Anna Tsyupko and Josh Winterson

The Self-Leadership Podcast

Education EN ↓ 13 episodes

What does it actually mean to live intentionally? The Self-Leadership Podcast explores that question through honest, practical conversations. In each episode, we unpack the routines and practices people rely on to stay aligned with what matters to them. We go deeper into how these practices started, why they matter and how they work - and sometimes don’t - in real life. We hope that listeners gain both perspective and practical ways to approach their own lives more intentionally, through practices they can adapt and try for themselves. New episodes bi-weekly. Produced by JamieEverett.io

Author

Anna Tsyupko and Josh Winterson

Category

Education

Podcast website

www.linkedin.com

Latest episode

Jul 1, 2026

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Episodes

A Money Date With Yourself - Minna Schmidt 01.07.2026

Anna-Maria and Josh speak with Minna Schmidt, a financial wellbeing coach and co founder of Flourish Financially, a money and wealth academy for women. Minna shares how her relationship with finance changed over time, why so many people avoid looking at their money, and how financial confidence can create more freedom, security and choice. The conversation also moves far beyond money. Minna talks...

Addition by Subtraction: Choose to be Present - Ricardo Camarinha 17.06.2026

At 33, Ricardo was lying on a couch, recently divorced and freshly out of his second business, when he saw his future with uncomfortable clarity. If he kept going, he'd be a 60 year old salesman in the wine trade, living a life he never chose. He got up and changed direction. Ricardo is a serial entrepreneur and father of three who built his own businesses for most of his adult life. In this episo...

I Didn’t Need Another Goal. I Needed To Pause - Carmen Balacianu 03.06.2026

Self leadership does not always begin with another goal. Sometimes it begins with a pause. Anna and Josh are joined by Carmen Balacianu, a former Senior Vice President of Marketing, who now works as an Executive and Awakened Leadership Coach. Carmen shares how a life that looked successful from the outside became a “golden cage”, and how burnout helped her reconnect with her body, purp...

Curiosity Over Certainty - Aditya Bhardwaj 20.05.2026

Anna and Josh sit down with technologist Aditya Bhardwaj , whose approach to self leadership is built around one idea that keeps resurfacing throughout the conversation: curiosity. Addy shares how the same thinking he uses to solve complex technology problems has shaped the way he approaches life, decisions, relationships and difficult situations. Rather than trying to predict every outcome, he ta...

What Does Self-Leadership Mean to You? | Season 1 Highlights 06.05.2026

What does self-leadership mean to you? Across eight episodes of Season 1, we asked every guest the same question. No two answers were the same. This is a 15-minute highlight reel featuring every guest from Season 1 of The Self-Leadership Podcast in conversation with hosts Anna-Maria and Josh . Whether you have been with us since Episode 1 or this is your first time here, this is the best place to...

The Exercise That Broke Boundaries - Victor Naroditskiy 22.04.2026

Victor is the CEO of SerenityGPT with a PhD in AI and a decade in capital markets behind him. This conversation is about the moments that actually changed how he lives. Turning 40 and realising time is not infinite, watching his son arrive and seeing every other priority shrink overnight, leaving a silent meditation retreat after five days because he discovered that stillness was not where he foun...

I Need to Protect Myself - Alissa Rohrbach 08.04.2026

Self leadership for founders often gets buried under investor expectations, startup chaos and sleepless nights. Alissa Rohrbach, a clinical psychologist turned repeat founder, discovered this the hard way when she launched her healthcare startup Recovery Cat while raising a newborn on five hours of broken sleep. In this episode, Alissa shares the five practices that helped her reclaim her wellbein...

Rough Days Feel Manageable - Gaurav Katyal 25.03.2026

Most of us wait for a good day before we give ourselves permission to do the things that actually help. We tell ourselves we'll meditate when things calm down, run when we have more energy, read when we have more time. But what if the practices you keep postponing are the very things that make the hard days bearable? In this episode of the Self-Leadership Podcast, AI co-founder and product leader...

How to Lead Yourself When You Have Nothing Left - Valeria De Grazia 11.03.2026

Most of us know how to perform. We show up, deliver, push through, even when there is nothing left in the tank. But what happens when you finally stop running on empty and start leading yourself with the same intention you give everything else? In this episode of the Self-Leadership Podcast, product leader Valeria De Grazia gets honest about the gap between outward achievement and inner depletion,...

You Already Know What to Do. So Why Aren't You Doing It? - Nicholas Heller 25.02.2026

You know you should move your body. You know you should tackle the hard stuff first. You know you should stop scrolling and start building. So why is it so hard to actually do it? Nick Heller is a serial entrepreneur and technologist, who thinks the answer isn't more information. It's self-mastery. In this episode, Nick joins hosts Anna Tsyupko and Josh Winterson to share the five practice...

Why I DELIBERATELY Skip My Morning Routine - Jessy Conflon 13.02.2026

What happens when a startup founder learns that ruthless prioritisation isn't about doing more? Jessy Conflon, co-founder of an AI content quality platform, shares the mindset shift that transformed her from box-ticking employee to intentional leader. Jessy shares her framework for managing competing priorities across business, family, and personal wellbeing. She reveals how calendar blocking beca...

What Burnout Taught Me About Intentional Living - Anna Tsyupko 28.01.2026

Most people live on autopilot, chasing external markers of success without asking if they actually want what they're chasing. Anna Tsyupko's wake-up call came as a severe panic attack that her body used to force what her mind refused to accept. As a fintech startup founder and COO, Anna ignored her coach's burnout warning for eight months. Then the panic attack hit. Even after that, she pushed thr...

I Quit Annual Goals for 8-Week Sprints - Josh Winterson 13.01.2026

Most people treat life like a series of reactions to whatever happens next. In this debut episode of the Self-Leadership Podcast, co-host Josh Winterson reveals the five transformative practices that helped him shift from reactive living to intentional life design. As a startup founder, father, and personal development enthusiast, Josh breaks down practical self-leadership habits anyone can implem...

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