The Learning To Lead Show with Mark J. Cundiff

Mark J. Cundiff

The Learning to Lead Show with Mark J. Cundiff Helping Good Leaders Become Great—One Practical Insight at a Time You’re busy. The demands are real. But your desire to grow as a leader hasn’t gone anywhere. That’s why The Learning to Lead Show is designed for leaders like you—driven, growth-minded, and always on the go. Hosted by Executive Leadership Coach Mark J. Cundiff, this podcast delivers practical leadership insights you can use today, not someday. Each week, you’ll get: Short, focused teaching episodes packed with real-world lessons from decades of leadership experience, bestselling books, and proven frameworks. Authentic interviews with front-line leaders who share how they’re navigating challenges, building teams, and leading with purpose, right where they are. Whether you’re commuting, working out, or grabbing a few quiet minutes between meetings, this show helps you invest in your leadership without adding to your already busy schedule. Because great leadership isn’t about having more time—it’s about using the time you have to lead on purpose. This show is for growth-minded professionals who want more than titles and tactics. It’s for those who want to lead with purpose, develop a legacy, and make their future bigger than their past. So whether you're leading a team, a business, or yourself—tune in, take notes, and let’s grow together.

  1. 3h ago

    #82 Close Your Eyes and Point to North: Leading with Clarity with Jimmy Burroughes

    What if the key to higher performance isn't working harder, but doing less with more clarity? Jimmy Burroughes has led soldiers in Iraq, run an eight-figure business as a corporate GM, and burned out along the way. Out of that experience came Simplify to Amplify, a practical method that helps overwhelmed leaders cut through complexity, remove friction, and get their teams pulling in the same direction. In this episode, Jimmy and I talk about the lesson a staff sergeant taught him in Basra, why the "work harder and longer" mindset eventually breaks even the most talented leaders, and the simple tools he uses to help executives sustain high performance without running themselves into the ground. In This Episode, You'll Learn: Why leadership is a mindset, not a job title, and why informal leaders often carry organizations when formal leadership falls shortThe battlefield lesson that taught Jimmy you don't need to be the expert; you need to tap into the expertise around youThe real story behind Jimmy's burnout and the morning he decided he was doneFour reasons leaders make leadership more complicated than it needs to beThe "Point to North" exercise and how misaligned priorities create silent friction on teamsThe two traits Jimmy sees in great leaders across every culture: purpose and clarityThe 80% Rule: how to build your own 80% list and a non-negotiable recovery planThe AIR trust framework, explained through scuba diving, and the SERVICE actions that move relationships to deeper levels of trustHow to coach a successful 40–50-year-old executive who feels stuck: redefine success, find the friction, and know your end gameWhy multitasking is a myth, and how one CEO's team improved performance by switching to monotaskingMemorable Quotes: "You don't need to be the expert when you're the leader. You do need to be the one who taps into the expertise and the answers from those around you.""The secret to really high performance over a long period of time is consistency at 80%.""If you try and build seven bridges at once, you'll never cross the river." — James Wedmore, as shared by Jimmy"Stuck is because of friction." Resources Mentioned: Beat Burnout, Ignite Performance by Jimmy BurroughesEscape the Multitasking Trap by Jimmy BurroughesHigh Performance Habits by Brendon BurchardCliftonStrengths AssessmentThe High Performance Leader podcast, hosted by Jimmy BurroughesFree Tools from Jimmy: Am I the Bottleneck? A five-minute self-diagnostic: Leadership Friction Finder: An eight-minute diagnostic for your leadership layer: 20-Minute Scoping Call with Jimmy: Connect with Jimmy: WebsiteLinkedInInstagramYour Next Step: This week, try Jimmy's exercise with your own team. Ask each person, "What's the most important thing for our team to get right?" Write the answers down, then compare them. If everyone isn't pointing to the same north, you've just found your biggest source of friction, and your biggest opportunity. If this episode encouraged you, please subscribe, leave a review, and share it with a leader who's running hard and needs a better way. Let's keep learning to lead, together. Free Learning To Lead Resources Free Book: The Trust GapThe Learning To Lead NewsletterLeaderNotes🔎 About LeaderNotes LeaderNotes is a quick-hit companion to each episode of The Learning to Lead Show. In just 5–10 minutes, Mark Cundiff recaps the top leadership insights, frameworks, and action steps from each interview, designed for busy, growth-minded leaders who want to review and apply the episode’s biggest takeaways on the go. It’s like the highlight reel + playbook—all in one. Contact Mark at: mark@markjcundiff.com

