Confessions of a Creative Leader

Monica Joy Krol, Creative & On Purpose!

A short, unedited audio supplement to my weekly newsletter on substack! creativeleaderconfessions.substack.com

  1. May 9

    How I ran my favorite market differentiation exercise in half the time (AI did the heavy lifting)

    This week I switched things up a little. Instead of my usual audio-only format, I recorded a Loom video so I could actually show you what I’ve been doing. In this episode, you’ll learn: * What the Differentiators activity is and why it’s one of the most valuable — and time-consuming — exercises in a Foundation Sprint * The “AI in the seams” move: how to use natural white space in your agenda (silent exercises, breaks) to run AI tasks in parallel without disrupting the group * The two-prompt approach I used to convert workshop outputs into fully built differentiation matrices — done during a lunch break * A fictionalized higher education example (what’s been on my mind lately with all the higher ed leaders I’ve been talking to) that shows how this works even if you’re not in product And if you’re not a facilitator — this one’s still for you. If you lead a team and you’re trying to reimagine, reposition, or differentiate a product, program, or service, the underlying approach translates directly. Want to go deeper? If you’re new to the Foundation Sprint, I wrote about it when Click by Jake Knapp and John Zeratsky first came out — including how I ran one before the book even launched. Worth a read before diving into the episode. You can also learn more about the book itself here - The Click Book! Get the prompts + resources I’m sharing the prompts I used, along with an example of the workshop board output, in a Google Drive folder. Request access and I’ll grant it within 24 hours. 🔗 Differentiators Examples & Prompts And one more thing If the reason you haven’t experimented with any of this yet is that you genuinely cannot find the time, I built something for exactly that. Deep Work Days is a short micro-course about how to restructure your energy and calendar so focus time actually exists in your week. Not hustle culture stuff. Just a smarter way to protect your most strategic hours. → Get Deep Work Days Get full access to Confessions of a Creative Leader at creativeleaderconfessions.substack.com/subscribe

    23 min
  2. May 3

    What a year April was. Here’s what happened.

    Note: This post is a quick recap of the episode. The podcast is richer — more stories, more texture, more of the real stuff. It’s about 10 minutes at 1.5x speed and worth the listen. After a month away and a year and a half as Confessions of a Facilitation Artist, this show has a new name, Confessions of a Creative Leader. Why “Confessions” stays: It traces back to my Catholic roots — my dad is a deacon, confessions before Sunday mass, vulnerability as practice. It fits what I do here. Why “Facilitation Artist” is gone: It was always an experiment. A conversation with my friend and fellow facilitator Chloe Temple reframed things for me — she described me as a model of self-leadership, and I thought: yes, that’s actually what this is. Lifelong learning, taking responsibility for my own growth so I can show up in service to others. Facilitation is part of that. So is product leadership, entrepreneurship, and figuring out motherhood. Creative Leader is just more honest about the full territory. What April Actually Was Intense. Good-intense, not overwhelmed-bad. A few things made it one of the fuller months I can remember: Work: I went back full-time to build a zero-to-one AI-native product. April was mostly a multi-week design sprint — interviewing higher ed leaders, evolving prototypes, testing them, and this past week, finally starting to build. I was also deep in Claude Code doing POC (that means proof of concept) work to test feasibility, and using Claude Projects and Cowork heavily for context documents and requirements. (Claude is my second husband it seems.) Weekends: Sixteen garden beds don’t prep themselves. Hard physical work, completely restorative after a week at a screen. Health: I’m 47 and perimenopausal (I’m a woman and I’m not hiding from that) — noticing that shift and taking it seriously. Consistent exercise, more intentional eating, and the small delights: fresh eggs from our neighbor’s chickens, kimchi, the occasional fresh-squeezed grapefruit juice. My Sister For new listeners & readers: in October, my sister was diagnosed with terminal stage four cancer across multiple sites. It was really scary. Mid-April, we had the appointment — the one to find out if her treatment was working. The oncologist, who is normally very measured, walked in with unmistakable joy. The news: treatment is working well, some tumors have actually shrunk, and based on the data, this typically holds for up to two years. We thought we might be down to months. She’s doing well. We’re celebrating. The emotions are complicated — relief and sadness at the same time — but the news is good. If My Response to You Was Short — Here’s Why A lot of you reached out during the break. Thank you. If I didn’t respond well, or at all: it wasn’t personal, it was capacity. Maxed out at work, exhausted at night, in the garden on weekends. I’m behind on a lot of conversations and I’m working on it. What’s Coming I’m not turning this into an AI or product podcast — there are better ones for that (Lenny's Newsletter - Lenny Rachitsky, Prompt-Led Product | For PMs Building in the AI Era with Elena | AI Product Leader , Product Management IRL with Amy Mitchell ). But I have real experiments to share over the next few episodes: * AI + facilitation — specific tools and prompts for foundation sprints and design sprints, beyond basic brainstorming * AI in product discovery — how I’ve been using it in zero-to-one work * Tactical leadership uses — including Cowork for general tasks and, yes, researching summer camps for my kids * My first vibe-coded app — a facilitation timer I built for myself, and what that experience was actually like Episodes may be biweekly for a while. I’d rather show up with something real than force a cadence. Reach out on LinkedIn, Substack, or text. I read everything — I’m just slow to respond. Love you all. Good to be back. — Monica Get full access to Confessions of a Creative Leader at creativeleaderconfessions.substack.com/subscribe

