Episode 458Creative DirectionBrandContent Production

Why your content is only as strong as the people you bring in with Leo Kosir

Leo Kosir, a Chicago-based creative leader with 20-plus years across boutique design firms, full-service ad agencies, pharma, and in-house creative teams for national retail, lifestyle, and web hosting brands, joins Content Amplified to unpack what he calls 360 content. Leo's core diagnosis: most content doesn't fall apart at the idea stage, it falls apart in the handoff, because the people who shape how the work actually feels (directors, photographers, editors, stylists, music supervisors, UX, developers) get brought in after the concept is locked instead of at the brief. He explains how to corral too many cooks without losing big ideas, distill down to three diverse concepts, not three layouts of the same idea, and why decision makers belong in early brainstorms so you never hear 'let's start over' two months in. He argues testing with real customers should override and supersede even a key stakeholder's opinion, because what you produce is for the customer, not for the person who works at the company. He closes with a practical recipe for a stronger creative ecosystem: build a trusted network of collaborators, involve key partners earlier than feels comfortable, align everyone around the brand upfront, and create a real space where contributors are contributing, not just executing.

Leo Kosir

Leo Kosir

Creative Director

13 min

Key Takeaways

  • 1Content doesn't fall apart at the idea stage — it falls apart in the handoff, because most teams operate linearly: a concept gets approved, gets handed to a production, development, or social team, and by the time it actually comes to life it has lost a lot of what made it interesting and isn't aligned with brand standards the way it should be.
  • 2Treat every collaborator — director, photographer, editor, stylist, music supervisor, UX, developer — as a creative partner, not someone executing a task; the best projects feel less like a handoff and more like building something together from the very beginning, and audiences immediately pick up on whether that happened or not.
  • 3When you brainstorm, distill down to three diverse concepts, not three layouts of the same idea — you can't walk into a presentation with 20, and three variants of the same idea with different colors and fonts doesn't do anyone any good; the diversity is what gives the decision maker a real choice.
  • 4Bring key decision makers into the brainstorm early, not after weeks of polish, because the worst direction a creative team can hear two months in is 'let's start over' — early approvals are the cost of avoiding rework that eats your timeline and morale.
  • 5Customer testing should override and supersede a key stakeholder's opinion — you can have everyone in the room loving a concept, but if you throw it to actual customers and they're confused or unmoved, that signal wins, because what you produce is for the customer, not for the person who works at the company.

About this episode

Most content doesn't fall apart at the idea stage. It falls apart in the handoff. In this episode of Content Amplified, Leo Kosir, a Chicago-based creative leader with 20-plus years across boutique design firms, full-service ad agencies, pharma, and in-house teams for national retail, lifestyle, and web hosting brands, unpacks what he calls 360 content. Leo explains why directors, editors, stylists, music supervisors, UX, and developers should be in the room at the brief, not after the concept is locked. He shares how to corral too many cooks without losing big ideas (distill to three diverse concepts, not three variants of the same layout), why decision makers belong in early brainstorms so you never hear 'let's start over' two months in, and why customer testing should override even a key stakeholder's opinion. If your team is shipping work that feels flat by the time it goes live, this episode tells you where the leak is.

Topics covered

  • 360 content and the idea-to-execution handoff
  • Bringing editors, stylists, music, UX, and developers in at the brief
  • Distilling brainstorms to three diverse concepts
  • Decision-makers in early brainstorms to avoid 'let's start over'
  • Customer testing over stakeholder opinion

Notable quotes

You could have everyone in the room loving a concept, but then if you throw it to actual customers, they might not like it or they may be confused by what the concept is. For me that actually should override and supersede even what a key stakeholder might have as their opinion.

Leo Kosir(00:02)

The biggest place I see content fall apart is the gap between the idea and execution. A concept gets approved, it gets handed off to a production team, a development team, or a social team, and by the time it actually comes to life, it's lost a lot of what made it interesting in the first place.

Leo Kosir(02:23)

You shouldn't have three very similar ideas with different colors or different fonts. This is the exact same layout. That doesn't do anyone any good.

Leo Kosir(07:43)

At the end of the day, what you produce is for the customer, it's not for the person that works at the company.

Leo Kosir(09:52)

Resources mentioned

  • Framework

    360 Content — Collaborators At the Brief, Not the Handoff

    Leo's mental model for why content underperforms. Most teams operate linearly: concept approved, handed off to production, development, or social, and by launch the work has lost what made it interesting. The fix is to flip the order — bring every collaborator who will shape how the work actually feels into the room at the brief. That list is bigger than most teams think: director, photographer, editor (often the most overlooked, because pacing/tone/emotion live with them), wardrobe and prop and set stylists, music supervisor, UX, developers. Treat each as a creative partner whose perspective shapes the idea, not as a vendor executing a task. The deliverable becomes a thing built together from the start, not a handoff that gets diluted at each stage.

