] Well, of course that can be true. I'm not for a second saying that can't, that is never [00:05:25] true. But does it always have to be true? And what's the risk of [00:05:30] thinking and operating like, "Yeah, if it isn't brutally hard, I must not be doing [00:05:35] enough. I must not be sacrificing enough." And so effortless [00:05:40] is really like an insecure overachiever's guide to healthy [00:05:45] productivity. It's saying, "Look, what if I could [00:05:50] disconnect that sacrificial you know, [00:05:55] extreme way of thinking from the thing I... is most [00:06:00] important? What, what options might be available?" And you can think about it like this. You can say I've asked [00:06:05] audiences these two questions many times since writing "Effortless." I say, "Okay, put your hands up if you want to [00:06:10] achieve 10X results." That is, you know, in quality of relationship and in your [00:06:15] output, 10X. Every hand. George Wright III: Sure, everyone. Yeah. Greg McKeowin: Okay. So then the second question, "Okay, [00:06:20] who can work 10 times harder?" Right. No one. There, there's nobody [00:06:25] in these rooms, right? These are hardworking, intelligent, talented people. You know, they're [00:06:30] the hit squad. None of them have even close to 10X [00:06:35] more effort. Well, so what do you do? You know, if you just try to go to 10X [00:06:40] doing more of what you've been doing, then you're gonna hit a plateau, you're gonna [00:06:45] burn out way before you get there. And so my suggestion is [00:06:50] really, like, we have to, we have to unlock all of this. We have to find a different way of approaching it. [00:06:55] We have to see it differently so that we can, you know, find an easier, [00:07:00] lighter, gentler way to accomplish what matters most so that we can get to 10X but [00:07:05] without burning out. And that's really the, the, the value proposition of Effortless, is [00:07:10] an antidote to the 10X dilemma. George Wright III: Well, I love that it challenges your beliefs too, because at the [00:07:15] end of the day, the starting point almost always is reframing how you see [00:07:20] things in order to be more productive, fulfilled, [00:07:25] and everything like that, right? It, it begins with a shift in your mindset, not a [00:07:30] strategy or a tactic or something that you would, you would apply, and although those do come into play. [00:07:35] Greg McKeowin: Yeah, I mean, I think so. I, I think, I mean, there's a word that I use in Essentialism I think is [00:07:40] metanoia, and that means to see yourself, others, the world [00:07:45] through new eyes, to see it through that new lens. And yes, I think that is really the [00:07:50] most valuable contribution in some ways that I'm trying to make in [00:07:55] any of the things that I'm writing and working on is how are we currently seeing it? [00:08:00] How-- Can we name more precisely the current [00:08:05] lens that's invisible to us? And if we can name that lens, then is there [00:08:10] an alternative lens? Is there something different that could unlock a whole different [00:08:15] approach that is, that's better, that's gentler, that's healthier, that [00:08:20] gets us closer to what-- to the life that we really want to have? I mean, I'll give you just one [00:08:25] illustration of this. You know, if you can imagine, if you go back to me, with me to like the [00:08:30] 1850s, right? So of course, this is way before anybody's thinking of how do we get to the moon, but [00:08:35] the equivalent of the moon, uh, you know, uh, goal [00:08:40] i- that is, is the moon shot is who can get to the South [00:08:45] Pole Because nobody's ever done it, not in all of recorded history. And then it turns out that [00:08:50] even after s- unsuccessful attempts, another two sets of, you know, two [00:08:55] teams set off attempting to be the first. And it captures the imagination and the newspaper and so on [00:09:00] of the times and who will do it. Will e- will either of these teams do it? And, and, and one team's [00:09:05] from, uh, from Great Britain, the other from Norway. Uh, and the first team, [00:09:10] you know, they, they are just operating out of this mindset of if, if you can [00:09:15] just do more, if you can do your maximum... Well, it's like this, [00:09:20] maximum effort equals maximum results, which actually sounds so [00:09:25] reasonable even now when I say it. It's like, yeah, that, that must be true. Maximum effort will [00:09:30] equal maximum results. And so they go with that. So what does that look like? Well, day one, they go, [00:09:35] you know, they, they're gonna maximize it. If they can do 20, 30, even 50 miles, they'll do it. Well, [00:09:40] that's the way you're gonna get there before the other team. And they do it day one, day two, day three, day four, but then, then they [00:09:45] get a day that's terrible weather, and what do they do? Well, they try to do it again, but they're [00:09:50] burned out already, so they have to just stay in their tents, bemoan their situation.