  2. 2d ago

    #81 Leadership Insights from my Conversation with Gary Mitchell

    What if the biggest thing holding your organization back isn't the market, the competition, or your team, but you? In this episode, Mark Cundiff shares his top leadership takeaways from Episode 80 with business coach and author Gary Mitchell. Together they tackled one of the hardest truths in leadership: most of the time, the biggest obstacle to an organization's growth is the leader at the top. At the heart of this conversation is one simple, powerful truth: "You can have it all; you just can't do it all on your own." Great leaders don't hold on tighter. They build people who can carry the mission forward, one act of trust at a time. About Gary Mitchell Gary Mitchell is a business coach, author, and founder of On Track Coach. He brings more than 30 years of experience as a communications professional, political strategist, and entrepreneur. For the last 20 years, Gary has coached lawyers and business owners, and two independent organizations have ranked him among the top 10 law firm coaches. He is the author of The AND Approach: How to Grow Your Law Firm AND Gain More Freedom. Gary In This Episode, You'll Learn Why slowing down to be present matters for the leadership journeyHow to recognize when you have become the bottleneckWhy building from your strengths beats obsessing over your weaknessesHow to hire strategically instead of hiring in a panicHow to delegate with enough clarity that people can succeedWhy taking the leash off your team ends micromanagementHow collaboration surfaces the best idea, regardless of titleHow to design a business that serves your lifeMark's 5 Key Takeaways 1. Slow Down and Enjoy the Journey At the finals of a national event Gary built in his twenties, his mother asked if he had any idea what he had created. He didn't, because he was already focused on what came next. "You need to be in the moment. Be more present. Enjoy the ride. Enjoy the journey. Enjoy every minute of it, 'cause we'll never get it back." — Gary Mitchell Leadership Lesson: Reflection is where growth takes root. Don't race past the lessons your journey is trying to teach you. 2. Acknowledge That You Are the Bottleneck Gary says that 99% of the time, the business owners he coaches are the bottleneck. When everything runs through the leader, both the organization's growth and the leader's freedom are limited. "You will never gain more freedom unless you let go of control." — Gary Mitchell Leadership Lesson: Your organization can only grow as far as you allow it. Lifting the lid starts with letting go. 3. Build from Your Strengths Rather than fixing every weakness, Gary coaches leaders to master what they do best and build a team with complementary skills. Those people will often handle those tasks better and faster. "Become a Jedi with what your strengths are." — Gary Mitchell Leadership Lesson: You don't have to be great at everything. Be great at your strengths and surround yourself with the right people. 4. Take the Leash Off Gary shared the story of a successful firm owner frustrated that his office manager wouldn't take initiative, while he was copied on every email and approving every detail. Without meaning to, he had trained his team to wait for direction. "Your people are not going to take initiative because you haven't taken them off the leash." — Gary Mitchell Leadership Lesson: If your team isn't taking initiative, look first at the culture you've created. Look in the mirror. 5. Let Your Business Serve Your Life Gary interviewed a tax attorney who built a multi-seven-figure firm while working in the office just two days a week so she could raise her daughters. It starts with being honest about what you want beyond work. "It's not, 'How will I serve my business?' Instead, it's, 'How will the business serve my life?'" — Gary Mitchell Leadership Lesson: Success and freedom are not opposites. With intention, a plan, and a strong team, you can have both. Questions for Reflection Are you taking time to enjoy the journey, or just racing to the next goal?Where does work get stuck waiting on you?What tasks could someone on your team do better and faster than you?Have you unintentionally trained your team to wait for your direction?Is your business serving your life, or is your life serving your businessResources Mentioned The AND Approach: How to Grow Your Law Firm AND Gain More Freedom by Gary MitchellAtomic Habits by James ClearThe Five Dysfunctions of a Team by Patrick LencioniGood to Great by Jim CollinsBuilt to Last by Jim CollinsTurning the Flywheel by Jim CollinsBlue Ocean Strategy by W. Chan Kim and Renée MauborgneThe Let Them Theory by Mel RobbinsThe 7 Habits of Highly Effective People by Stephen R. CoveyThink and Grow Rich by Napoleon HillThe 21 Irrefutable Laws of Leadership by John C. MaxwellThank You for Spreading the Word!Connect with Gary Mitchell WebsiteLinkedInBook: The AND ApproachBecause of you, the Learning to Lead Show has now been downloaded in 65 countries, 43 of the 50 U.S. states, and 452 cities around the world. Thank you for sharing these great conversations with great leaders. If you haven't already, subscribe in your favorite podcast player so every new episode shows up in your app. And if you're getting value from the show, please leave a rating and review. It helps more leaders find us. Now go out this week and learn, grow, and lead, and take your organization to the next level! Free Learning To Lead Resources Free Book: The Trust GapThe Learning To Lead NewsletterLeaderNotes🔎 About LeaderNotes LeaderNotes is a quick-hit companion to each episode of The Learning to Lead Show. In just 5–10 minutes, Mark Cundiff recaps the top leadership insights, frameworks, and action steps from each interview, designed for busy, growth-minded leaders who want to review and apply the episode’s biggest takeaways on the go. It’s like the highlight reel + playbook—all in one. Contact Mark at: mark@markjcundiff.com