    21 min
  3. Apr 1

    BREAKING NEWS: I Was Mourning Something I Didn't Have a Name For

    This week’s episode is an unscripted, straight-from-the-heart update — no notes, no rehearsal, just me on a Saturday afternoon with something to share. And yes, I recorded it a few days ago, but share in the podcast why I delayed sharing. Also, this is not an April Fool’s joke. :) Consider this my One Thing reveal. Here’s what I covered: * The personal and professional journey that led me to go back full-time as Senior Director of Product Innovation at Watermark * Why being a maker — not just a leader — has always been at the core of who I am, and how losing that was something I didn’t even realize I was mourning * How reading The One Thing clarified what I already knew: that right now, building AI-native products in higher education is my one thing * What this means for Meeting Kitchen — it’s not going away, just moving slowly and intentionally * Why I’m taking a break from this podcast for April (kids’ spring break, a visit to my sister’s oncologist, an AI product leadership bootcamp, and honestly — protecting my nervous system from the social media noise) * A possible rebrand on the horizon: Confessions of a Creative Leader — and I want your input on that I’ll be back. But if you’ve ever thought about reaching out, now is a great time. Drop me a DM on LinkedIn or leave a comment — I’d genuinely love to hear from you. Get full access to Confessions of a Creative Leader at creativeleaderconfessions.substack.com/subscribe

    23 min
  4. Mar 22

    The One Thing - Part 7: What Gets in Your Way (And What to Promise Yourself Instead)

