When I first launched this podcast, I talked about Bronnie Ware’s Five Regrets of the Dying, and how reflecting on them can help us live more intentionally now, so we don’t get to the end with regret. Lately, those regrets have been top of mind for me again, especially after the recent loss of someone close to me. I believe the five regrets of the dying can serve as gentle check-in points to help us live more fulfilling lives today. Here are some reflection questions inspired by those r...

Today I’m sharing ten helpful thoughts to think about, explore, or noodle on when you're about to take a big leap or make a meaningful change in your life. Whether you're switching careers, leaving a relationship, moving across the country, or simply choosing to live more authentically, this episode is for you! Here’s what I cover: 1. You don't need permission to do what you want to do (though you may want someone's blessing!) 2. You don’t owe anyone an explanation for what you’re plan...

One of the things I talk a lot about on this podcast is the power of starting small and how those tiny steps can spark massive change. Even if your brain insists that the only way to improve your life is to burn everything down and start over… you don’t actually have to listen to that voice. In today’s episode, I walk you through a different, much more doable way to create change. One that doesn’t require a full-blown life overhaul. Questions to Reflect On: What’s one thing you wish was di...

Today, we’re diving into something that comes up a lot when you're redesigning your life: How do you take a big, audacious life goal, like moving somewhere you’ve never been, changing careers, overhauling your lifestyle, or even running a marathon when you've never run before, and ease into it instead of feeling like you're leaping off a cliff? That’s what today’s episode is all about: creating a Minimum Viable Experience. You might’ve heard a similar term before: minimum viable product. It c...

On today's episode I share some real-time updates on how my husband and I are redesigning our lives for the summer. I'm hoping that my personal example might help you think about a few things for your life. What I've seen both in myself and in my clients is that when there are changes coming up, it’s so easy to bury yourself in logistics - the planning, the checklists, the organizing - all the stuff that helps you feel in control when you're experiencing change. But sometimes that focus on lo...

Today's podcast is a pep talk all about getting out of your comfort zone (without turning your whole life upside down). Whether you’re feeling stuck in a rut, bored, or just itching for something new, this episode is for you! I talk about: The travel dreams my husband and I are scheming about that's definitely putting us outside our comfort zone How someone I coached challenged herself to pursue her dreams of voice acting (and already landed a few gigs!) Why imagining something new already ...

Many of us believe life is supposed to be linear. And it feels like we're doing something wrong when it's not. We’re given this idea from a young age that things should unfold in a particular order. And if we deviate from that, we’d better have a really good explanation ready. For some people having a defined path is reassuring, but for others, the idea of linearity can be incredibly limiting. This can lead people to take on roles or stay way too long in situations just because of how it migh...

Today I’m sharing a helpful analogy for anyone who struggles to rest. If you’re the kind of person who keeps going until you’re wiped out, or believes you can’t take a break until the to-do list is done…this episode is for you. I’m introducing the idea of Low Power Mode—not just for your phone, but for you. Because sometimes, you're not at full capacity and that's okay. And instead of pushing through or fantasizing about quitting everything and moving to the beach, there’s a middle ground. In...

What if productivity wasn't really a great measure of how you're actually feeling? In today's episode I reflect on a recent workshop I attended where we looked at the quarter based on how we felt, not what we got done. I talk about: Why task-based reviews leave out the most important information: how you felt How to conduct your own emotional audit Why daily emotional check-ins matterP.S. If the idea of doing an emotional audit in a cozy group setting sounds like your thing, let me k...

Today we’re talking about being in the in-between spaces—those liminal moments when you’re navigating a big life transition. This topic is deeply personal for me right now, and I wanted to share a story that’s still unfolding in real time. Last week, we had to say goodbye to our sweet dog Arya. She had a heart condition, and while we knew our time with her was limited, it still hit us hard. And with her passing came something entirely unexpected: a lot of time freedom. That strange combinatio...

