Leadership Explored

Ed Schaefer and Andy Siegmund

Leadership Explored is a podcast where Edward and Andy dive into what it means to lead. From practical strategies to deep insights, we explore leadership in all its forms—across industries and beyond. Join us for real conversations about how to lead with purpose. www.leadershipexploredpod.com

  1. Watermelon Projects

    3D AGO

    Watermelon Projects

    Watermelon Projects: Green on the Outside, Red on the Inside Hosts: Ed Schaefer and Andy Siegmund Episode: 15 (Season 2, Episode 1) Runtime: ~54 minutes Release Date: February 10, 2026 Website: leadershipexploredpod.com Episode Description A watermelon project is green on the outside and red on the inside—everything looks “fine” on dashboards, but the people doing the work know the risks are stacking up. Ed and Andy explore why this happens across organizations of all sizes, why “more reporting” often makes the problem worse, and what actually works: psychological safety, incentives aligned to transparency, and leadership behavior that makes escalation feel like support—not punishment. They also dig into nuance: when does a risk warrant flipping to amber/red, and when does escalation become “crying wolf”? You’ll hear practical methods like pre-mortems, blameless postmortems, and “highlight + lowlight” reporting that forces reality into the open—without turning red status into a career-limiting move. Episode Highlights (with timestamps) ⏳ [00:00] – What a “watermelon project” is—and why it’s rarely a surprise to the team doing the work.⏳ [05:04] – A key smell: the absence of yellow (green → red whiplash).⏳ [05:41] – Andy’s caveat: shifting to amber/red should mean there’s something actionable you can do.⏳ [09:26] – ROAM risks (Resolve/Own/Accept/Mitigate) and why “accepted” risks shouldn’t become performative escalations.⏳ [10:32] – Ed’s real-world example: a major data risk called out early… and ignored anyway.⏳ [15:17] – Why this is everywhere (not just big companies)—but often worse in insecure, low-trust environments.⏳ [20:18] – The psychology and incentives: optimism, fear, and “we always pull out of the nosedive.”⏳ [24:42] – The “nobody wants to tell the boss” chain (plus the Toyota andon cord as the culture counter-example).⏳ [29:28] – Why escalation becomes punishment: meetings, extra reporting, and leaders “gumming up” the work.⏳ [31:12] – The hero trap: working nights/weekends to keep it green… until burnout + surprise red.⏳ [33:19] – Reporting to the plan vs. reporting reality—and why outcome-focus beats “build the widget.”⏳ [37:01] – The bureaucracy trap: “thicker rind” doesn’t fix a red interior; culture does.⏳ [39:47] – Blameless postmortems: system failure vs. people blame.⏳ [44:46] – What leaders should do when it turns red: calm, useful, and action-oriented.⏳ [46:03] – Concrete takeaways: questions to ask, pre-mortems, and rewarding early warning signals.⏳ [47:38] – A practical reporting mechanism: require highlights + lowlights—and block “weakness as a strength” spin.⏳ [53:20] – The challenge: are your projects green because they’re truly on track—or because they have to be? Key Takeaways for Leaders * Green status is not proof—it’s a signal. If you’ve been burned before, don’t accept green casually—ask one smart question that reveals reality. * Escalation must reduce pain, not add overhead. If “red” triggers 13 meetings and more forms, you’ve trained people to hide risk. * Reframe red as a request for support (not a verdict of failure). In healthy systems, raising the flag early is a competence move. * Stop “reporting to the plan.” Plans are hypotheses. Reality is the data. Strong leaders update plans—not narratives. * Culture beats bureaucracy. More process often just thickens the rind while the project stays red underneath. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.leadershipexploredpod.com

