What if leadership isn’t about having the right answers - but asking better questions?

In this episode of Play It By Your Rules, I sit down with entrepreneur, speaker and curiosity champion Tyler Chisholm to explore why curiosity may be one of the most underrated leadership skills of our time.

Tyler argues that the best leaders don’t perform certainty. They practice curiosity. And in a world shaped by uncertainty, rapid change, AI, and career reinvention, that may be a serious competitive advantage.

Together we explore how curiosity helps us challenge old conditioning, run courageous experiments, build stronger relationships, and communicate more effectively - including a powerful idea Tyler shares:

“The meaning of my communication is the result I get.”

In other words: communication isn’t what you intended. It’s what landed.

That insight opens up a radically more curious way of leading, listening, and speaking up.

This conversation is playful, practical, and surprisingly deep - moving from leadership behaviours and team dynamics into mindset, identity, and what it means to experiment your way into the next chapter, rather than trying to have it all figured out.

This episode is for leaders, high achievers, and anyone at Basecamp wondering what comes next - and sensing the answer may not lie in pushing harder, but in getting more curious.

Because courage doesn’t always begin with a leap. Sometimes it begins with a question.

🔗 Connect with Tyler and explore his work: https://www.tylerchisholm.com/

Your life. Your rules. For more freedom, flow, and fun.

What if your problem isn’t your pitch - but your clarity?

In this episode of Play It By Your Rules, I sit down with speaker, coach, and former teacher Danny Brassell, who has built a highly successful speaking and coaching business after multiple career pivots - and one major life setback that changed everything.

From losing everything financially to rebuilding through speaking, Danny shares a simple but powerful shift: communication isn’t about impressing people - it’s about serving them.

Because before you say anything, you need to know:

This is where many people get stuck. Instead of getting clear, they try to say more - listing experiences, achievements, and credentials - hoping something will land.

But without clarity, it doesn’t.

This conversation is practical, energising, and directly relevant for anyone navigating a career transition, preparing for interviews, or figuring out how to communicate their value in a way that actually connects.

This episode is for anyone at Basecamp - successful, experienced, and now asking: How do I position myself for what’s next?

Because the goal isn’t to say more.

🎁 Free Well-Crafted Story Guide (Danny’s framework to build powerful stories):

Your life. Your rules. For more freedom, flow, and fun.

What if the reason you feel stuck or exhausted isn’t a lack of ambition — but a lack of alignment, recovery, and conscious thinking?

In this episode of Play It By Your Rules, I sit down with Dorota Kosiorek — AI startup leader, certified brain coach, and creator of Strategic Off-Season — to explore how high achievers can move beyond constant doing into more intentional, fulfilling ways of working and living.

Dorota operates in two worlds: leading high-performance teams in tech, while coaching ambitious professionals to rethink success, mindset, and energy. Her approach blends neuroscience, elite sports psychology, and real-world leadership — with a strong focus on something most high performers overlook: strategic rest.

This conversation dives into why so many successful people keep chasing “more” — and how to break that loop without losing your edge.

This episode is for high achievers, leaders, and ambitious professionals who are successful on paper — but want more clarity, energy, and fulfillment in how they work and live.

Because real performance isn’t about doing more.

🔗 Follow Dorota Kosiorek on LinkedIn: https://dorotakosiorek.com/contact/#book-a-consultation

🧠 Take Dorota’s free self-assessment for high achievers (reflection across key areas): https://elite-mind-assessment-dk.lovable.app/ 

✍️ Read Strategic Off-Season on Substack: https://substack.com/@thestrategicoffseason

Your life. Your rules. For more freedom, flow, and fun.

Many leaders spend years climbing the mountain of success.

They work hard, take on responsibility, and build careers that look impressive from the outside. But at some point, the pace becomes unsustainable. Energy drops, pressure builds, and something inside begins to question whether the current path still makes sense.

In this episode of Play It By Your Rules, Meggi speaks with Rachael Edmondson-Clarke, founder of ellevar, about the moment many high-performing leaders quietly reach - the moment when the body finally says “no.”

After years climbing the corporate ladder, Rachael experienced a sudden collapse that forced her to stop and reconsider how she was living and leading. What followed was not a dramatic career leap, but a deeper process of reflection, recalibration, and redefining what sustainable leadership really means.

Together they explore why so many experienced leaders ignore the warning signs for too long - and why the moment that feels like a breakdown can actually become the start of a more conscious next chapter.