  3. 3d ago

    #80 Are You the Bottleneck? Breaking the Lid on Your Leadership with Gary Mitchell

    Episode Summary What if the biggest obstacle to your organization's growth is you? In this episode, I sit down with Gary Mitchell, a business coach ranked among the top ten law firm coaches by two independent organizations and author of The AND Approach: How to Grow Your Law Firm AND Gain More Freedom. Gary has spent 20 years coaching lawyers, some of the most intelligent, disciplined, and skeptical professionals you'll ever meet, and he's discovered that the leadership struggles they face are the same ones leaders everywhere face. Gary shares his journey from stepping into management at 21 to managing a parliamentary campaign, and how a single conversation at a café launched his coaching career in the legal industry. We unpack why so many leaders become the bottleneck in their own organizations, how poor hiring and delegation create a cycle of failure, and what happens when you finally trust your people enough to let them lead. This conversation isn't just for lawyers. Whether you run a firm, a plant, a nonprofit, or a small team, you'll walk away with practical tools to lead with more clarity, build a stronger team, and design a business that serves your life. Key Takeaways Slow down and enjoy the journey. Gary's mother once asked him if he had any idea what he'd created. Her question reminds us that growth comes from being present and reflecting on where we've been, not just racing toward what's next.Acknowledge when you're the bottleneck. When everything flows through the leader, the organization can only grow as far as that leader can carry it. Recognizing this is the first step toward freedom.Build from your strengths. Instead of pouring energy into fixing weaknesses, become a "Jedi" at what you do best and surround yourself with people whose skills complement yours.Hire strategically, not in a panic. Hiring out of desperation leads to the wrong people in the wrong seats. A thoughtful hiring process pays off for years.Delegate with clarity. Handing someone a task in ten words and expecting perfection sets them up to fail and reinforces the belief that "I should have just done it myself."Take the leash off. If your team isn't taking initiative, look at the culture you've created. People rise when they're trusted and given room to contribute.Collaborate instead of dictating. The best idea should win, regardless of title or hierarchy.Let your business serve your life. Be honest about what you want beyond work, then build a business designed around it.Memorable Quotes "You can have it all. You just can't do it all on your own." (shared by Gary from a tax attorney he interviewed)"If there's more than one person in a room, there's gonna be politics.""It's not 'How will I serve my business?' It's 'How will the business serve my life?'""Leadership is leadership."Resources Mentioned The AND Approach: How to Grow Your Law Firm AND Gain More Freedom by Gary MitchellAtomic Habits by James ClearThe Five Dysfunctions of a Team by Patrick LencioniGood to Great by Jim CollinsBuilt to Last by Jim CollinsTurning the Flywheel by Jim CollinsBlue Ocean Strategy by W. Chan Kim and Renée MauborgneThe Let Them Theory by Mel RobbinsThe 7 Habits of Highly Effective People by Stephen R. CoveyThink and Grow Rich by Napoleon HillThe 21 Irrefutable Laws of Leadership by John C. MaxwellConnect with Gary Mitchell WebsiteLinkedInBook: The AND Approach Reflection Questions for Leaders Where in your organization are you the bottleneck?Who on your team is ready for more responsibility than you've given them?If your business were designed to serve your life, what would you change first?Your Next Step Pick one task you've been holding onto this week and delegate it with clear expectations and full trust. Then watch what your team can do. If this episode encouraged you, please subscribe, leave a rating and review, and share it with a leader who needs to hear it. Your support helps more growth-minded leaders find the show. Free Learning To Lead Resources Free Book: The Trust GapThe Learning To Lead NewsletterLeaderNotes🔎 About LeaderNotes LeaderNotes is a quick-hit companion to each episode of The Learning to Lead Show. In just 5–10 minutes, Mark Cundiff recaps the top leadership insights, frameworks, and action steps from each interview, designed for busy, growth-minded leaders who want to review and apply the episode’s biggest takeaways on the go. It’s like the highlight reel + playbook—all in one. Contact Mark at: mark@markjcundiff.com