    Note: Thanks to Claude (with me in the loop), the AI blog version is back. All of it is derived from the podcast — which goes deeper if you’re so inclined. Also, any pulled quoted are excerpts from the book. We’re still in Part 3 of “The One Thing” by Gary Keller and Jay Papasan. Last week covered the why, what, and how — purpose, priority, and productivity. This week is about what happens after you’ve identified your ONE Thing: the commitments you need to make to stay on the path, and the forces that will pull you off it. Chapter 16: The Three Commitments The three commitments are the promises you need to make to yourself to actually live your ONE Thing. They build on each other. Commitment 1: Follow the Path of Mastery “When you can see mastery as a path to go down instead of a destination that you arrive at, it starts to feel accessible and attainable.” Mastery isn’t an arrival — it’s a sustained commitment to investing time in the right thing. And this chapter connects back directly to the time blocking we covered last week: four hours a day on your ONE Thing isn’t arbitrary. It’s what the research on expertise says is required. More than anything, expertise tracks with the hours invested. The investment and the intentionality together are what make mastery possible. This is why the four-hour block keeps showing up in this book — it’s not about productivity theatre, it’s about what compounding attention actually produces. Commitment 2: Move from E to P E is entrepreneurial — your default mode. You see something that excites you and you charge at it with enthusiasm and natural ability. This feels like a strength (and it is, for activation). But it has a ceiling. “Entrepreneurial is our natural approach. It’s seeing something that needs to be done and racing off to do it with enthusiasm, energy, and natural abilities.” P is purposeful — and it’s harder. It means doing what comes unnaturally: seeking out new models, new systems, new skills, and new relationships, even when it’s uncomfortable. Their analogy stays with me: the entrepreneurial person grabs an axe and runs into the forest. The purposeful person asks where to get a chainsaw. “Become purposeful during your time block and unlock your potential.” You can time block all day. If you’re filling those hours with comfortable, familiar tasks instead of your actual ONE Thing, you’re staying busy but not growing. The block is only as good as what you choose to put in it. Commitment 3: Live the Accountability Cycle “When life happens, you can either be the author of your life or the victim of it. Those are your only two choices: accountable or unaccountable. This may sound harsh, but it’s true. Every day we choose one approach or the other and the consequences follow us forever.” The victim response: avoid reality, fight it, blame it, make excuses, wait and hope. The accountable response: seek reality, acknowledge it, own it, find solutions, move forward. This maps cleanly onto Jack Canfield’s formula — Event + Response = Outcome. You can’t always control the event. You own the response. Practical tools from this section: write your goals down daily, and share them with someone. Speaking something out loud creates a layer of accountability that’s hard to replicate privately. The book also talks about getting a coach — their claim is that anyone with truly extraordinary results has one. I’ve had mentors and been an apprentice in different ways. One-on-one coaching outside of that is something I’m actively thinking about. Naming it here means I actually have to. Chapter 17: The Four Thieves of Productivity This chapter is one of my favorites in the whole book — partly because I teach a lot of this same material in my Deep Work Days course without realizing Keller and Papasan had named it exactly this way. Reading it felt like oh, this is where I got that from. Thief 1: Inability to Say No “When you say yes to something, it’s imperative that you understand what you’re saying no to.” Your calendar today is a record of everything you’ve said yes to in the past. Every meeting, every commitment, every recurring task — all of it accumulated because at some point you said yes. And every yes is also a no to something else. The authors are practical about how hard this is for helpful people. You don’t have to give a flat no. You can ask a question that helps someone find the answer themselves, suggest a different approach, or redirect them to someone better positioned to help. As a product manager, this is half the job. My version: create the doc, build the checklist, point people to the resource. Don’t become the encyclopedia. Thief 2: Fear of Chaos “One of the greatest thieves of productivity is the unwillingness to allow for chaos or the lack of creativity in dealing with it.” Chaos is inevitable. The question is whether you have a relationship with it or whether it catches you off guard every time. The goal isn’t to eliminate disruption — it’s to design your systems so you can respond to it gracefully rather than be derailed by it. A reframe I love from Carla Naumburg’s You’re Not a S****y Parent: CHAOS = Compassion Helps Alleviate Our Suffering. I’ve extended it for myself — curiosity helps alleviate our suffering, creativity helps alleviate our suffering. When things feel chaotic, those three C’s are worth reaching for. Thief 3: Poor Health Habits “Personal energy mismanagement is a silent thief of productivity. High achievement and extraordinary results require big energy.” Health isn’t separate from your ONE Thing — it’s the infrastructure that makes everything else possible. The book recommends morning rituals, exercise, good food, and time for meaningful connection. I’ve been building these in deliberately: 20 minutes of journaling, some silence or breathing, exercise as a non-negotiable, and breakfast at the kitchen counter with my kids — no tablets, just a quick conversation. Small, but it matters. Thief 4: Environment Doesn’t Support Your Goals “No one succeeds alone and no one fails alone. Pay attention to the people around you.” Your people and your place both matter. Think carefully about who you let into your inner circle. And if you feel unsupported — the honest question is whether you’ve given the people around you the chance to actually support you. I learned this in therapy. I’m not a natural sharer at home. But support requires access. You have to let people in. The Big Takeaway The three commitments and four thieves work together. The commitments are what you do to stay on the path. The thieves are what pull you off it. Commit to mastery, move from entrepreneurial to purposeful, and live accountably. Then protect that work by learning to say no, accepting that chaos will happen, managing your energy like it’s a resource (because it is), and building an environment — people and place — that actually supports where you’re going. Next week: the final chapter of Part 3 — The Journey — and the last section on applying it all. And then we’re onto something new. See you then. 🎯 Get full access to Confessions of a Creative Leader at creativeleaderconfessions.substack.com/subscribe

    28 min
  5. Mar 15

    The ONE Thing - Part 6: Busy isn't the same as effective.

