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HubSpot is a success story, partner. Now think about listening to this podcast. Right now you are probably multitasking. You are probably catching maybe 70 to 80% of what I'm saying. Now flip that and imagine catching only 20%. It's not a good use of your time. That'd be insane, right? But this is the reality for most businesses. Most businesses only use 20% of their data. That's like reading a book with 80% of the pages torn out. You are making decisions with a fraction of the picture. All the important details that get buried in the call logs and the emails and the transcripts and the chat messages and it's just floating around doing nothing for you. Unless you use HubSpot. Their customer platform brings all that unstructured data together and turns it into insights that actually help you grow your business. Because when you know more, you grow more. And when you're running a business on a hundred percent of your data instead of 20, the decisions get a lot easier. Visit HubSpot.com to get the full picture. Today, in this lessons episode, I'm talking about confrontation. Not fights or blow ups. Just the small everyday moments where something bothers you and you say nothing. For example, for six months I watched someone on my team miss a standard that I'd set and I never say a word. I'll walk you through what that cost me, what I learned from studying how Nick Sabin and Pixar handled the same problem, and why staying quiet is never as neutral as it feels. Today I want to talk about confrontation. Not this dramatic version of it. Not blowing up or telling someone off. Just this everyday version of confrontation, right? Someone on your team misses a deadline or there's a conversation that you need to have with your partner or your spouse that keeps getting pushed, or a friend does something that bothers you and you say nothing or just something isn't sitting right and you know it, but addressing it feels like it's more trouble than it's worth. So you just let it go. And then you tell yourself you're being patient or reasonable or mature or whatever. And maybe some. Sometimes that's true, but most of the time, if I'm being honest with myself, it's just that I don't want to have uncomfortable conversation and I just don't want confrontation in my life. That's it. And I want to talk about how the cost of avoiding confrontation, it's a lot higher than it feels like in the moment. And I know this because I lived it pretty recently with somebody on my own Team. So for about six months, my main editor, who I love to death, he's amazing, he was posting episodes late. Not every time, but often enough that it had become a real pattern. So it could be a day late, sometimes two days late. And every time it happened, I noticed, and I checked the feed, and I'd see the episode hadn't gone up and when it was supposed to, and I felt this little flicker of frustration. But then I'd just move on without saying anything. And the story I was telling myself was that it wasn't a big enough deal that the episodes were still going up, the quality was fine, the show was fine, and making an issue out of a day or two felt like I was being the kind of boss that nobody wanted to work for, right? I was just nitpicking over something small when everything else was running so well. So I just kept letting it go, week after week, month after month. But here's what was actually true. I actually genuinely cared. I wanted to stick to a schedule and a routine. I just didn't want to be the person who said so. And there is a real difference between something genuinely not mattering to you and something mattering to you, but you not wanting to deal with it. And I knew which one it was for me. See, I had set a standard for my podcast, my show that I wasn't holding. And every week that I didn't say anything to my editor, I was making a choice. And it wasn't a passive choice. It was an active choice to choose my own comfort over choosing something that I said I cared about. And when I finally had the conversation, it took maybe 10 minutes. It was calm, it was direct. It was really nothing. It was a type of conversation that should have happened in week two. But those six months had done something. They had turned this simple, easy conversation into this one that now it's six months of silence sitting behind it. It wasn't just about late episodes anymore. It was also about why I waited so long to say anything. I had made a small problem into a more complicated problem by just basically doing nothing. Now, the reason most of us do this, and I include myself here for sure, is that the word confrontation immediately makes you picture something adversarial. Like if you confront someone, you're starting a fight or you're making them feel bad, or you're being the difficult person in the room. And because we don't want to be that person, we go all the way to the other extreme and just say nothing. But I think that's the wrong Response. I think that's the wrong way to look at it. And honestly, when I was researching a little bit for this podcast, I found two great stories. The first is Nick Sabat. Nick is the best example I can think of in somebody who understands how to use conflict productively. If you don't follow college football. He coached Alabama for 17 years. He won seven national championships. He had a record of 201 and 29. And those numbers alone are insane. But the numbers aren't really the point. The point is how he built this team and this club and this franchise. Because when you actually study his program, all the tactical stuff, all the recruiting, it's almost secondary to something much simpler. The man was relentless about standards, and he never, ever let them slide. And he had a phrase for it. He said, you have to challenge people to do things a certain way, reinforce it when they do, and confront them when they don't. And the thing is, he didn't treat confrontation like this unpleasant thing you occasionally have to deal with. It wasn't separate from the coaching. It was the coaching. Take that piece out and the whole thing falls apart. But here's the part about his story that really stayed with me. There was a stretch where Alabama went on a 19 game winning streak. 