    54 min
  2. Welcome to Season 2 of Leadership Explored

    3D AGO

    Welcome to Season 2 of Leadership Explored

    Welcome to Season 2 of Leadership Explored — We’re Back Hosts: Ed Schaefer and Andy Siegmund Episode: Season 2, Episode 0 Runtime: Approximately 29 minutes Release Date: February 10, 2026 Website: leadershipexploredpod.com Episode Description Leadership Explored is back for Season 2. After a strategic (and necessary) pause, Ed and Andy return to talk candidly about why they stepped away, what they’re seeing in the workplace right now, and what this next chapter will focus on. They unpack the current “wait-and-see” mood across corporate America—driven by volatility, AI hype vs. reality, layoffs, and eroding trust—and make the case for a different kind of leadership content: not polished “highlight reels,” but a practical sanity check for leaders navigating the messy middle. You’ll also hear the Season 2 direction: deeper conversations about real-world leadership friction—where best practices break down, politics complicate decisions, and leaders have to adapt without losing their values. In This Episode, Ed & Andy Discuss * Why taking a break can be a leadership decision, not a failure * The “messy middle”: where theory meets real life (and things get complicated fast) * Why so many leaders and teams feel stuck in cautious paralysis * How layoffs + “record profits” messaging erode trust * Why vulnerability and real communication matter more than polished corporate speak * A leadership “audit” you can run this month: stop doing what’s performative and draining * A simple journaling technique to let your brain solve problems overnight Episode Highlights (Timestamps) ⏳ [00:00] — Season 2 kickoff: why the pause was strategic and necessary⏳ [02:25] — Season 1 was “exploring the landscape”; Season 2 goes into the messy middle⏳ [03:35] — Plans are useless, planning is useful: where theory bends in the real world⏳ [06:43] — The current mood: cautious, volatile, wait-and-see⏳ [08:29] — Why uncertainty creates decision paralysis (and what it does to teams)⏳ [10:27] — The widening range of “acceptable” leadership behavior and styles⏳ [11:22] — Trust erosion: record profits… then layoffs… and the cultural fallout⏳ [13:26] — The podcast as a “sanity check” for leaders who feel like something’s off⏳ [17:23] — The podcast as a mirror: using episodes to audit your own leadership habits⏳ [19:29] — Season 2 preview: projects, teaching, stoicism (not “broicism”), reading, and more⏳ [21:35] — “Define your season”: push season vs. recovery season vs. survival season⏳ [24:00] — Permission to stop: run a calendar/meeting audit and reclaim energy⏳ [27:16] — Overnight journaling technique for solving problems you’re stuck on Your Move This Week (Listener Challenge) Look at your leadership rhythm: Are you grinding on autopilot—or is it time to declare a new season? * What needs to change (meetings, cadence, priorities, expectations)? * What needs to stop because it’s performative, draining, or just “we’ve always done it”? Connect With Us * Email: leadershipexploredmail.com * Website: leadershipexploredpod.com * New episodes every other Tuesday This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.leadershipexploredpod.com

    29 min
  3. Season 1 Year-To-Date Leadership Reflection (2025)

    12/30/2025

    Season 1 Year-To-Date Leadership Reflection (2025)

