20 Best Leadership & Transformation Podcasts for 2026 (for Leaders in Complex, Matrix Organisations)
For leaders shaping change in complex, matrix organisations…
Before podcasts, my leadership questions just sat in my head:
How do I give honest feedback without damaging the relationship?
How do I lead a big change when I’m anxious myself?
How do I handle a demanding boss and keep my team sane?
Now I can walk, jog or commute and listen to world-class thinkers unpack those exact dilemmas in my ears.
Podcasts have become one of the simplest ways to deepen reflective leadership - especially when you’re leading transformation in complex, global or matrix organisations. They help you work on:
how you think about the wider organisational system.
This guide brings together:
15 top leadership podcasts for 2026, plus
5 bonus podcasts specifically for transformation leaders working in complex, matrix organisations.
Use it as a menu. You don’t need all of them - you just need the right one or two for where you are now.
What makes a great leadership & transformation podcast?
The shows I’ve chosen tend to:
Go beyond tips and tricks into how leaders actually think and feel
Blend research, practice and real stories
Offer practical takeaways you can use with your team
Speak to leaders dealing with change, complexity and culture, not just simple line management
With that in mind, let’s get into the list.
15 Top Leadership Podcasts for 2026
How to use this list - start with one tactical show + one reflective show – see suggestions at the bottom.
1. Coaching Real Leaders - Muriel Wilkins
If you’ve ever wondered what really happens in an executive coaching session, this is as close as you’ll get without being in the room.
Muriel Wilkins coaches real leaders on real dilemmas - managing up, navigating promotion, handling politics, rebuilding confidence.
Why it’s worth your time
You hear the confusion, the defensiveness, the insight - and how a skilled coach helps someone move from stuck to clear. If you lead transformation, you’ll recognise many of the patterns in your own experience.
If you want this kind of space for your own transformation work, my executive coaching for transformation leaders offers a similar mix of challenge and support.
2. WorkLife - Adam Grant
Adam Grant explores how to make work… less awful and more meaningful. Topics include feedback, psychological safety, motivation, hybrid work and team dynamics.
Why it’s worth your time
Most transformations promise “a better way of working”. WorkLife gives you concrete examples and research-backed ideas you can steal when you’re trying to shift how work actually feels for people.
3. Dare to Lead - Brené Brown
Brené Brown dives into fear, vulnerability, courage and trust with leaders, activists and culture-shifters.
Why it’s worth your time
Big change stirs up fear and identity threat. Brené helps you build the emotional range to name that without collapsing or hiding behind a “professional” mask.
4. The Knowledge Project - Shane Parrish
Shane Parrish interviews thinkers, investors and leaders about decision-making, mental models and performance.
Why it’s worth your time
Transformations live or die on a handful of big decisions. This show is essentially training for better judgement: slowing down, thinking in second-order consequences, avoiding obvious cognitive traps.
5. Eat Sleep Work Repeat - Bruce Daisley
Bruce Daisley talks with researchers and practitioners about burnout, culture, connection, hybrid work and the science of good work.
Why it’s worth your time
If you’re running transformation on top of an already overloaded system, this gives you practical ideas for addressing burnout, workload and culture – rather than just asking people to “do more with less”.
We often tackle these themes directly in my transformation consulting and culture work.
6. Radical Candor - Kim Scott, Jason Rosoff & Amy Sandler
Based on Kim Scott’s book, this podcast is all about caring personally while challenging directly. The hosts explore real situations around feedback, performance and conflict.
Why it’s worth your time
Feedback and challenge are central to transformation. You get language and examples for saying hard things without de-humanising people – crucial in high-stakes change.
If feedback and conflict are big themes in your leadership team, you might also like my article on high-performing leadership teams.
7. Rethinking - Adam Grant
In Rethinking, Adam Grant asks guests to reconsider long-held beliefs about work, success and life – and to change their mind when the evidence demands it.
Why it’s worth your time
Transformation requires people to rethink “how we’ve always done it.” Listening to others model that rethinking helps you do the same – and encourages you to ask better questions inside your organisation.
8. Diary of a CEO - Steven Bartlett
Long-form, often very personal conversations with founders, executives, athletes and creatives about ambition, failure, health, relationships and meaning.
Why it’s worth your time
If you’re honest, many transformation leaders are wrestling with ego, exhaustion and questions about what success actually means. This show offers a surprisingly honest mirror to some of that.
9. HBR Women at Work - Amy Gallo & Amy Bernstein
This podcast explores women’s experiences at work – bias, conflict, pay, visibility, power – from a Harvard Business Review perspective.
Why it’s worth your time
If you care about inclusion and equity in your organisation (and you should), this gives you a front-row seat on what your systems can feel like, especially for women in male-dominated contexts.