This episode is for leaders and high performers who have climbed far in their careers — and are beginning to question whether the pace, pressure, or expectations are still sustainable.

Because sometimes the moment that feels like a breakdown…

🔗 Connect with Rachael Edmondson-Clarke on LinkedIn

Your life. Your rules.

What if the real leadership crisis isn’t strategy - but consciousness?

In this episode of Play It By Your Rules, I sit down with executive coach and adventurer Martin Palethorpe to explore what happens when high achievement stops feeling meaningful.

At just 27, Martin hit what he calls an early midlife crisis. He was outperforming his peers, climbing fast in the tech world, earning well - and quietly feeling empty. Instead of pushing harder, he paused. What followed was a five-year reinvention that led him from corporate executive to conscious leadership coach, guiding leaders for the past 25 years.

This is a deep conversation that moves between boardrooms and inner worlds. We talk about conditioning, intuition, stress, ego, and even spirituality - alongside very real leadership pressures, performance demands, and health challenges. While these themes are often kept separate, this episode shows they belong together. Conscious leadership isn’t about choosing between results and reflection. It’s about integrating both.

Because leading well externally requires clarity internally.

Why success can feel hollow - even when everything looks right on paper

The difference between climbing the mountain because you want to - or because you think you should

How hidden beliefs about achievement, money, and hard work shape our decisions

Why midlife often becomes the moment of truth

The role of retreats and intentional disconnection in breaking the hamster wheel

Intuition vs. mental noise - and how to tune into deeper wisdom

Why passion is not indulgent, but intelligent

Conscious leadership and the ripple effect it creates in organizations

Health, stress, and why addressing root causes matters

Spirituality beyond religion - and why inner work is pragmatic, not “woo”

This episode is for leaders and high achievers who feel successful - but not fully alive - and sense there must be a deeper, more conscious way to lead without abandoning ambition.

Because conscious leadership isn’t softer.

Explore More:

🧭 Curious about your current leadership consciousness?

🔗 Follow Martin Palethorpe on LinkedIn: https://www.linkedin.com/in/martinpalethorpe/

Your life. Your rules. For more freedom, flow, and fun.

What if exhaustion isn’t a sign you’re doing too much - but a sign you’re doing the wrong things?

In this episode of Play It By Your Rules, I sit down with career strategist and licensed therapist Rachel Spekman, founder of Made for More Coaching, to explore what happens when success on paper no longer feels aligned in real life.

After building a thriving career in the startup world, Rachel reached a moment many high-achieving professionals recognize: she had the title, the trajectory, and the credibility - but something felt off. Instead of continuing to climb, she made what she calls “the largest adult calculated risk” of her life. She stepped off the ladder, retrained, and intentionally redesigned her career around her values.

This conversation dives into what career clarity requires at midlife - and why redefining success often takes more courage than chasing it.

We covered:

Practical Takeaways:

This episode is for leaders, high achievers, and midlife professionals who feel accomplished - but misaligned - and are ready to rethink the ladder without burning everything down.

Explore More:

🌱 Made for More Coaching: https://www.rachelspekman.com/

Your life. Your rules. For more freedom, flow, and fun.

Playing it by your rules isn’t about getting your way at all costs.

Caring for aging parents is one of the most emotional, complex, and often unspoken challenges of midlife. In this deeply human episode of Play It by Your Rules, I sat down with gerontology expert, facilitator, and founder of Talk About Aging, Janice Goldmintz.

Drawing on both her academic background and her lived experience of supporting both parents through Alzheimer’s disease, Janice shares practical wisdom, compassionate insights, and grounded guidance for navigating aging, caregiving, and family dynamics - without losing yourself in the process.

🎧 In this episode, we explore:

Why avoiding conversations about aging creates more stress later - and how to start them gently

Early signs and “quiet red flags” adult children often miss

How to approach tough topics like driving, autonomy, and end-of-life wishes without damaging relationships

Why caregiving should never fall on one person alone - and how families can share the load

How to care for aging parents and continue living your own life

Janice also shares simple, practical first steps - from normalising these conversations early to creating one central place for essential documents - that can make an enormous difference when life takes an unexpected turn.

✨ This episode is for anyone navigating midlife while supporting or worrying about the wellbeing of aging parents - or for those who want to be prepared before a crisis hits.

Because the goal isn’t perfection.

Your life. Your rules. For more freedom, flow, and fun.