  • Playbook

    Three Diverse Concepts, Not Three Layouts

    Leo's rule for corralling too many cooks without losing big ideas. After the early collaborative brainstorm (whiteboards, big post-it sheets, weekend think-time so everyone can come back with their own perspectives), you distill — but distill correctly. Don't bring 20 concepts into a presentation, and don't bring three minor variants of the same layout with different colors and fonts. Bring three concepts that are meaningfully different from each other, each aligned to the strategy and meeting the objectives. Diversity is the point — it gives the decision maker a real choice instead of a Hobson's choice dressed up as options. Pair this with bringing key decision makers into the early brainstorm so they're invested in the path before you spend weeks polishing the wrong direction.

  • Checklist

    Building a Stronger Creative Ecosystem

    Leo's four-step recipe to harden the creative ecosystem around your content, lifted directly from the episode close. (1) Build a trusted network of collaborators — people who already understand who your brand is and what your standards are, so you're not re-explaining the brand on every project. (2) Involve key partners earlier than feels comfortable — even a quick conversation can change the trajectory of an idea before it ossifies. (3) Align everyone around the brand upfront — every decision, from casting to UX, should reinforce the same brand personality and story. (4) Create a real space for collaboration — the best ideas come from unexpected places, and you only get them when people feel they're contributing, not just executing. Do all four, and the work becomes more cohesive, more interesting, and ultimately more effective.

Full Episode Transcript

Leo00:02You you could have everyone in the room loving a concept, but then if you throw it to actual customers, they might not like it or they may be confused by what the concept is. So I really think that testing of all shapes and sizes is huge. You know, it could be asking a coworker for their opinion, but you know, I think having focus groups with real people, with real humans of getting that input, for me that actually should override and supersede even what a key stakeholder might have as their opinion.

Ben Ard00:54Welcome back to another episode of Content Amplified. Today I'm joined by Leo. Leo, welcome to the show.

Leo00:59Thanks, Ben.

Ben Ard01:00Leo, I'm excited to have you here. It's going to be a fun subject. Like there's even a term I haven't heard before that we're going to talk about. But before we dive in, let's get to know you, your background, all that kind of fun stuff.

Leo01:10Sounds great, thank you. So again, my name's Leo Kosar. I'm a Chicago-based creative leader with over 20 years of experience building brands, leading integrated campaigns. I've worked at boutique design firms, full service ad agencies, a pharmaceutical agency, and a few in-house creative teams for national retail, lifestyle, and web hosting brands. But we're expanding traditional advertising, digital, experiential, and content, pretty much wherever an idea needs to live. My focus has always been not just developing ideas, but seeing them all the way through across channels, formats, and audiences. And after 20 plus years, I still believe the best creative work happens when strategy and craft refuse to compromise on each other.

Ben Ard01:51I love that phrase. That's pretty awesome. That's like, that's hang on my wall worthy kind of an idea. I think that's cool. Love that. Leo, today's focus, you have this cool term, 360 content. You know what it really means from when we're emailing back and forth — your content is only as strong as the people you bring in to make it. Let's talk a little bit about this concept. So when you look at content and maybe where it's falling apart, what happens here? Is it because of the people or how is this working in the first place? Talk to us about this term, that kind of stuff, just to kick it off.

Leo02:23Sure, so I think for me the biggest place I see content fall apart is the gap between the idea and execution. So it really is all about execution. A lot of teams, in my opinion, operate in a very linear way and a concept gets approved, it gets handed off to a production team, a development team, or a social team. And by the time it actually comes to life, it's lost a lot of what made it interesting in the first place. Or it's not aligned with brand standards the way it should be. Another issue is that people who ultimately shape how the work feels, directors, photographers, editors, even developers, they aren't brought in early enough to help influence the idea. So in the end, something that's technically on strategy, you know, isn't really fitting creatively, you know, or it's flatter and consistent. And I feel that audiences pick up on that immediately.

Ben Ard03:12So getting people involved early and often, I love that concept. So as it goes through the execution and later stages, you can keep that integrity early on. I think that's super powerful. That's cool. So when we say your content is only as strong as the people you bring in, what does that look like in practice? Like, what does that actually look like, feel like day to day real life scenario here?

Leo03:35So I really think that treating every collaborator that you have as a creative partner, not just someone that's executing a task. So when you're choosing a photographer or a director, it's not just about style, it's about their perspective and the ideas that they bring to the table. Same happens with editors, stylists, and even music. Those choices all fundamentally shape the story that you're telling. On the digital side, involving UX, development teams, very early on in the process, that can completely change how the idea comes to life. And sometimes in ways that you wouldn't have thought of upfront. For me, the best projects that I've worked on felt much less like a handoff and much more like building something together from the very beginning.