  4. Sep 25

    #79 Leadership Insights from my Conversation with Chris Avery

    Never Quit on Your Hard Day: 5 Lessons on Self-Leadership, Grace, and Becoming Who You Were Created to Be What if the true measure of your leadership isn't how you perform on your best days, but how you show up on your hardest ones? In this episode, Mark revisits his powerful conversation with Chris Avery from Episode 78 and breaks it down into five practical takeaways you can put to work right away. Chris is a coach, speaker, and endurance runner who leads a brotherhood of men committed to growing together. But his path was anything but straight. For years, he couldn't lead even himself as he battled drugs and alcohol and kept breaking the promises he made to himself. After nine years at Chase Bank, Chris stepped out to build his own coaching business. Then, in January 2022, he took on something he hated: running one mile a day for a single week. That small commitment has grown into more than 1,600 consecutive days of running. On January 1, 2027, Chris will begin running a 50K every day for a full year around the perimeter of America. This isn't really a conversation about running. It's about what happens when you keep showing up, especially on the days you want to quit. 🎯 5 Key Leadership Takeaways 1. Self-Leadership Comes First Before you can lead anyone else, you have to show up consistently for yourself.   "I think that's always the first thing we have to do is lead ourselves. Show up. Be consistent for ourselves. Take our own advice." — Chris Avery Leadership Lesson: Your team's trust in you starts with you trusting yourself first. 2. Expert Vision, Amateur Actions Chris set himself back more than once by trying to do too much too soon. The breakthrough came when he started with one mile and built from there.   "We need to have a vision of the expert and the goals or work of an amateur." — Chris Avery Leadership Lesson: Consistency before intensity. The one-mile march is how you get to the 20-mile march. 3. Purpose Is Becoming, Not a Destination Many leaders treat purpose as a finish line. Chris sees it as an infinite game, and that shift changes how you measure success.   "Purpose isn't a thing you do. It's what you become." — Chris Avery Leadership Lesson: Stop asking what you need to achieve and start asking who you need to become. 4. High Expectations, High Grace Ambitious leaders are good at setting high expectations. Grace is the part most of us are missing.   "We are men of high expectations for ourselves and high grace." — Chris Avery Leadership Lesson: If you're going after big things, you'll fail more often. Grace is what lets you learn from failure instead of being crushed Free Learning To Lead Resources Free Book: The Trust GapThe Learning To Lead NewsletterLeaderNotes🔎 About LeaderNotes LeaderNotes is a quick-hit companion to each episode of The Learning to Lead Show. In just 5–10 minutes, Mark Cundiff recaps the top leadership insights, frameworks, and action steps from each interview, designed for busy, growth-minded leaders who want to review and apply the episode’s biggest takeaways on the go. It’s like the highlight reel + playbook—all in one. Contact Mark at: mark@markjcundiff.com