    Hosts: Ed Schaefer & Andy Siegmund Episode: Season 1 Special Runtime: ~75 minutes Release Date: December 30, 2025 Website: leadershipexploredpod.com Episode Description In this Season 1 special, Ed and Andy do a “Leadership Year-to-Date” reflection—checking which beliefs got stronger, which shifted, and which messy lessons changed how they lead. From learning rate and team stability to slack time, strategy, communication, AI discernment, boundaries, and burnout, this episode is a practical end-of-year reset for leaders who want to stay honest and adaptive. Episode Summary Over a year, your team changes, your workload changes, and the world changes—so your leadership beliefs should probably change too. In this episode, Ed and Andy walk through a simple reflection framework: what strengthened, what shifted, and what surprised you enough to change your behavior. They dig into why rate of learning is still the best career insurance, why stable teams beat constant re-teaming, and why slack time isn’t a luxury—it’s a prerequisite for good judgment. They wrestle with the gap between “strategy” as a slogan vs. strategy that actually names the crux problem and drives coherent action. They call out the hidden tax of vague, context-free communication (“hey, got a sec?”), and they get very real about taste and discernment in an AI world—where speed is cheap, but judgment is everything. The back half turns into the “messy lessons” section: discovery is almost always bigger than promised, sales optimism often outpaces delivery readiness, and burnout + context switching can narrow your world and quietly reduce effectiveness. They close with a challenge: don’t treat reflection like a scorecard—treat it like a way to learn fast enough to lead better next quarter. Episode Highlights ⏳ [00:00] – Why do a Leadership Year-to-Date reflection (and how to use the three-question framework)⏳ [04:00] – Andy: Rate of learning matters more than almost anything⏳ [08:39] – Ed: Long-lived teams beat constant re-teaming (trust, flow, psychological safety)⏳ [13:26] – Slack time isn’t a luxury—no slack leads to “infinite wait time”⏳ [18:52] – Strategy beats reactivity: if you can’t name the problem, you can’t pick the next move⏳ [22:16] – Andy’s pushback: is it a capacity problem…or a skill/enablement gap?⏳ [28:06] – Professional communication as a force multiplier (context, clarity, urgency)⏳ [34:12] – “Good taste” matters more in an AI world (judgment > first draft speed)⏳ [40:07] – Self-respect and boundaries: sustainable pace, burnout prevention, stop working for free⏳ [46:49] – Andy: the “grass is greener” myth—every org has constraints that rhyme⏳ [49:20] – Ed’s reframe: growth isn’t just motivation—often it’s capacity, space, and energy⏳ [53:37] – “Confidence as a service”: draft first, iterate fast, don’t wait for perfect inputs⏳ [1:01:25] – Messy lessons: discovery is bigger than promised (even when everyone swears it’s defined)⏳ [1:07:11] – Sales optimism vs. delivery readiness (and why readiness checks matter)⏳ [1:09:04] – Burnout + context switching: how it narrows perspective and quietly degrades effectiveness⏳ [1:15:23] – Season 1 wrap + what’s next (Season 2 returns in early 2026) Key Takeaways * Learning rate beats raw talent. The advantage isn’t “never making mistakes”—it’s repeating fewer mistakes. * Team stability is a performance multiplier. Re-teaming is a skill, but stability reduces friction and accelerates trust. * Slack time protects leadership quality. Without space, judgment degrades, decision debt grows, and plans get brittle. * Strategy isn’t a slogan. If you can’t name the crux problem, you’re probably just staying busy. * Clarity is kindness in professional communication. Context + ask + timeframe prevents wasted cycles and anxiety. * AI doesn’t replace thinking—bad users are trying to bypass thinking. Draft speed is cheap; discernment is scarce. * Burnout is a leadership risk, not a personal weakness. Context switching and overload compound until effectiveness drops. “Your Move This Week” — Listener Reflection Exercise Grab a note app or paper and answer these three prompts: * One belief that changed this year: What did reality force you to update? * One belief that got stronger: What did experience confirm? * One adjustment you’ll make next quarter: What will you do differently—calendar, communication, boundaries, or decision-making? If you want to go one layer deeper: * What did you stop doing because you ran out of space/energy? * What’s one “slack time” move you can protect weekly (even 30 minutes)? Concepts & Resources Mentioned * Slack time & utilization: The Phoenix Project (the “utilization → wait time” idea) * Strategy & “the crux”: Richard Rumelt (Good Strategy/Bad Strategy, The Crux) * Leading with intent, not orders: David Marquet (Turn the Ship Around!) * Team development stages: Tuckman’s stages (forming, storming, norming, performing) * Estimation reality check: Hofstadter’s Law * Burnout metaphor: “drowning vs. swimming” framing (Ed references Will Larson’s style of thinking) Discussion Prompts (great for leaders or team offsites) * Where are we mistaking activity for strategy right now? What’s the actual crux problem? * What’s one place we’re paying a hidden tax because we’ve eliminated slack time? * What’s the most common example of context-free communication on our team—and what standard should we adopt? * Are we asking people to change because it’s important—or because we’re uncomfortable sitting still? * What’s our biggest source of context switching—and what would we stop, simplify, or delegate to reduce it? Season 1 Update + What’s Next This is the final episode of Season 1 and our last release for 2025. We’re taking a break to create more space around travel, prep, recording, editing, scheduling—and the holidays.We’ll be back in early 2026, with new episodes planned every other Tuesday starting February 10, 2026. Stay Connected If this sparked a reflection you’re willing to share, we’d genuinely love to hear it.Email: leadershipexploredmail.comConnect: LinkedIn (Ed Schaefer & Andy Siegmund)If you found value in the episode, please subscribe, leave a review, and share with someone who leads. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.leadershipexploredpod.com