Ben Ard04:17So in those early meetings, like in the very beginning, what does that look like? How do you make sure people catch the vision, the feeling, the objective, so that as you go throughout the whole process that stays intact, like what, does that actually fundamentally look like? Is it in the brainstorming session or is it beyond that? Like at what point in time and how do you make sure the vision is properly distributed?

Leo04:43I've definitely brought in teams and, you know, even partners in brainstorming, you know, from the very beginning, you know, let's bring everyone at the table. Have them listen to the creative brief, the objective, what's the strategy of the project? You know, oftentimes in TV and in movies, you know, you see people coming up with ideas when they're in the shower. I really feel like as a creative, just hearing about the assignment and then maybe having the weekend just to not think about it, but you do think about it. I think giving everyone that again is contributing to a project that opportunity, it gives them a chance just to think. They then can all come back with their own ideas and their different perspectives. You know, again, with, you know, all the different team members that I've already mentioned, they all have their own ideas. And I think when you pull all those together, that's really when you produce the best work because it's not just one idea. It's people kind of riffing off of each other and building on, you know, other ideas, you know, Hey Ben, this is a great idea, but what about this? You know, and it's, it's also very cliche saying, but I feel like no ideas are bad ideas. You know, you just share it anyway. It might not be what you end up doing, but it could trigger an idea that someone else hasn't thought of.

Ben Ard05:50So what roles or collaborators tend to be brought into this process really too late or like we undervalue them kind of in the process and don't take their thoughts and their role as seriously as we should.

Leo06:05So definitely I feel like for me the first is, and maybe not the most important, but the first that I think of is editors. I think editors are a big one. They're often brought in at the end of a project, but they can really completely redefine things like pacing, tone, and emotion of the content that you're creating. Stylists are another example. Wardrobe, prop stylist, set design stylist. They're all critical in shaping how authentic or even aspirational something feels, especially for brands. Music is another huge one. It's often treated as a finishing touch, but it can completely transform how something lands emotionally. If you just listen to any commercial without the sound, you'll see it completely strips away everything they're trying to achieve. And on the digital side, I would say developers, UX teams, they're still too often brought in after the idea is locked instead of helping shape what's possible from the beginning. And that's really where you miss opportunities to create something truly engaging or differentiated.

Ben Ard07:01Okay, so now here's a question. I'm going to throw you kind of a curve ball because I'm fascinated here. You know, you're talking about these big productions, really cool things with content. Obviously that can scale and be really large or there's less people depending on the scope of the content. How do you avoid this concept of having too many cooks in the kitchen? You know, if you're involving everyone really early on and the brainstorming people have these ideas and passions and you're like, yes, what if we did this? Yes, and and all that kind of stuff. How do you corral all of those creative juices to be able to, at the end of the day, say, here's a lock. This is what we're doing. Let's go execute now. How do you do that without some of the confusion and people feeling like their ideas aren't being heard?

Leo07:43Yeah, so I think it's important to definitely open up that collaboration in the beginning. Have everyone come through, you know, back when we were all in office, we used to have all the huge post-it sheets and, you know, whiteboards, chalkboards, whatever it was, where you just have, you know, pages and pages or lists and lists of ideas. I think calling down all those ideas to the top ideas, you know, you can't walk in with 20 concepts to a presentation. So, you you might limit that down to three and it is a process of, you know, again, meeting objectives, aligning strategy with what your ideas are. And then also hopefully having some diversity in what those ideas are, you know, you shouldn't have the three very similar ideas with different colors or different fonts. You know, this is the exact same layout that doesn't do anyone any good. So I think really just kind of calling down, distilling all of those ideas into the top ideas is what you really should be presenting in the end. And that does become a much larger effort when you do have things like directors and music and all the different layers. But I don't know if it's getting ahead a little bit, but I think bringing in key decision makers early on as well so that you're getting those approvals that you need to move forward versus working on any project for several weeks or several months. And then in the end, you know, getting the, you know, let's start over, you know, kind of, you know, direction that you get that nobody ever wants to hear. So it's, it's kind of critical.

Ben Ard09:09I love that. Yeah. Getting the decision makers in that process. And I love that because there is a lot of times we put all this time and effort into this style, ready to show a decision maker. And they're like, I wasn't a part of this process. I don't like this idea. And all of a sudden it's scrapped in your back to day one. When it comes to content, there's always an intended audience, right? There's always someone that's going to consume the content who it's being built for. How do you involve them? Whether it's a consumer, audience, external group, when and where and how do you involve them in the process? Again, another curve ball of a question, but at what point in time do you want to actually start getting the feedback of the individuals who you're hoping will consume and relate to the content you're creating?