  5. Sep 23

    #78 Never Quit on Your Hard Day: Resilience, Purpose, and the Run Around America with Chris Avery

    "Never quit on your hard day. Only quit on your best day." - Chris Avery What would it take for you to keep showing up every day, even on the days when everything in you wants to quit? In this episode, I sit down with Chris Avery, a coach, speaker, and endurance runner whose life proves leadership starts from the inside out. Chris spent years unable to lead himself as he battled drugs and alcohol and repeatedly broke promises to himself. After nine years in the corporate world at Chase, he stepped out to start his own coaching business, where he now leads a brotherhood of men committed to growing together. Then he took on something he hated: running. In January 2022, Chris set out to see whether he could run one mile a day for a single week. That small commitment has grown into more than 1,600 consecutive days of running through shin splints, the flu, snowstorms, and financial uncertainty. Starting January 1, 2027, in Phoenix, Arizona, Chris will run a 50K (31.1 miles) every day for a full year around the perimeter of America. His wife Melanie and their two young children will travel with him. Along the way, he'll raise money and awareness for four causes: male breast cancer awareness, Care Net, the Gary Sinise Foundation, and Big Brothers Big Sisters. This conversation is honest, gritty, and full of practical wisdom for any leader who has ever felt stuck, afraid, or empty after reaching a goal. In This Episode, You'll Learn Why self-leadership comes first. You can't lead others well until you can keep your word to yourself.How to move from fear to mission. Chris explains why the biggest fears aren't about failure. They're about whether we can trust ourselves.The "one-mile march" principle. Hold the vision of an expert, but take the actions of an amateur so the weight doesn't crush you.Why purpose is a becoming, not a destination. Purpose is an infinite game, and understanding that changes how you see success.Why achievement can leave leaders empty. Chris says it often happens because the goal wasn't hard enough to reveal who we really are.The power of committing to less. Say no more often so you can be consistent on what matters most.Why leaders drift into victim thinking. Blame feels comfortable, but it gives away all your power.High expectations and high grace. You can challenge yourself without tearing yourself down.How consistency and vulnerability build trust. Real leaders show the good, the bad, and the ugly, and they ask for forgiveness and help.Memorable Quotes "Never quit on your hard day. Only quit on your best day.""Purpose isn't a thing you do, it's what you become.""We need to have the vision of the expert and the work of an amateur.""We are men of high expectations for ourselves and high grace.""Get out of the car and show up." Resources Mentioned Living Intentionally by Joe GagnonGood to Great by Jim Collins (the "stop-doing list")10x Is Easier Than 2x by Dan Sullivan and Dr. Benjamin HardyWho Not How by Dan Sullivan and Dr. Benjamin HardyThe books and principles of Coach John WoodenPodcasts and teaching from Myron Golden and Steven FurtickConnect with Chris Avery Website: chrisrunsamerica.comLinkedIn: linkedin.com/in/chris-avery-coachingInstagram: @chrisaverycoaching and @chrisrunsamericaYouTube: Chris Runs AmericaTikTok: @chrisrunsamericaFacebook: Chris AveryTo support the run or donate to one of the four charities, visit chrisrunsamerica.com. Your Next Step What's the one-mile march you've been putting off? Don't wait until you have it all figured out. Take one small step this week, get feedback, and adjust. Then keep showing up. If this episode encouraged you, share it with a leader who needs to hear it, and subscribe so you don't miss future conversations on The Learning to Lead Show. I left out timestamps because the transcript doesn't include them. If you send the times from your final edit, I can add a chapter section. Free Learning To Lead Resources Free Book: The Trust GapThe Learning To Lead NewsletterLeaderNotes🔎 About LeaderNotes LeaderNotes is a quick-hit companion to each episode of The Learning to Lead Show. In just 5–10 minutes, Mark Cundiff recaps the top leadership insights, frameworks, and action steps from each interview, designed for busy, growth-minded leaders who want to review and apply the episode’s biggest takeaways on the go. It’s like the highlight reel + playbook—all in one. Contact Mark at: mark@markjcundiff.com