[00:09:55] And what they've created without meaning to is a boom-and-bust [00:10:00] approach to execution. And so they're just going up and down, and psychologically they're [00:10:05] going up and down, and they've just got all this dead time on their hands. What, well, they wrote in their journals, we know exactly [00:10:10] what they were thinking. We have their journal entries. "Well, good. We don't think anyone could make progress in weather like [00:10:15] this." Well, one team could, and that's the Norwegian team. They had had the benefit of spending [00:10:20] time listening and learning and understanding the people [00:10:25] in Antarctica, the, the, you know, the, the Aboriginal people of Antarctica who [00:10:30] taught them this principle. They said, "To survive in Antarctica, to thrive in [00:10:35] Antarctica, it's all about sweat management," which is quite a [00:10:40] useful insight because it's, it's not how far and fast can you go in [00:10:45] one day, it's can you operate in a way that never overexerts your sweat level [00:10:50] so that you have enough for tomorrow. You know, it's such an extreme environment, you [00:10:55] can't be extreme yourself in your strategy. Y- Otherwise, it will destroy you. [00:11:00] And so they turned that paradigm, that insight [00:11:05] into a rule, which was 15 miles, one five, every day 15 miles and never [00:11:10] more. So day one, they could do a lot more, but they don't, and so on. Day two, day [00:11:15] three, they get the exact same bad weather that the British team is having, but they're able to do [00:11:20] 15 miles because they haven't burned themselves out. The plot thickens [00:11:25] when they get within 45 miles of the South Pole Well, they [00:11:30] have perfect weather conditions, perfect sledding conditions, and the Norwegian team [00:11:35] knows that if they push themselves, break the rules, so to speak, one time, they can get [00:11:40] there in one day. And to make it even harder, they don't know where the British team is. For all they know, the [00:11:45] British team is ahead of them, not behind them. Well, what do you do? And you can [00:11:50] see in that moment, in this sort of decision point, well, the paradigm, [00:11:55] whatever paradigm you're operating out of, would hugely affect your decision in that moment. [00:12:00] Well he really believes what he's been taught. So the expedition leader for Norwegian team says, "No, [00:12:05] we're still sticking to it," and it takes them three days, 15 miles per day to get there. [00:12:10] They arrive at the South Pole. They've beaten the British team by more than 20 days. [00:12:15] It's not what should happen. You know, the insecure overachiever [00:12:20] inside of me really rather resents that story. I don't really like the case study. [00:12:25] Ought to be able to push my way to victory, you know, make the exception, go the [00:12:30] extra mile, make it happen. But not only that, not only do they become the first to [00:12:35] ever do it, they also have what it takes to be able to go back, the 16,000-mile [00:12:40] journey back to Norway. That's not trivial because the British team does not. They [00:12:45] also arrive at the South Pole burned out, depleted, [00:12:50] demoralized, exhausted. They all die on what would've been the journey home. George Wright III: [00:12:55] Wow. Greg McKeowin: And so, well, there it is. I'm not [00:13:00] arguing in Effortless that we shouldn't put in effort, that we should be lazy. [00:13:05] I'm arguing that we have to separate lazy from easy. They do not [00:13:10] equal each other. Lazy is not being willing to put in effort. Easy is that something doesn't [00:13:15] require effort. If you want to make progress, you do have to find [00:13:20] easy ways to proceed. In the biography that I've been telling this story [00:13:25] from, when I was reading it from the, you know, the closest we have to the first accounts, [00:13:30] the biographer says the following. He says, and I'm writing Effortless [00:13:35] at the time I'm reading this. He says, "The Norwegian team made progress on a [00:13:40] daily basis," and here's the phrase, "without particular [00:13:45] effort." That just about knocked me off my chair. It's an [00:13:50] outrageous thing to say. This is by definition the physically, one of the physically most [00:13:55] arduous challenges c- that anyone could even imagine. That's why it was interesting, [00:14:00] why people cared about it, and apparently the way to its successful [00:14:05] achievement was without particular effort. I'm not saying you [00:14:10] don't put in effort or that they didn't. That isn't the primary [00:14:15] lens through which they were thinking or operating. It was about, let's say the [00:14:20] 85% rule would be the application for you and for me. Never do [00:14:25] more than the 85 today because you want 85% available tomorrow, [00:14:30] and so on. That's the strategy for long-term success. So you don't [00:14:35] do the 110% today and then have 50% tomorrow. 85% [00:14:40] actually achieves s- s- sustainable and superb results. ​ [00:14:45] [00:14:50] [00:14:55] [00:15:00] [00:15:05] [00:15:10] [00:15:15] [00:15:20] [00:15:25] [00:15:30] [00:15:35] [00:15:40] [00:15:45] [00:15:50] [00:15:55] [00:16:00] [00:16:05] ​ [00:16:10] [00:16:15] [00:16:20]

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About the host
George Wright III, host of The Daily Mastermind

George Wright III

George Wright III is an entrepreneur, investor, and the host of The Daily Mastermind. Over more than two decades he has founded and scaled several multimillion-dollar companies and built a renowned seminar business that put some of the world's biggest names and brands on stage. With 25+ years across marketing, sales, and executive leadership, he's made a career of turning bold ideas into results — and momentum into lasting growth.

Today his mission is singular: empower driven entrepreneurs everywhere to master their mindset, unlock their potential, and live their ultimate destiny. Through The Daily Mastermind, George shares the Prosperity Principles and strategies that help people create massive change — in their business and in their life.

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