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Episode Summary
In this hosts-only episode, Dan Hammond and Pia Lee start with an uncomfortable question: what's your P(doom), the probability you'd put on AI destroying humanity? They quickly move past it. Their view is that the bigger near-term risk is not the technology but who governs it, and that most leaders can't control that anyway. The question that matters is the one inside your own sphere of influence: how do you bring AI into your team without hollowing it out? Organisations are spending heavily on AI adoption with little clarity about why, cutting roles and then rehiring for them. People increasingly ask AI rather than a colleague, and polished "slop" is moving around organisations with no human owning it.
What changes the picture is treating AI as a team capability rather than an individual productivity hack. Research suggests teams using AI outperform both individuals and teams working without it, and AI can act as a neutral facilitator that helps groups get aligned faster. Pia maps a recent HBR piece on leadership mindset for AI adoption onto Squadify's Three Cs. The pairs are clarity over certainty, exploration over expertise, and emotional insight over emotional control. Together they make the case that AI adoption is a leadership job, not a tooling decision. Dan adds a reminder to look after the whole person, because individualised, always-on AI work can lead to brain fry and isolation.
Key Themes & Takeaways:
Three Reasons to Listen:
Notable Quotes
"AI needs leading and the adoption of it needs leading."Episode Summary
Most transformation programmes are built around the hardware of an organisation: the systems, the ERP rollout, the AI licences switched on and handed out. Michael J. López, consultant, author of CHANGE, and the person behind a new national workforce study of 1,000 workers, has spent two decades delivering that traditional playbook, and the last five trying to change it. His starting point is simple: when his team asked employees for the top five things they get from their company during change and the top five things they actually need, the two lists had nothing in common. What people get is the stuff done to them. What they need is the stuff done by them.
The conversation with Dan and Pia moves from diagnosis to what leaders can actually do differently. Michael names the "failure minimisation cycle," where everyone downplays how hard change will be to get budgets approved, which leaves people under-resourced and more cynical each time. His alternative is to treat change as a capability rather than a project: stress-tolerant cultures, executive teams that genuinely lead together, goals people feel they've contributed to, and progress measured through behavioural inputs and stories as well as hard outputs. It's an honest episode about why change takes 18–24 months, and why pretending otherwise costs more.
Key Themes & Takeaways
Three Reasons to Listen
Listen if you've watched a transformation programme get approved on a promise everyone privately knew was too optimistic, and then watched people pay the price for it.
Listen if your AI rollout amounted to "here are the licences, go and innovate" and you're wondering why so little has changed.
Listen if you've ever been expected to show certainty in a planning meeting when the honest answer was "we'll learn as we go."
Notable Quotes
Resources from Michael
We Not Me turns 150 episodes old this month, and Dan Hammond and Pia Lee are using the milestone to talk about something every leader running a transformation is quietly grappling with: why 88% of organisational transformations fail — up from 70% not long ago. Prompted by a Forbes article on the subject, they dig into why "transformation" so often becomes corporate shorthand for restructuring, downsizing, or otherwise firing people, and why that confusion poisons trust before the real work even starts.
The conversation centres on Charles Handy's sigmoid curve — the idea that any curve of growth eventually turns downward, and that a new curve must be started while the old one is still rising, not after it's collapsed. Dan and Pia unpack why this is so hard in practice: leaders can see the need for change most clearly, but their teams are always a few steps behind on the emotional journey. Drawing on Elisabeth Kübler-Ross's stages of grief and William Bridges' distinction between change and transition, they argue that transformation isn't a communications exercise — it's an individual, leader-led process of helping people let go of identity, status, and habit before they can move toward something new.
Key Themes & Takeaways
Three Reasons to Listen
Notable Quotes
"It is the line of all things human — of our own lives, of organizations and businesses, of governments, empires and alliances, of democracy itself." — Dan Hammond, quoting Charles Handy"Organizations change and people transition." — Pia Lee, citing William Bridges
"If you're leading change and you haven't changed, well, you're probably going to fit into the 88% (who will fail)." — Pia Lee
Max Crane runs La Stazione, the café in the Yorkshire Moors he bought last year from the mentor who gave him his start as a teenager. On the surface this is a conversation about coffee and community, but the real subject is what happens when a leader refuses to over-engineer culture: Max builds an entire team ethos around twenty-second interactions, hiring for character over CV, and treating mistakes as inevitable rather than dangerous.