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🌿 Join the Mindful Rebellion - let’s rewrite the success script.

If this resonates: follow, repost, and add your voice in the comments.

What if career success didn’t mean climbing higher - but choosing how you spend your time?

In this episode of Play It by Your Rules, I sit down with Ani Filipova - former Citi COO turned portfolio career strategist - to unpack what it really means to step off the traditional career ladder and design a working life that fits your priorities.

Ani shares how she intentionally moved away from a single, full-time corporate role - not to work less, but to work differently: with more autonomy, flexibility, and control over where her time and energy go. For her, a portfolio career isn’t about chaos or juggling - it’s about choice.

We explore what portfolio careers look like in practice, who they’re for, and why they’re becoming a powerful alternative for experienced professionals who want freedom without starting from scratch.

Why portfolio careers unlock freedom - especially around how, when, and with whom you work

What Ani carried from corporate into her portfolio - and what she consciously left behind

How she defines a portfolio career (and why it’s not just for entrepreneurs)

Fractional work: what it is - and why it’s still emerging in places like Switzerland

The mindset shift from “one role” to “multiple value streams”

Why experimenting before quitting is smarter than making a clean break

Audit how you  spend your time - freedom starts with awareness

Run small experiments (projects, advisory roles, fractional work) before committing

Design your portfolio around energy and values, not just income streams

This episode is for anyone who feels successful on paper - but constrained in real life - and wants more freedom over their time without burning everything down.

🔗 Follow Ani on LinkedIn: https://www.linkedin.com/in/anifilipova/

🌱 Change Is Possible Community: https://changeispossible.co.uk/

🚀 Portfolio Career Accelerator: https://simplebooklet.com/portfolio_career_accelerator#page=1

🎧 Listen to Ani’s podcast: Change Is Possible Podcast: https://www.youtube.com/@ChangeIsPossiblePodcast

Your life. Your rules. For more freedom, flow, and fun.

Teamwork doesn’t magically happen just because people share a Zoom link.

In this episode, I talk with Daria Rudnik - Team Architect, Executive Coach, and author of CLICKING: A Team Building Strategy for Overloaded Leaders Who Want Stronger Team Trust, Better Results, and More Time - about why so many teams underperform, especially under pressure… and how to design teams that work.

Because just like people, teams need to play by their own rules - and it’s a leader’s job to help them define what that looks like.

Daria breaks down the 5 essential pillars that make teams click (spoiler: most leaders skip 3 of them), how to balance autonomy and alignment, and how to avoid the biggest trap of servant leadership.

We also dig into AI’s impact on collaboration - and what happens when teams offload too much to tech.

We covered:

Why teams don’t “just happen” - and need intentional architecture

The 5 pillars of team design: purpose, connection, integration, decision-making, and knowledge flow

What to do when you inherit a messy team

Why clarity is your secret weapon - at all levels

The hidden risks of servant leadership (and how to empower without isolating)

How to stay human in the age of AI - and keep your brain on

Practical Takeaways:

Start with conversation: co-create team norms and decisions together

Bring clarity to your rules, roles, and routines

Use AI as a partner - not a crutch. Your brain needs to stay engaged.

This episode is for every leader who wants to build strong, self-led teams — and give them the clarity and confidence to fly.

🔗 Explore more:

Your life. Your rules. For more freedom, flow, and fun.

It’s that time again - fresh goals, new intentions, big dreams.

So… why don’t our habits stick?

In this episode, I sit down with Ivan Palomino - behavioral science strategist and unapologetic habit hacker — to unpack the science behind human behavior and habit change.

Ivan blends neuroscience, psychology, and real-life experimentation (including his own burnout and career reinvention) to help you create lasting change — with way less effort than you think.

We covered:

Why we operate on autopilot 90% of the time — and how to use that to your advantage

The 4 brain rules that shape your decisions (emotion, effort, illusion, and reward)

How to build habits by stacking them on existing routines

The difference between rituals, motivation, and capacity

Why your willpower was never the problem

Tiny habits that lead to massive ripple effects

✨ Practical Takeaways:

Pick ONE habit — do it daily for 30 days before adding more

Use immediate rewards and low-effort design to reduce friction

Track progress in ways that create satisfaction (not stress)

This episode is for anyone tired of failing at New Year’s goals — and ready to build change that lasts.

Your life. Your rules. For more freedom, flow, and fun.

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