    Note: Hey all. Thanks to Claude (with me in the loop), the AI blog version is back again. All of it is derived from the podcast — which goes deeper if you’re so inclined. We’re into Part 3 of “The One Thing” by Gary Keller and Jay Papasan — and this section is called Extraordinary Results: Unlocking the Possibilities Within You. Today we’re covering the first three chapters: Live With Purpose (the why), Live by Priority (the what), and Live for Productivity (the how). This post stands alone — no book required, no previous episodes needed. The book opens this section with a line I keep coming back to: “There is a natural rhythm in our lives that becomes a simple formula for implementing The ONE Thing and achieving extraordinary results: purpose, priority, and productivity. Bound together, these three are forever connected.” They illustrate this with an iceberg. Above the waterline — what everyone sees — is your productivity. Your output. Your results. But underneath, holding the whole thing up, is purpose and priority. When I work with leaders chasing growth, this is exactly what I see. We can’t just talk tactics and output. We have to go below the waterline first. Chapter 13: Live With Purpose (The Why) This chapter opens with a George Bernard Shaw quote that honestly feels like the mantra for this whole podcast: “Life isn’t about finding yourself. Life is about creating yourself.” Real transformation comes from doing — from creating — not from passively consuming. I watch people get paralyzed by information overload all the time. They read everything, listen to everything, and still don’t move. We’re here to create, not just to consume. As a facilitator, I understand that “why” is important, and I often use the Five Whys. You keep asking why (often 5 times) until you get to the root. Whatever your surface goal is — losing weight, getting a promotion, growing your business — when you trace it back far enough, it almost always comes down to happiness. And the book puts it beautifully: “happiness happens on the way to fulfillment.” The journey is the goal. Here’s where it gets practical. A lot of people get completely stuck trying to find the perfect purpose. The book’s take on this is refreshingly direct: time brings clarity. Pick something, go forward with it for a while. You can always change your mind. Don’t make finding your purpose your new form of procrastination. Give yourself permission to start somewhere. Chapter 14: Live by Priority (The What) This chapter opens with a quote that’s been living in my head since I read it: “Planning is bringing the future into the present so that you can do something about it now.” This hit me hard because so much of my work — in higher education, in product — is about taking massive strategic plans and making them actually actionable in the present. Long-term planning is only useful if it creates a priority you can act on today. And here’s the historical nugget from this chapter that I think about constantly: the word “priority” didn’t used to be plural. There was no such thing as “priorities.” There was just priority — the one thing that mattered most. Somewhere along the way we started pluralizing it, and now we need modifiers like “top priority” or “first priority” because the word alone doesn’t carry enough weight anymore. I see this constantly. Someone will come to me with six priorities across their product portfolio. My question is always the same: if you could only run one campaign and put all of your eggs in one basket — which one would it be? It drives people crazy. But it’s the most important question you can ask. The book maps this visually — how your priority for right now cascades all the way up to your someday goal. Your ONE daily thing is your first domino. Identify it correctly and it starts knocking everything else over. Chapter 15: Live for Productivity (The How) This is the meatiest chapter, and honestly, the one that changed how I work. Rereading it, I kept having this moment of recognition: oh, this is where I got that from. The big distinction here comes from Peter Drucker: “Efficiency is doing the thing right. Effectiveness is doing the right thing.” You can be incredibly efficient at the wrong things. This chapter is about being effective — focused on what actually moves you toward extraordinary results. The book’s recommendation: “your ONE thing deserves four hours of protected focus time per day.” I know that sounds like a lot — especially if you’re in a corporate role with a calendar full of back-to-back meetings. I work 25 hours a week in my corporate role and don’t always hit four hours of focused time on my personal work. But the principle holds: the more protected focus time you give your ONE thing, the faster you build toward extraordinary results. Less time means slower progress — and that’s honest, and that’s okay. One quote from this chapter that I keep returning to, especially for those of you who are managers or team leads: “To experience extraordinary results, be the maker in the morning and the manager in the afternoon.” When I was managing a team, this is exactly what I did. I stacked all my one-on-ones in the afternoon, on the same day, as much as possible. By then my creative energy was spent — but I could be fully present, a good listener, receptive to what people needed. I protected my mornings for the work only I could do. Three Things to Time Block The book gets very specific here. In order of priority: * Block your time off first. Rest and vacation go on the calendar before anything else. Build your productivity around your life, not the other way around. * Block your ONE thing. This is your protected focus window. Even if it’s only 20 minutes on some days — block it. Defend it. Don’t let it be the first thing that gets negotiated away. * Block planning time. 30 minutes to an hour each week to review your goals — annual, monthly, weekly — and reconnect with what your ONE thing actually is. That third one is something I built directly into my Deep Work Days course as the Friday Workbox practice. I review my OKRs, figure out what cascades to the week, set my ONE thing, and decide what I’m going to say no to. It’s one of the most consistently valuable habits I have. The Big Takeaway Purpose is your compass. Priority is what you act on. Productivity is the disciplined practice of protecting time for the things that matter most. The three together: * Start with your why — not the surface answer, the real one. Do the Five Whys if you need to. * Identify the ONE priority that moves everything else. Not a list. One. * Protect that time. Block it. Defend it. Build your day around it. As the book says: “there’s a magic in knocking down your most important domino day after day.” Small, consistent, intentional actions compound into something extraordinary over time. The “overnight success” you admire in someone else almost always came from exactly this — one thing, every day, on purpose. Next week: We’re finishing Part 3 — the Three Commitments and the Four Thieves. These chapters are about what it actually takes to stay on the path once you’ve found it. See you then. 🎯 Get full access to Confessions of a Creative Leader at creativeleaderconfessions.substack.com/subscribe

    26 min

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A short, unedited audio supplement to my weekly newsletter on substack! creativeleaderconfessions.substack.com