19 games in a row. And you would think that would be the peak, right? Everything's clicking. The culture is at its strongest. But Seban said the opposite happened. Somewhere in the middle of that streak, things started to quietly drift. So players stopped asking what time practice started and started asking why they had to practice at all on Mondays. Nobody made some big decision to stop caring. It just happened gradually because they were winning. And winning made it feel like pushing on things was unnecessary, like the standard was taking care of itself. But what Saban understood was that it wasn't. Standards never take care of themselves. They hold because someone is actively holding them. The moment you stop, they start to erode. And it's not fast, it's not dramatic, it's just a little bit, little by little at a time. And by the time you notice the drift, you've already lost so much ground and it's hard to get back. And this happens in work, in relationships. Notion is a success story, partner. Now, every week I'm juggling podcast prep and newsletter deadlines and agency work. And one thing that used to eat all my time was compiling status updates across all these different projects. So I could see where everything's at now with Notion's new custom agents, that's just handled now. I set up a Status update agent that automatically scans my team's progress. It pulls everything together and sends out a report without me even having to touch it. Here's what makes Notion different. Notion is an AI powered connected workspace for teams. Notion brings all your notes, your docs, your projects into one space. It just works. It's seamless, it's flexible, it's powerful, and it's actually fun to use. And with AI built right into it, you spend less time switching between tools and apps and more time creating great work. And now with custom agents, the busy work that used to take hours runs itself. Most AI still waits for you to prompt it. But custom Agents runs on schedules and triggers. So one person just sets it up and it becomes a shared resource for the whole team. Think of them like AI teammates with a specific job. So try custom agents now@notion.com story that's all lowercase letters. Notion.com story to try custom agents today. And when you use our link, you're supporting our show. Upwork is a success story, partner. Now one of the biggest lessons I learned building businesses is that you don't have to do it all yourself. The fastest growing companies, they are not working harder. They they're delegating smarter. And that's where upwork comes in. Upwork is a one stop platform to find, hire and pay expert freelancers across web and software development and data and analytics and marketing and business operations and more. We're talking over 125 categories of specialized talent. So wherever the skill gap is, you can fill it fast without weeks of recruiting or committing to a full time hire. You can browse profiles, review past work and get help scoping the role before you ever spend a dollar. And with Business plus, you get access to the top 1% of talent on Upwork. And with AI powered shortlisting that matches you to the right person in under six hours, Contracts, payments, all handled in one place. It's free to sign up. Job posting is super easy. Visit Upwork.com right now and post your job for free. That is Upwork.com to connect with top talent ready to grow your business. That's up w o r k.com upwork.com Granola is a success story, partner. Now here's something I used to do after every single meeting. Sit down for about 15 minutes trying to reconstruct what just happened, who said what, what, we actually decided what I'm supposed to follow up on before next week. And when you're running calls all day and you have podcast guests and you have client Check ins and you have team syncs that adds up fast. You either spend half the meeting furiously typing and you miss the actual conversation, or you're present in the meeting, but then you're scrambling after neither is a good option. Granola completely changed that for me. It's an AI powered notepad that works through your device's audio, so there's no bots joining your call, no awkward setup, nothing weird. It just runs quietly in the background while you take your rough notes like normal. And when the meeting is over, you get clean, structured notes. What was decided, who owns what, what's next. Now, the first time I saw the output, I genuinely thought, this is what my notes should look like. You get to actually be present in your meetings and. And you still walk away with everything documented. Try Granola for free for three months at granola AI/success. That's granola AI success. Get your time back in life. He also said something that I keep coming back to. He said some of the greatest leaders in history were not adored, but respected. So stop trying to please everyone and do what you believe is best. And I think what that really means in practice is that caring about someone and being honest with them aren't two different things. They're the same thing. And when you actually respect someone, you don't just absorb everything and smile. You tell them the truth. And that's what respect actually looks like. This is where productive confrontation comes in. And Seban isn't the only example of this. There's a story from Pixar that I think about a lot that I think ties into this nicely. So in the late 90s, Pixar was working on Toy Story 2 and they had already changed the entire industry with the first Toy Story. And on the surface, Toy Story 2 seemed like it was moving along fine, like the team was working, everything's progressing, deadlines are being hit. But underneath all of that, the film had a real problem. The story just wasn't landing the emotional core. The thing that makes a Pixar movie feel like a Pixar movie wasn't there. And the people who could feel that, the senior creative people who had been through enough projects to know that something was off, they weren't saying it directly enough. Because at that point, so much time and money and effort had gone into the project, that saying this isn't working almost felt disloyal, like you were discounting everything the team had already sacrificed. Ed Catmull, who had co founded and ran Pixar, wrote about this later in his book Creativity Inc. He described how they had built something called the Brain Trust, which was a