The shift in the conversation comes when Max admits he can't fully explain why it works — and argues that's the point. The more deliberately you try to manufacture a "vibe" or codify values into a framework, the more it curdles. His approach — pick people for who they are, let them show up as themselves, debrief calmly after the shift rather than in the heat of the moment — offers senior leaders a useful provocation: sometimes the most replicable thing about a strong culture is refusing to over-systematise it.
2. Key Themes & Takeaways
3. Three Reasons to Listen
4. Notable Quotes
"If you try to force someone to have a good time, they're not going to have a good time." — Max CraneIn this fascinating episode of We Not Me, Dan and Pia step into a leadership world that many listeners may know little about: the US public school system. Their guests, Dr. Kristen Weikle, Superintendent of McLean County Unit 5 in Illinois, and Denise Pontrelli, former superintendent and executive coach, reveal the extraordinary complexity of leading educational systems that serve thousands of students, families and community members.
With responsibility for nearly 13,000 students across 24 schools, Kristen's role extends far beyond education. From finance and transportation to communications, infrastructure, staff engagement and community relations, she operates as the CEO of a complex ecosystem with profound influence on the future of her community.
The conversation explores how leaders can navigate complexity, avoid the myth that they must have all the answers, and build high-performing teams that work in sync towards a common purpose.
Key Topics Discussed
Key Quotes
"Ultimately, it's always about improving student outcomes." – Dr. Kristen Weikle"You can get so much more done if you have a team of individuals that work together with you." – Denise Pontrelli
"We all need to be working towards achieving the goal and making progress together." – Dr. Kristen Weikle
"Squadify helps leaders be intentional about where they put their time and energy." – Denise Pontrelli"You don't have to be the expert in everything all the time." – Dr. Kristen Weikle
Three Leadership Takeaways
Resources Mentioned
I Really Needed This Today – Hoda Kotb
A collection of short, inspiring stories and reflections offering perspective, encouragement and moments of gratitude.
The One Percenters: How to Get Things Done Now – Darrell Mann and Shannon Finnegan
A practical guide to creating focused, high-performing teams capable of delivering meaningful results and implementation.
Multipliers – Liz Wiseman
Referenced by Dan and Pia in the reflection segment, this leadership classic explores how leaders can amplify the intelligence and capability of those around them rather than unintentionally diminishing it.
We Not Me Reflection
One of the strongest themes from this episode is the danger of the "hero leader" mindset. Faced with immense responsibility, leaders often feel pressure to grip tighter, make more decisions and become the centre of everything. Yet Kristen's success comes from doing the opposite: creating alignment, trusting expertise and enabling leadership throughout the system.
As Denise observes, sustainable leadership is not about carrying the burden alone—it's about creating the conditions where teams can flourish together.
For any leader facing complexity, uncertainty or rapid change, this episode offers a powerful reminder:
The goal is not to become indispensable. The goal is to build a team that can achieve more together than any individual could alone.
Guest bios
Dr. Kristen Kendrick-Weikle has spent her entire career in Illinois public education, moving through the classroom, special education leadership, and the principal's office before becoming a superintendent in 2011. She led Warrensburg Latham CUSD #11 for nine years before taking the helm at McLean County Unit 5 School District in 2020, where she remains today. Along the way she earned a doctorate in Educational Leadership from Western Illinois University, researching how Illinois teachers use differentiated instruction — a topic that still shapes how she thinks about school leadership.
Denise Pontrelli built her career in Minnesota schools, rising from teacher leadership roles into district administration and eventually the superintendency at Stillwater Public Schools. After leaving the district seat, she moved into consulting and organizational design, first at SiteLogIQ and now as CEO of her own firm, PartnerED Consultants, where she works on leadership development and executive coaching for educators. She holds graduate degrees from the University of Minnesota in both teacher leadership and K-12 administration.
Dana Hargis is a mental health counsellor of 25 years and co-founder of Restore of Ada, a practice built around one idea: reset the nervous system and you change the quality of a person's life. Dan and Pia bring her on to unpack why so many workplace problems — burnout, conflict, broken teams, leaders who can't be reasoned with in a crisis — trace back not to bad character or bad strategy, but to a dysregulated nervous system that never learned to calm itself down.