Ever feel stuck when trying to imagine your future? You’re not alone. Conventional wisdom says that to redesign your life, you need to visualize it first. But what if future thinking feels impossible—or just really uncomfortable? Here’s the thing: our brains are naturally wired to project ahead, whether we’re imagining exciting possibilities or catastrophizing about everything that could go wrong. But if you find yourself blocked—especially when it comes to picturing a positive future—there’s...

Have you ever stopped to think about your relationship with time? Today, I’m sharing something I haven’t really talked about on the podcast before—how I personally experience time and why it feels different from the traditional, rigid way we’re taught to structure our days. My hope is that this episode sparks some reflection for you because here’s what I know: If you want to redesign your life, you’ll likely need to rethink how you use your time. Consider this episode a conversation starter—s...

The podcast has a new name and focus! For the first 40-ish episodes, this show was called the Courageously Unconventional podcast, where we explored living life on your own terms and staying true to yourself. I loved that theme, but over time, my focus started shifting. I found myself talking more and more about what it looks like to create a life you love and then taking action to make that happen. I played with a lot of different ideas, but when I landed on the name Redesign Your Life, it j...

I just wanted to drop in and let you know that the podcast will be on a short break. But don’t worry - I’ll be back on Thursday, March 13th with something exciting! I’m rebranding the podcast. So there will be a new name and new artwork, but you can still expect the same core themes I've been talking about on the show. It’s a little refresh I've been thinking about for a while and now's the time. So if in a few weeks you see a podcast in your feed and think, Wait… what is this? It’s sti...

Ever feel like something is too risky, even when you’ve taken all the right precautions? Or maybe you hesitate to take a leap because it still feels uncertain? Today, we’re diving into the Peltzman Effect, a concept that explains how our perception of risk changes when safety measures are in place—and how we can actually use this to our advantage. Ready to take more risks but need support? As a life coach, I help people like you uncover what’s holding them back and start creating a life...

Have you ever had a job that should feel amazing, but something still feels off? Maybe it checks all the right boxes, yet deep down, you’re unfulfilled. In this episode, we’re exploring why some jobs look great on paper but don’t align with who we are. I’ll share a client’s story about transitioning to a job that seemed perfect but left her feeling disconnected and how she uncovered what was missing. I also talk about why gratitude can’t override misalignment, the fears that keep us from spea...

Today’s episode is all about dreaming big, and why it can be so challenging for some people to imagine a different way of living or working. For many of the women I coach, dreaming outside the framework they’ve followed for years can feel foreign. If you’ve spent most of your life checking boxes and following a well-laid-out path, the question, “What do I really want?” might not come naturally. But this doesn't mean that you lack creativity and are unable to dream. I truly think that dreaming...

This week on the Courageously Unconventional podcast, I'm joined by my husband, Josh Jones. Josh and I talk about following his dream of becoming a writer, and getting his first story published at age 50. You can find his story, Not the Superstitious Sort in Four Corners Voices: Stories, Poetry, Essays Enjoy this conversation with Josh! Connect with Josh Jones: Instagram: https://www.instagram.com/cheesecloakWebsite: https://joshjones.pro/Mentioned in the Episode: Four Corners Wri...

What do you do when you’re faced with something in your life that feels overwhelming, painful, or downright miserable? In this episode I share a recent experience with a client navigating a tough situation, and how we moved from frustration to a place of empowerment and creativity. Reflection Questions from the Episode: What’s one challenging or miserable thing in your life that you’re choosing to keep?How might you tweak it to make it better, easier, or even enjoyable?What’s one small ...

So, my friend, how are you feeling right now? Whatever it is - good, bad, or somewhere in between - just take a moment to notice. No judgment. No rush to fix it. Just an honest check-in. Because when you slow down to truly listen, you’re not just noticing how you feel - you’re building a relationship with yourself moving forward. Connect with Lynn Grogan: If you’re curious about coaching and want to experience it for yourself, sign up for a free 1:1 private coaching session with me at h...