group of their most experienced creative people who would watch Rough Cuts and then just tell you exactly what they thought. No softening, no politics, just honest feedback. And the whole point of that room was the goal wasn't to be polite. The goal was to get the film right. And Catmull knew from experience that you couldn't get there without people being willing to say the hard thing out loud. So when they finally ran Toy Story 2 through that process, it was brutal. The film wasn't good enough. And. And they were nine months from the release date when they got that news. Nine months when they went through this brain trust process. Now, most studios in that position would have shipped it, told themselves they do better next time, moved on. Pixar went back in and rebuilt the emotional core of the entire film in the time they had left. And Toy Story 2 came out and made over $500 million and still holds a perfect score on Rotten Tomatoes. Now, here's the thing about that story that gets me every time I think about it. Catmull didn't just encourage people to speak up. He had to build an entire formal system, the Brain Trust, specifically because he knew that without it, the default would always be silence. And it's not because people were dishonest. It's not because they didn't care. It's just because staying quiet is easier. It's comfortable. You tell yourself it'll probably sort itself out. And Pixar, a company full of some of the smartest creative people on the planet, literally had to build a room and a process specifically to fight that instinct. Because Catmull knew that if he didn't force honesty into the workflow, comfort would win every time. Now, most of us aren't running a movie studio and we don't have a brain trust, but it's the same thing. Whether you're managing a team of two or running a company, at some point, you just have to decide you're going to be the person who says the thing. Not because it's easy, but because you've decided that the standard actually matters. This is where productive confrontation comes in. And here's the thing that I had to unlearn. I used to think that staying quiet, that not having the conversation, that not having any confrontation was a neutral move, that not saying something when a standard slipped was just keeping the peace and not adding to the drama. But silence is never actually neutral. When you stay quiet, you're always sending a message, whether you mean to or not. So either you didn't notice, which tells people that you're not paying attention, or you noticed and you didn't say anything, which tells them the standard wasn't worth defending. And both of these things, over time, teach people around you that your lines and your standards are really just suggestions. That the easiest way to operate around you is to just test things and see what actually happens. And the longer you stay quiet, the worse it gets. Avoidance doesn't make the problem go away, it just keeps it alive, and it adds resentment on top of it. And every week that you don't address something, the gap between what you're tolerating and what you actually want gets a little bit wider. And if you let that go long enough, that gap doesn't feel temporary anymore. It just becomes how things are. I've seen this everywhere. I've seen business partnerships where someone accepts terms they resent because they negotiating feels awkward. And they carry that resentment for months until it poisons the whole relationship. I've seen personal relationships where someone absorbs something that bothers them and it. They just keep absorbing it and they keep telling themselves they're being patient. And then one day it comes out in a way that is totally out of proportion to whatever triggered it, and the other person is completely blindsided. Like, where is this coming from? It was coming from six months of things that never got said. It didn't come from nowhere. I mean, I've had my own version of this Alabama thing too. Like stretches in my business where things are going well enough that I stopped holding the line on stuff that mattered to me. Things were working, revenue was up, podcast was growing. So I let little things slide. And every time, without fail, something eventually broke in a way that was way bigger and messier than one honest 10 minute conversation would have been. So I'm still working on all of this, honestly. And every time I need to address something, there's still a part of me that starts looking for a reason to wait. Maybe one more week, maybe it resolves on its own. Maybe I'm overthinking it. That instinct is still there. What's different now is that I recognize it pretty quickly for what it actually is, which is just not wanting to be uncomfortable. That's it. That's the whole thing. And what helped me most is just thinking about confrontation different. So when I tell someone directly that something isn't working, I'm not being harsh. I'm saying this matters enough to me to be straight with you about it. I'd rather have 10 awkward minutes than spend the next few months quietly working around a problem that I never address. And the people who never push back on you, who always tell you everything is fine and absorb every frustration without saying a word, they're not actually being kind. They're just avoiding the same discomfort you are. Even in my personal relationship, Gina and I talk about this. One of the things that we've landed on is that we'd rather have small, uncomfortable conversations early than a big one later. Say it when it's a pebble, not when it's a boulder. And the result of that is that most of our hard conversations are actually pretty short. Like a few minutes. Clear the air, done. Things that could have turned into weeks of tension get handled before they ever get that far. Because the blowups, the fights that feel like they came out of nowhere, they almost never actually come out of nowhere. They come from a long trail of smaller moments where someone could have said something and didn't remember. The standard you don't enforce becomes a standard you accept. And the conversation you keep putting off doesn't get easier with time, it just gets heavier. And most of those conversations, if you actually just go and have them, are shorter and less painful than the version that you've been building up in your head.