    1h 17m
  4. Season 1 Retrospective

    12/23/2025

    Season 1 Retrospective

    Hosts: Ed Schaefer and Andy Siegmund Episode: Season 1 Retrospective (Season Break Special) Runtime: ~44 minutes Release Date: December 23, 2025 Website: leadershipexploredpod.com Episode Description Season 1 is in the books—and instead of immediately charging into “what’s next,” we’re doing what effective leaders actually do: we’re pausing. In this special Season 1 Retrospective episode of Leadership Explored, Ed and Andy model a practical leadership habit: the retrospective. We walk through Keep / Stop / Start—what worked, what didn’t, and what we’re changing to make the podcast (and our leadership practice) more sustainable and more valuable. We also get candid about the realities behind the scenes: consistency, bandwidth, perfectionism, topic “lag,” marketing lift, and what it looks like to build an off-ramp before you need one. We close with appreciations—because reflection doesn’t have to be negative to be honest. Coming next: one more 2025 release—a Year-to-Date Leadership Reflection episode—before Season 2 begins in early 2026. Episode Highlights (Timestamps) ⏳ [00:00] – Why we’re doing a retrospective (and why leaders should)⏳ [01:53] – What a retrospective is (and how it’s useful beyond “Agile”)⏳ [03:20] – The Season 1 numbers: 13 episodes, ~500 downloads, and what that means⏳ [04:24] – Is it worth continuing? The “forcing function” that made this podcast happen⏳ [09:41] – KEEP: discipline, consistency, relevant topics, and banking episodes⏳ [15:04] – STOP: calendar drift, uneven load, over-prep/perfectionism, topic lag, too many marketing channels⏳ [26:09] – START: outline-first (“jazz chart”), shorter seasons + built-in breaks, more shared marketing, guests + listener Q&A⏳ [39:05] – Appreciations: closing a retro with trust, gratitude, and relationship-building⏳ [43:33] – What’s next: Year-to-Date Reflection, Season 2 timing, and release cadence Key Takeaways * Retrospectives are a leadership skill, not a software ritual. They build learning, trust, and forward motion. * Sustainability beats intensity. Consistency is easier when you build buffers and breaks before you’re underwater. * Perfectionism is a hidden tax. High quality matters—but not at the cost of momentum, authenticity, or burnout. * Reduce friction to increase output. Narrow the marketing channels, shorten the prep loop, and simplify the workflow. * Design the next season like a system. Shorter “runs,” intentional off-ramps, and a repeatable production cadence. Your Move This Week Run a 15-minute Keep / Stop / Start with your team—or with yourself: * Keep: What’s working that we should protect? * Stop: What’s draining energy without real return? * Start: What small experiment would improve next month? Listener Question What would you keep, stop, or start—either for the podcast, or in your own leadership? Connect With Us * leadershipexplored@gmail.com * LinkedIn: Connect with Ed and Andy (search “Leadership Explored” + our names) If this episode helped: Subscribe, share it with someone who leads, and leave a quick review. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.leadershipexploredpod.com