  6. Sep 21

    #77 Leadership Insights from my Conversation with Ben Tasker

    Just because you have an AI tool doesn't mean you have an AI strategy.  That's the truth sitting at the center of this episode. Following up on Episode 76 — Why 95% of AI Implementations Fail and How to Be the Exception — I'm breaking down my key leadership takeaways from my conversation with Ben Tasker, an AI capability and workforce transformation expert leading a data and AI academy that's upskilling 36,000 employees at a FTSE 100 company. Ben previously served as Dean of AI at Southern New Hampshire University, where he built an applied AI certification program supporting over 225,000 learners.  His journey into AI started in a hospital hallway, handed what he calls a "modern-day stone tablet" and told to figure out patient volumes on his own. That moment taught him something that's shaped his entire career: even the most advanced technology can't overcome fear, resistance, and lack of trust.  I've watched this play out for decades in companies implementing new ERPs, CMMS systems, and every other kind of IT solution — we neglect the human element, then wonder why adoption fails.  What We Cover  Why AI problems are almost always human problems — rooted in trust, fear, judgment, adoption, and communicationA simple four-layer framework for leading any kind of organizational change, not just AIMeeting your team where they are instead of leading from your own level of expertiseBuilding psychological safety so people feel free to experiment and failDistinguishing between AI skills and human skills — and why both matter 5 Key Leadership Takeaways   1. AI problems are human problems. Ben's path into AI taught him that the hardest part was never the math — it was trust, fear, judgment, adoption, and communication. As he put it: "My path into AI taught me that most AI problems are not really technology problems. They have become human problems."   Leadership lesson: Before you invest in the tool, invest in the people who have to use it. 2. Meet people where they are, not where you are. Ben rates himself a four or five on technical capability — but the people he needed to bring along were a one, two, or three. Leading from his own level of expertise was a turn-off. Leading from theirs is what created buy-in. As John Maxwell says, we've got to put the cookies on the bottom shelf.   Leadership lesson: The gap between what you know and what your team knows is not their problem to close. It's yours. 3. Lead change like you're baking a cake. Ben's favorite framework has three foundational layers — clarity, capability, and co-creation — with comfort as the frosting that holds it all together. Skip a layer, and the whole thing falls flat.   Leadership lesson: Change doesn't fail because people don't care. It fails because a layer got skipped. (Go back to Episode 76 to hear Ben walk through this framework in full.) 4. Patience is a leadership strategy. In a culture obsessed with speed, Ben argues that AI change management takes roughly eighteen months — and the organizations that rush it are the ones most likely to fail. Moving slower with intention builds more trust and better use cases over time.   Leadership lesson: Slow, intentional progress beats fast, fragile progress every time. 5. Attach yourself to skills, not job titles. Ben's advice for young professionals applies to leaders at any stage: "I wish instead of getting attached to jobs, I got attached to skills." Degrees and titles keep changing shape—the skills underneath them carry you forward.   Leadership lesson: Don't ask what job you're preparing for. Ask what skills you're building.Free Learning To Lead Resources Free Book: The Trust GapThe Learning To Lead NewsletterLeaderNotes🔎 About LeaderNotes LeaderNotes is a quick-hit companion to each episode of The Learning to Lead Show. In just 5–10 minutes, Mark Cundiff recaps the top leadership insights, frameworks, and action steps from each interview, designed for busy, growth-minded leaders who want to review and apply the episode’s biggest takeaways on the go. It’s like the highlight reel + playbook—all in one. Contact Mark at: mark@markjcundiff.com

  7. Sep 15

    #76 Why 95% of AI Implementations Fail (And How to Be the Exception) with Ben Tasker