What shifts the conversation is Dana's insistence that this is fixable, and mostly through small, unglamorous levers: noticing your own triggers, breath, sleep, blood sugar, grounding. She reframes self-destructive behaviour not as weakness but as a (misguided) attempt at self-regulation, and pushes the idea further into systems — a team, a family, a company is only ever as regulated as the people leading it. Improve yourself, and you pull the whole system up with you; decline, and it drags the system down too.
Key Themes & Takeaways
Three Reasons to Listen
Notable Quotes
"If your nervous system is dysregulated, you're dysregulated in every role you have... people's marriages fall apart because of their nervous system, people lose custody of their children because of their nervous system." — Dana HargisBio
Dana Hargus, M.Ed., LPC, is a licensed professional counselor with over 25 years of clinical experience and the founder of Restore of Ada, a wellness program designed to accelerate healing by targeting the nervous system. After nearly a decade in education, she built a multi-clinician counseling practice grounded in trauma-informed care and whole-person health. Dana’s work focuses on how nervous system regulation shapes relationships, team dynamics, and organizational culture, not just individual wellbeing.
Dana integrates evidence-based approaches with practical, real-world application to help people create safer, more connected environments. Through her clinical work and Restore+, her digital community, she equips individuals and groups with tools to move beyond coping toward sustainable regulation, resilience, and relational health.
Steve McLeod has spent years building Feature Upvote, a small bootstrapped software company, and along the way became fixated on a question most product literature ignores: how do founders with no product manager, no big budget and no army of researchers actually decide what to build next? He set out to write a book about prioritization frameworks — and discovered almost nobody uses one. This episode is the story of what he found instead, drawn from interviews with ten small, self-funded software companies (including Squadify's own Dan Hammond and Pia Lee) about how they really make product calls under pressure.
The conversation lands on the "Hippo" — Highest Paid Person's Opinion — and the reassuring discovery that it's rarer than founders fear: the companies that lasted were the ones who brought their whole team into the decision, even when the founder ultimately had to call it. Steve walks through the recurring traps (chasing every early customer request until the product buckles under its own clutter), the founders who held their nerve on vision anyway, and the practical habit — ruthlessly deleting your backlog — that keeps decision-making sane as you scale.
Key Themes & Takeaways
Three Reasons to Listen
Notable Quotes
Steve McLeod's Bio
Steve McLeod is the co-author of "Kill the HiPPO: How small, bootstrapped software companies decide what feature to build next". The book is a collection of interviews with founders of stable, mature, profitable software companies, telling real stories about how founders make hard product decisions.
Steve is a three-time bootstrapped founder and currently CEO of Feature Upvote, a SaaS platform for managing customer feedback.
After experiencing near burnout in his first company, Steve intentionally keeps his running of Feature Upvote low-stress, aiming for modest, manageable growth, so that he can keep mentally healthy while running it.
Originally from New Zealand, Steve has worked in Australia, Germany, the UK, Spain, and more briefly, in Switzerland and France. He now lives in Barcelona, Spain.
Links
Ian Turner has spent over two decades as a Chief People Officer watching the same slow collision happen inside organisations: brilliant performers get promoted into leadership roles, never get developed as leaders, and quietly become — in Ian's phrase — "overpaid doers." This episode asks what it actually takes to be a human-centric business leader, why that capability is in shorter supply than it should be, and what the real commercial cost is when organisations let it drift.
The conversation lands on a deceptively simple idea: sustainable performance comes from leaders who hold the commercial and the human in the same hand at the same time — not alternating between them, but integrating both as a single discipline. Ian reframes what that looks like in practice, from getting out of your furrow in the carpet to understanding that every tech transformation is actually a people transformation with a tech element.
Key Themes & Takeaways
Three Reasons to Listen
Listen if your organisation keeps hitting numbers in the short term but quietly haemorrhaging your best people — Ian names exactly why, and it's not what most senior leaders want to hear.
Listen if you've ever caught yourself thinking that leadership is "on the side of the desk" — this conversation will reframe that as a strategic and commercial error, not just a personal development gap.