10. No Stupid Questions - Angela Duckworth & Mike Maughan
A curious, often funny exploration of questions about human behaviour: motivation, habits, embarrassment, values and more.
Why it’s worth your time
Transformation is human psychology at scale. Understanding everyday behaviour in a light, research-based way helps you stay curious instead of frustrated with how people respond.
11. On with Kara Swisher
Kara Swisher interviews leaders, technologists and political figures about tech, power, responsibility and the future.
Why it’s worth your time
If your transformation touches technology (and whose doesn’t?), this helps you think more critically about power, platforms and the wider context your organisation operates in.
12. Squiggly Careers - Sarah Ellis & Helen Tupper
A practical, warm podcast about non-linear careers, strengths, confidence, networking and modern work.
Why it’s worth your time
Transformations disrupt career paths. This show gives you language for “squiggly” careers – useful when you’re moving roles, redesigning org charts or supporting people through change.
13. Fixable - Frances Frei & Anne Morriss
Real callers bring real workplace problems; Frances and Anne help them unpick what’s going on and what to try next.
Why it’s worth your time
You hear top-tier leadership and culture thinking applied fast to messy situations. It’s like live consulting on issues you probably recognise: misaligned teams, tricky managers, fragile cultures.
14. Coaching for Leaders - Dave Stachowiak
Conversations with leadership thinkers, authors and practitioners, always brought back to practical actions.
Why it’s worth your time
If you want a grounded, structured way to keep growing as a leader – especially around communication, relationships and team leadership – this is an excellent backbone podcast.
15. The Rich Roll Podcast - Rich Roll
Long, reflective conversations about health, resilience, identity, creativity and life transitions.
Why it’s worth your time
If you’re running major transformation, your own energy, health and sense of meaning are part of the system. Rich’s best episodes are a reminder to think about the human behind the role.
If you’re listening to these because you’re in the middle of a major transformation, you might value a confidential space to map the psychology of your change. That’s the work I do with organisational transformation leaders – find out more here.
Bonus: 5 Podcasts for Transformation and Change Leaders in Complex, Matrix Organisations
If your day job is leading organisational transformation – operating model, digital, culture, integration – in a matrix, these shows sit much closer to your world.
16. The Transformation Leaders Podcast
Conversations with transformation leaders, programme directors and change professionals about what actually works (and doesn’t) in large-scale change.
Listen for:
The realities behind the “70% of transformations fail” statistic, and the patterns in how transformation leaders think about sponsorship, governance and delivery.
17. Business Transformation Podcast - HOBA Tech
A show aimed at digital and business transformation professionals, focusing on frameworks, case studies and common pitfalls in complex change.
Listen for:
Real-world stories from ERP, digital and operating-model change that you can map against your own programmes.
18. Change Management Review Podcast
Interviews with practitioners and researchers on organisational change, covering methods, leadership, culture and the human side of transformation.
Listen for:
Bridges between academic research and practice – particularly around resistance, engagement and sustainable change.
19. Change Leader Insights Jessica Crow
Focused on the inner and outer game of leading change. Guests are often senior change and transformation leaders talking candidly about fatigue, resilience, stakeholder management and political dynamics.
Listen for:
Language your peers use about their role: it’s very close to what you hear in real conversations but rarely in glossy transformation slide decks.
20. On the Balcony - Adaptive Leadership & Systems Psychodynamics
A show that explores adaptive leadership and systems-psychodynamic ideas: authority, group dynamics, projection, and leading in complex systems.
Listen for:
The psychological and systemic side of leadership under pressure – the stuff that almost never makes it into mainstream leadership podcasts but is exactly what you deal with in big transformations.
These are the kinds of systemic dynamics I work on with senior teams and Boards in matrix organisations.
How to use this list (without overwhelming yourself)
A few practical ideas:
Pick one tactical + one reflective show
For example, Coaching Real Leaders (practical) + On the Balcony (deeper systems thinking). If you want a deeper dive into the psychology of transformation in matrix organisations, read my field guide here.Use episodes as prompts for reflection
After an episode, note:“What resonated with my current transformation?”
“What one conversation might I have differently this week because of this?”
Share selectively with your team
Send a specific episode to a colleague with a short note:
“This reminded me of our discussion about X – curious what you think.”Build a micro-playlist for a particular challenge
For example, if you’re struggling with feedback and conflict:Radical Candor + selected Dare to Lead + a WorkLife episode on psychological safety.
Podcasts won’t run your transformation for you. But they can keep you thinking, questioning and growing while you do the hard work.
🔍 Explore how I work with organisational transformation leaders
Get the details on my Executive Coaching approach for transformation leaders in matrix organisations.
👉 Executive coaching for transformation leaders
🔒 Book a confidential consultation
30 minutes to map the psychology of your transformation and see whether it would be useful to work together – no obligation.
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