Leo09:52So testing, I think is a big part of really being able to produce. And I think years ago, especially working in digital and with UX teams, I think we were all kind of in our vacuums. We were trying to make our clients happy. We were listening to stakeholders. I think a big aha moment was actually what are the consumers, what are they searching for? What are the keywords they're using? What resonates with them? You could have everyone in the room loving a concept, but then if you throw it to actual customers, they might not like it or they may be confused by what the concept is. So I really think that testing of all shapes and sizes is huge. You know, it could be asking a coworker for their opinion, but you know, I think having focus groups with real people, with real humans of getting that input, for me that actually should override and supersede even what a key stakeholder might have as their opinion. They might not like to hear that, but at the end of the day, what you produce is for the customer, it's not for the person that works at the company.

Ben Ard10:51Yeah, I love that. That's cool. So we're kind of running out of time. So we're going to have one final question and these episodes go by so quickly. This has been great. What are a few ways teams can start building a stronger creative ecosystem around their content? Any ideas there to kind of help teams kind of say, yeah, that's something we can do that. There's some ideas that we can implement today.

Leo10:59All right. Yeah, so I think there's a few things that work really well. I'd say first, you know, building that kind of trusted network of collaborators, people that can help elevate the work that, that really understand who your brand is and what your standards are. Second, involving key partners. I just mentioned this early on, maybe earlier than feels comfortable. You know, even a quick conversation can change the trajectory of an idea. And I really think that that's a big one. It's very important. Third, I would say align everyone around the brand upfront. Again, all the different teams that we've talked about so that every decision from casting to UX is reinforcing the same brand personality and story. And finally, creating a space for collaboration. The best ideas come from unexpected places. You only get that when people feel like they're contributing and not just executing. So when you do all that, the work becomes much more cohesive, more interesting, and ultimately more effective.

Ben Ard12:06I love that. I love those three pillars right there. I think that's key to everything. Leo, this has been amazing. Thank you for the time and insights today. If anyone listening wants to reach out and connect with you online, how and where can they find you?

Leo12:18You can check me out on LinkedIn and also my website is leo coaster.

Thank you so much, Ben.

About the guest

Leo Kosir

Leo Kosir

Creative Director

Leo Kosir is a Chicago-based creative leader with more than 20 years of experience building brands and leading integrated campaigns. He has worked across boutique design firms, full-service ad agencies, a pharmaceutical agency, and in-house creative teams for national retail, lifestyle, and web hosting brands. His work spans traditional advertising, digital, experiential, and content, pretty much wherever an idea needs to live. Leo's focus has always been not just developing ideas but seeing them all the way through across channels, formats, and audiences. He believes the best creative work happens when strategy and craft refuse to compromise on each other.

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Frequently Asked Questions

Leo's term for content that is shaped end-to-end by every collaborator who will eventually touch it, rather than handed off in a line from concept to production to launch. The diagnosis behind it is that most content doesn't fall apart at the idea stage — it falls apart in the handoff, when directors, editors, stylists, music supervisors, UX, and developers are brought in after the concept is locked instead of at the brief. 360 content means treating all of them as creative partners from the start, so the strategy and the craft refuse to compromise on each other and the work doesn't go flat by the time it ships.

Leo names a specific list. Editors are the biggest miss — they're often brought in at the end of a project, but they can completely redefine pacing, tone, and emotion. Stylists (wardrobe, prop, set design) are next; they're critical in shaping how authentic or aspirational a brand actually feels. Music gets treated as a finishing touch, but it transforms how something lands emotionally — Leo's test is to watch any commercial muted and notice how much of the intent vanishes. On the digital side, developers and UX teams are still too often brought in after the idea is locked, which kills the chance to shape what's even possible.

Leo's answer is sequencing. Open the early brainstorm wide — bring everyone to the table, share the brief and the strategy, then give the team space (he likes a weekend) to think on it and come back with their own perspectives. Then distill aggressively. You can't walk into a presentation with 20 concepts, so cut down to roughly three — and the three need to be genuinely diverse, not three variants of the same layout with different colors and fonts. Pair the distillation with bringing key decision makers into the early process, so you never hit two months in and get told to start over.

Always, in Leo's view. You can have everyone in the room loving a concept, but if you put it in front of actual customers and they're confused or unmoved, that signal should override and supersede even a key stakeholder's opinion. The shift came for him through digital and UX work, where the team realized they had been operating in a vacuum trying to make the client happy while ignoring what customers were actually searching for and what resonated. Key stakeholders may not like to hear it, but what you produce is for the customer — not for the person who works at the company. Test in all shapes and sizes: focus groups with real people, even a coworker's gut check, and let that input lead.

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