Listen if you're trying to make the case internally that human-centric leadership isn't soft — Ian builds the business argument clearly, without ever making it fluffy.
Notable Quotes
"They don't become leaders because they're recruited into those more senior roles because they've been a great salesperson, a great product person, a great marketer — and they've not been recruited because they show true leadership traits."
— Ian Turner
"Every transformation is a people transformation with a tech element. It's not a tech transformation with a people element."
— Ian Turner
"One of the most powerful things you can offer another person isn't advice — it's belief."
— Ian Turner (referencing Jenny Rogers, Coaching Skills)
Ian's bio
Ian Turner, a Chief People Officer, talent strategist and leadership coach with over two decades of experience shaping people and culture across some of the UK's most recognised organisations. From leading transformation programmes and building high-performing teams to championing social mobility and developing future talent, Ian has built a reputation for combining commercial acumen with a genuinely human approach to leadership. He's passionate about helping people realise their potential and creating workplaces where both individuals and organisations can thrive.
Episode Summary
Joel Casse spent over two decades inside large global organisations — most recently as Nokia's Global Head of Leadership Development — watching senior teams up close. What he found wasn't a talent problem. It was a behaviour problem: packed agendas with no room for the team itself, leaders competing to showcase expertise rather than build on each other, and decisions perpetually kicked offline.
The conversation explores why this happens — egos, function-first loyalty, a bias for action that keeps teams stuck above what Roger Harrison calls the "waterline" — and what actually shifts things. Joel's tool is the balcony move: stepping out of the discussion to name what he observes. One quiet observation ("I've counted eight 'let's take it offline' in 20 minutes") became a two-hour conversation about how that team made decisions. Slow to go fast.
Key Themes & Takeaways
Three Reasons to Listen
Notable Quotes
"When a leader is doing 80% of the talking, there's a fair chance that the team isn't doing well. They're not learning." — Joel Casse
"Teams tend to be a collection of people — not necessarily having a common goal with interdependency and a common fate. If you fail, well, that's your problem." — Joel Casse
"Leadership is your main course. It hass become the side dish — or a tiny pot of condiment you don't even have to have." — Dan Hammond
Joel's bio
Joel Casse is an executive coach and leadership architect with over 20 years of experience developing leaders and teams in global, matrixed organisations. Based in Munich, he has spent the majority of his career at Nokia, where he coaches executive teams and directs high-potential programs. Before Nokia, he worked at Novartis. He has worked with CEOs, Presidents, and VPs and their leadership teams on topics ranging from succession discussions to strategic off-sites to cross-team collaborations. He has led company-wide leadership frameworks, overseen flagship executive programs, and guided multiple leaders to C-suite promotions. Joel also teaches at Duke CE and Emeritus Business School, delivering executive interventions for companies in retail, banking, insurance, and IT. He holds an ILM 7 Executive Coaching accreditation and co-authored the book “Leadership for a New World.”
🎧 Three reasons to listen
Episode overview
In this episode, Dan and Pia are joined by Katie O’Brien Ceccarini, leadership coach and author of Fearless Feedback, to tackle one of the most challenging aspects of leadership: feedback.
They explore why feedback often creates fear and resistance—and how to reframe it as a constructive, human conversation.
Katie shares her Fearless Feedback framework, focusing on mindset, trust, and practical delivery, helping leaders move from awkward, avoided conversations to clear, confident, and growth-oriented dialogue.
Memorable moments
Practical takeaways
Katie's’s media recommendation
Bio
Katie O'Brien Ceccarini is the Founder of Endurance Management Coaching, a Certified Executive Coach, and author of Fearless Feedback: Everything Managers Have Never Been Taught About Feedback.
At 22, she began managing her first team with no handbook, no roadmap — just botched conversations and stretched-thin moments every leader knows too well. That experience is exactly why she wrote this book: not to give theory, but to give managers what actually works.
Over 20 years, she's managed, trained, and developed thousands of people — from scaling Customer Success at Yelp to leading Learning & Development at Opendoor. She's taught her Fearless Feedback Mastery course on Maven since 2022, earning a 4.8 out of 5 rating.
Today she works with organizations like eBay, LinkedIn, and AllState to build high-performing teams with the power of feedback.
Links
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