    45 min
  5. Season 1 Highlights

    11/18/2025

    Season 1 Highlights

    Hosts: Ed Schaefer Episode: Season Break - Season 1 Highlights Runtime: Approximately 7 minutes Release Date: November 18, 2025 Website: leadershipexploredpod.com Episode Description: In this special season break episode of Leadership Explored, host Ed Schaefer looks back at Season 1 (Episodes 2–14) and pulls together the through-lines that kept showing up across every topic. Ed explores three core tensions that emerged again and again: * Control vs. Trust – How return-to-office mandates, remote-first organizations, and bureaucracy all reveal whether leaders are driven by control or are willing to build real trust and intentional systems. * Hero vs. System – Why the myth of the 10x contributor is incomplete without the assists and glue people who actually hold teams together—and how “It’s all the work” reframes the invisible tasks that make everything else possible. * Skills vs. Character – How ethics, hiring for character, feedback, and leadership language form the human-centric foundation that either reinforces or erodes trust over time. Ed connects Season 1’s episodes—from Return to Office, Remote First Organizations, and Bureaucracy to Certainty, 10x, Assists, It’s All the Work, Ethics, Hiring for Character, Giving & Receiving Feedback, and Leadership Language—into a single arc about what leadership really requires in modern workplaces. He also offers a brief look ahead at Season 2, including: * “Watermelon projects” and why projects always start red and must earn their way to green. * How reading is leading and why leadership is teaching. * Why so-called soft skills are actually the hard skills that move work forward. If Season 1 gave you something to think about, this episode helps you see how it all fits together—and sets the stage for where Leadership Explored is headed next. Episode Highlights ⏳ [00:22] – Why this isn’t a typical recapEd explains the season break, why he and Andy are pausing before Season 2, and how Season 1 revealed deeper patterns beneath seemingly separate topics. ⏳ [00:58] – Control vs. trust in Return to Office & remote workHow RTO debates often mask control issues and lack of trust—and why success in remote/hybrid work is less about location and more about intentional culture design. ⏳ [01:40] – Bureaucracy: coercive control vs. enabling systemsRevisiting the “backpack full of rocks” metaphor for bad bureaucracy, and reframing good bureaucracy as an “external brain” that coordinates and clarifies instead of constraining. ⏳ [02:15] – The illusion of certaintyLeaders feel pressure to perform certainty with perfect Gantt charts and green statuses—but real leadership is about clarity, honest risk communication, and navigating the unknown. ⏳ [02:52] – Hero vs. system: 10x, assists, and glue peopleWhy the myth of the 10x individual falls short, how real 10x impact comes from 10x environments, and why assists and glue people are often the real difference-makers on teams. ⏳ [03:41] – “It’s all the work” and invisible effortEd revisits the case for valuing documentation, planning, mentoring, and reporting as the connective tissue that makes visible work possible—instead of treating it as a distraction. ⏳ [04:10] – Ethics, character, and feedback as foundations of trustFrom hiring for character and the FATHER framework (Fairness, Accountability, Trust, Honesty, Equality, Respect) to giving and receiving feedback well, Ed outlines the human-centric practices that sustain healthy cultures. ⏳ [04:56] – Leadership language and corporate theaterWhy vague phrases like “finding efficiencies” erode trust, and how aligning words with actions is one of the fastest ways to build or break credibility. ⏳ [05:28] – The Season 1 through-lineEd connects the dots: leadership as a journey from control to trust, from heroes to systems, grounded in intentional ethics, feedback, and language. ⏳ [05:58] – Season 2 preview: watermelon projects & beyondA first look at Season 2 topics: watermelon projects, why projects always start red, reading as a leadership practice, leadership as teaching, and soft skills as core strategic skills. ⏳ [06:35] – Invitation to reflect and stay connectedEd invites listeners to share what Season 1 sparked for them, catch up on missed episodes during the break, and rejoin in early 2026 when Season 2 launches. Visit leadershipxploredpod.com for show notes and additional resources.Follow Leadership Explored on your favorite podcast platform to stay updated on new releases and Season 2. 💡 Have a topic you’d like us to explore in future episodes?Email us at leadershipxplored@gmail.com or connect with Ed on LinkedIn. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.leadershipexploredpod.com

    7 min

About

Leadership Explored is a podcast where Edward and Andy dive into what it means to lead. From practical strategies to deep insights, we explore leadership in all its forms—across industries and beyond. Join us for real conversations about how to lead with purpose. www.leadershipexploredpod.com