    Episode Summary What if the biggest obstacle to AI adoption isn't the technology at all — it's the humans who have to trust it, learn it, and choose to use it? In this episode, Mark sits down with Ben Tasker, an AI capability and workforce transformation expert, to unpack why AI success has almost nothing to do with the algorithm and everything to do with people. Ben shares his journey from chasing patient volume data with a clipboard in a hospital hallway to leading AI transformation at a FTSE 100 company — and the hard-won leadership lessons along the way. You'll hear his framework for leading AI change (hint: it involves cake), why 95% of organizations fail to implement AI successfully, and practical, no-jargon steps anyone can take to start using AI today — whether you're a new grad, a seasoned leader, or a small business owner just trying to keep up. About Ben Tasker Ben Tasker is an AI capability and workforce transformation expert who leads a Data & AI Academy upskilling 36,000 employees at a FTSE 100 company. Formerly Dean of AI at Southern New Hampshire University, he launched applied AI certifications supporting more than 225,000 learners. Ben helps organizations prepare for the future of AI-enabled work. Connect with Ben: LinkedInWebsiteWhat You'll Learn in This Episode Why Ben believes AI problems are really human problems — trust, fear, judgment, adoption, and communicationThe hospital "stone tablet" story that shaped Ben's human-centered approach to technologyHow to know when you've crossed from individual contributor into leadershipThe "capability scale" concept from John Kotter's Leading Change — and why leading at a 5 when your audience is at a 1, 2, or 3 kills adoptionThe difference between AI skills and human skills (and why you need both)Ben's "Cake" framework for leading AI change:Clarity — Why are we doing this, and what's the roadmap?Capability — Building learning pathways so people can actually use the toolCo-Creation — Letting teams build something together with AIComfort — The "frosting": psychological safety to experiment and failWhy 95% of organizations that skip the capability step fail to implement AI successfullyThe real story of a car dealership chatbot that sold a car for one dollar — and what it teaches about risk planningOverblown AI fears vs. real risks worth taking seriouslyWhat it actually means to "train" an AI, and why your prompting habits matter more than you thinkSimple ways to start using AI today — starting with a hobby, not your jobAdvice for new college grads: attach yourself to skills, not job titlesPractical, low-cost AI wins for small business owners and nonprofit leadersHow Ben personally stays current — including free courses from Anthropic (Claude), Google, and othersMemorable Quotes "Math doesn't change. That's the only thing that hasn't changed in our story today.""Just because you have an AI tool doesn't mean you have an AI strategy.""Any change has risk to it, but especially with AI, because it can touch so many areas of your business.""AI doesn't have to be technical. It doesn't have to be hard. You can slowly roll it out over time."Resources & Mentions Good to Great by Jim CollinsLeading Change by John KotterThe Art of Explanation (the "knowledge gap" concept)World Economic Forum — AI skills vs. human skills frameworkVibe coding tools mentioned: Lovable, ReplitFree AI courses: Anthropic (Claude), GoogleFree Learning To Lead Resources Free Book: The Trust GapThe Learning To Lead NewsletterLeaderNotes🔎 About LeaderNotes LeaderNotes is a quick-hit companion to each episode of The Learning to Lead Show. In just 5–10 minutes, Mark Cundiff recaps the top leadership insights, frameworks, and action steps from each interview, designed for busy, growth-minded leaders who want to review and apply the episode’s biggest takeaways on the go. It’s like the highlight reel + playbook—all in one. Contact Mark at: mark@markjcundiff.com

