139. When someday becomes the ticket to what’s calling with Theresa Callahan episode artwork

EPISODE · Jan 14, 2026 · 1H 3M

139. When someday becomes the ticket to what’s calling with Theresa Callahan

from Courageous Me · host Kim Payne

In this unexpectedly magical episode, we meet Theresa Callahan, an executive leadership coach, retreat leader, and woman whose life transformed the moment she stopped saying 'someday'.What begins as a conversation about courage unfolds into a rich, cinematic story of a single decision that changed everything: a one-way ticket to Tuscany booked from the back of a conference room, fuelled by a whisper Theresa could no longer ignore.From there, the episode weaves through themes of timing, self-trust, guilt, vulnerability, identity, love, leadership, motherhood…and what becomes possible when you finally listen to what’s been quietly calling for years.This is a feel-it episode.One that explores what happens just before we act, why so many of us delay what matters most, and how courage often shows up not as bravado, but as a quiet, trembling yes. If you’ve ever felt something tugging at you—a place, an idea, a version of yourself—and you talked yourself out of it because of age, responsibility, fear, or timing… this conversation is for you.Think of it as an invitation to notice the quiet ‘someday’ that you keep shelving.To question what it might cost to keep waiting.And to honestly wonder…What if someday is today? Key takeaways:o   What happens when “someday” becomes impossible to ignore.o   How a single, seemingly small decision can rewrite the next decades of your life.o   Why guilt so often appears right before growth, especially if you’re used to putting everyone else first.o   What solo time can reveal about who you are.o   Why vulnerability is the true gateway to courage.o   How being ready for love, purpose, or expansion starts with being open to receive it.o   What shifts when you stop waiting to feel ready and start trusting what’s already stirring. Get in touch with Theresa:Website: Retreat to TuscanyInstagram: @retreat.to.tuscany Facebook: Retreat to Tuscany  YouTube Channel: Retreat to Tuscany  LinkedIn: Theresa Callahan          Email inquiries for the Retreat Programs: [email protected] COURAGEOUS ME – THE BOOK Grab your copy of Courageous Me – The courage to turn someday into today.  Where to find me: Website: Kim Payne   LinkedIn: Kim Payne Instagram: @iamkimpayne  Facebook: KimPayneBiz  COURAGEOUS SHIFTWant to make the impact you know is possible without having everything figured out? Get access now to The Courageous Shift – a FREE 90 min audio mini-series to work out your next move. Want to get clear on your next steps in your business or career?Book a FREE 45 min Call to Action to help you get to the starting line. 

In this unexpectedly magical episode, we meet Theresa Callahan, an executive leadership coach, retreat leader, and woman whose life transformed the moment she stopped saying 'someday'.What begins as a conversation about courage unfolds into a rich, cinematic story of a single decision that changed everything: a one-way ticket to Tuscany booked from the back of a conference room, fuelled by a whisper Theresa could no longer ignore.From there, the episode weaves through themes of timing, self-trust, guilt, vulnerability, identity, love, leadership, motherhood…and what becomes possible when you finally listen to what’s been quietly calling for years.This is a feel-it episode.One that explores what happens just before we act, why so many of us delay what matters most, and how courage often shows up not as bravado, but as a quiet, trembling yes. If you’ve ever felt something tugging at you—a place, an idea, a version of yourself—and you talked yourself out of it because of age, responsibility, fear, or timing… this conversation is for you.Think of it as an invitation to notice the quiet ‘someday’ that you keep shelving.To question what it might cost to keep waiting.And to honestly wonder…What if someday is today? Key takeaways:o   What happens when “someday” becomes impossible to ignore.o   How a single, seemingly small decision can rewrite the next decades of your life.o   Why guilt so often appears right before growth, especially if you’re used to putting everyone else first.o   What solo time can reveal about who you are.o   Why vulnerability is the true gateway to courage.o   How being ready for love, purpose, or expansion starts with being open to receive it.o   What shifts when you stop waiting to feel ready and start trusting what’s already stirring. Get in touch with Theresa:Website: Retreat to TuscanyInstagram: @retreat.to.tuscany Facebook: Retreat to Tuscany  YouTube Channel: Retreat to Tuscany  LinkedIn: Theresa Callahan          Email inquiries for the Retreat Programs: [email protected] COURAGEOUS ME – THE BOOK Grab your copy of Courageous Me – The courage to turn someday into today.  Where to find me: Website: Kim Payne   LinkedIn: Kim Payne Instagram: @iamkimpayne  Facebook: KimPayneBiz  COURAGEOUS SHIFTWant to make the impact you know is possible without having everything figured out? Get access now to The Courageous Shift – a FREE 90 min audio mini-series to work out your next move. Want to get clear on your next steps in your business or career?Book a FREE 45 min Call to Action to help you get to the starting line.

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139. When someday becomes the ticket to what’s calling with Theresa Callahan

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The Field Priest Methodius Chwastek The Field is a place of cultivation and of battle. In the Church, we learn to cultivate a life pleasing to God. This life is shaped in the spiritual battle. This series examines, chapter by chapter, the Christian classic The Field, by Saint Ignatius Brianchaninov. Please join me as I explain this great work in terms the modern Orthodox Christian can understand.  Leading From All Sides Abbie Mirata Discover the various styles of leadership, from leading at the forefront to steering from behind, rising to the top or empowering from the bottom. We'll explore horizontal and vertical leadership, leading through your brand, and even leading in your most intimate relationships. Join me in engaging conversations with special guests who are leaders in their careers, communities, and families. Gain insights, perspectives, and invaluable lessons that challenge traditional notions of what it means to lead. Take Me Off Your List Pitchfire Ryan O'Hara, CEO and founder of Pitchfire dives into the wild world of B2B marketing, demand generation, sales, and all things go-to-market with the help of some friends. Sponsored by Pitchfire. Sign up for free: https://www.pitchfire.com Think Positive: Daily Affirmations Dachia Arritola The DogMom You've heard of affirmations, but have you used them successfully? Join me daily and I'll guide you through a very simple and brief activity where I'll give you a couple affirmations, a question to ask yourself and quote, all designed particularly for the person whose goal is to live at 100%. Affirmations work best when they are done regularly. Daily-if not a few times a day. I've also created a Podcast Companion book where you can keep all your affirmations and questions and quotes. A new book is published every 4 months. You can find a link to that podcast companion book on my website Dachia.com I also have a series of hiking videos designed for people who don't have such scenery to watch in their homes. And another series of videos designed to help regular person create their perfect refuge.All of these are parts of the big picture of Living at 100%.

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This episode was published on January 14, 2026.

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In this unexpectedly magical episode, we meet Theresa Callahan, an executive leadership coach, retreat leader, and woman whose life transformed the moment she stopped saying 'someday'.What begins as a conversation about courage unfolds into a rich,...

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