Date: March 25, 2026
In this "Lessons" solo episode, Scott D. Clary dives deep into the topic of confrontation—specifically, everyday moments when standards aren’t met and we let things slide. Scott uses personal anecdotes, lessons from legendary college football coach Nick Saban, and creative culture-building at Pixar to illustrate how failing to address small lapses undermines teams, relationships, and even personal satisfaction. The episode is candid, reflective, and packed with actionable insights for leaders, entrepreneurs, and anyone seeking healthier professional and personal dynamics.
Definition of Everyday Confrontation
Scott clarifies he’s not talking about dramatic arguments, but those minor standards we let slip daily—missed deadlines, unsaid frustrations, or uncomfortable conversations with colleagues, friends, or partners.
“Confrontation—not fights or blow ups. Just the small everyday moments where something bothers you and you say nothing.” (02:06)
Personal Story: The Editor Situation
For six months, Scott’s editor repeatedly posted episodes late. Instead of addressing it early, Scott justified his silence to avoid being a "nitpicky boss." This tolerance, he admits, only made the eventual conversation heavier and the issue larger.
“Every week that I didn't say anything to my editor, I was making a choice...it was an active choice to choose my own comfort over choosing something that I said I cared about.” (05:11)
“I had made a small problem into a more complicated problem by just basically doing nothing.” (07:18)
Silence Is Never Neutral
Scott emphasizes that staying quiet is not a neutral act—it signals to others either a lack of attention or lack of conviction.
“When you stay quiet, you're always sending a message, whether you mean to or not.” (26:19)
Why We Avoid Confrontation
Most people see confrontation as adversarial and are uncomfortable with feeling like "the bad guy," pushing them to tolerate more to avoid discomfort. However, avoidance has compounding costs.
“The word confrontation immediately makes you picture something adversarial... But I think that's the wrong response.” (09:04)
The Drift of Standards: Nick Saban's Approach
Scott references legendary Alabama coach Nick Saban, whose success is rooted in relentless standards and constant, constructive confrontation—never letting things slide, even during winning streaks.
"You have to challenge people to do things a certain way, reinforce it when they do, and confront them when they don't." (13:44) “Standards never take care of themselves. They hold because someone is actively holding them.” (15:28)
Respect vs. Pleasing Everyone
Saban prioritized being respected over being universally liked. Telling the truth and being honest is a form of respect.
"Some of the greatest leaders in history were not adored, but respected. So stop trying to please everyone and do what you believe is best." (22:43)
Pixar & the ‘Brain Trust’
In making Toy Story 2, Pixar ran into creative problems that were festering under the surface because honest, direct feedback was avoided out of deference and politeness. Ed Catmull, co-founder, realized they needed a structural solution: the Brain Trust—a system for honest, unvarnished critique.
“The goal wasn’t to be polite. The goal was to get the film right. Catmull knew from experience that you couldn’t get there without people being willing to say the hard thing out loud.” (23:18)
Organizational Lesson:
Even world-class companies have to fight the default of silence. Without intentional honesty, comfort and avoidance win.
“The blowups, the fights that feel like they came out of nowhere—they almost never actually come out of nowhere. They come from a long trail of smaller moments where someone could have said something and didn't.” (34:20)
Memorable Closing Thought:
“The conversation you keep putting off doesn’t get easier with time, it just gets heavier.” (36:02)