  8. Sep 12

    #75 Leadership Insights from my Conversation with Katie Neal

    Leadership Insights from My Conversation with Katie Neal  If you don't tell your story, someone else will.   Let that sink in for a second. If you don't tell your story, someone else will tell it for you. That single truth is the heartbeat of this episode, and it's why I wanted to sit back down with you—just the two of us—to unpack the leadership gold from my conversation with Katie Neal.   If you haven't listened to Episode #74, Own Your Own Story: Communication, Confidence, and the Courage to Pivot with Katie Neal, go back and give it a listen first. This episode builds directly on that one. Meet Katie Neal   Katie was my first Wake Forest alum guest on the show, and as a fellow Wake Forest grad, that meant a lot to me. Katie and I were both communications majors, and she's spent the years since building a career most leaders would love to have:   Certified executive coachAward-winning communications leaderFounder of Katie Neale Consulting and Coaching20+ years in journalism, PR, and strategic communicationsSenior roles at TimelyCare and Wake Forest University Katie has built her career helping leaders find clarity, confidence, and purpose in their communication—and it shows in every insight she shared.   What We Explored   Our conversation covered a lot of ground, but here's the practical wisdom we dug into:   Why communication is the through line between trust, hope, compassion, and stabilityPreparing for a crisis before it happens, instead of reacting in the momentReading the difference between real problems and isolated noiseUsing values clarification exercises to get unstuck in your careerSharpening executive presence through languageRecognizing perfectionism and imposter syndrome in high achieversDelivering authentic messages instead of scripted onesBetting on yourself and navigating the fear that comes with it My 5 Key Takeaways 1. If you don't tell your story, someone else will   Katie's journalism background taught her something every leader needs to internalize: silence is never neutral. When leaders don't proactively communicate, people fill in the gaps with their own doubts, judgments, and biases.   Here's how Katie put it:   "If you don't fill in the blanks for other people, then people can crowd that with their own misperceptions, their judgments, their doubts, and their biases." Leadership lesson: Proactive communication isn't optional. If you don't own your narrative, someone else will write it for you. 2. Preparation is what separates calm leaders from reactive ones   Katie pointed to American Airlines' CEO response to the tragic midair collision as a model of calm, transparent crisis leadership. The difference wasn't in-the-moment talent—it was a playbook built long before the crisis hit.   "You cannot outsource human judgment. Anytime you're leading from a place of fear, from a reactive place, that has a really high likelihood of going awry." Leadership lesson: Practicing your response before a crisis is what makes composure possible during one. 3. Getting unstuck starts with knowing your core values When Katie coaches a leader who feels stuck, she doesn't start with the job market, LinkedIn, or resumes. She starts with a values clarification exercise. Our core values rarely change over a lifetime—they simply need to be named. As Katie explains it, when you realize what really motivates you and guides your decision-making, it becomes easy to say no to what doesn't align—including an unrealistic version of success. Leadership lesson: You can't move forward with clarity until you know what actually matters to you. 4. Small language shifts build executive presence Katie coaches leaders on techniques like flagging language, bridging, and the ABC model—Acknowledge, Bridge, Conclude—for answering hard questions without ever saying "no comment." These small shifts consistently make a leader sound more confident and credible. Leadership lesson: Confidence isn't just what you know. It's how clearly and directly you say it. 5. High achievers need to be led differently   Katie describes high performers as swans gliding across the water—calm and polished on the surface, paddling fiercely underneath. Perfectionism, imposter syndrome, and burnout often hide behind the very people leaders trust most with high-stakes work.   Her go-to coaching question for leaders wrestling with imposter syndrome:   "What is the evidence that you don't belong in this room?" Leadership lesson: Don't assume your strongest people are fine just because they look that way. Ask. Connect with Katie: WebsiteNewsletterLinkedInInstagramFree Learning To Lead Resources Free Book: The Trust GapThe Learning To Lead NewsletterLeaderNotes🔎 About LeaderNotes LeaderNotes is a quick-hit companion to each episode of The Learning to Lead Show. In just 5–10 minutes, Mark Cundiff recaps the top leadership insights, frameworks, and action steps from each interview, designed for busy, growth-minded leaders who want to review and apply the episode’s biggest takeaways on the go. It’s like the highlight reel + playbook—all in one. Contact Mark at: mark@markjcundiff.com

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The Learning to Lead Show with Mark J. Cundiff Helping Good Leaders Become Great—One Practical Insight at a Time You’re busy. The demands are real. But your desire to grow as a leader hasn’t gone anywhere. That’s why The Learning to Lead Show is designed for leaders like you—driven, growth-minded, and always on the go. Hosted by Executive Leadership Coach Mark J. Cundiff, this podcast delivers practical leadership insights you can use today, not someday. Each week, you’ll get: Short, focused teaching episodes packed with real-world lessons from decades of leadership experience, bestselling books, and proven frameworks. Authentic interviews with front-line leaders who share how they’re navigating challenges, building teams, and leading with purpose, right where they are. Whether you’re commuting, working out, or grabbing a few quiet minutes between meetings, this show helps you invest in your leadership without adding to your already busy schedule. Because great leadership isn’t about having more time—it’s about using the time you have to lead on purpose. This show is for growth-minded professionals who want more than titles and tactics. It’s for those who want to lead with purpose, develop a legacy, and make their future bigger than their past. So whether you're leading a team, a business, or yourself—tune in, take notes, and let’s grow together.