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Flying Upstream Podcast

Welcome to 'Flying Upstream,' a podcast dedicated to uncovering the choices, practices, and wisdom that defy mainstream norms. Join hosts Kristyn Medeiros and Luisa Anderson as they explore how timeless wisdom and unique lifestyle choices foster healthier, sustainable, and enriching lives. Perfect for those who feel like they're flying north for the winter while everyone else is flying south. Tune in to discover inspiring stories, gain practical insights, and connect with a community of free spirits who value deep, thoughtful explorations into alternative ways of living. Listen on platforms like Apple Podcasts and Spotify, or join us for more engaging content through our mini courses on Udemy.

Featured Post

When the Life You Planned Disappears

🎧 Listen to the Show Hi Free Spirits, What happens when the life you were building vanishes overnight? In this week’s conversation, my guest Chanoa Inez shares a story that stopped me in my tracks. In her 20s, she moved to Montenegro for love. A fresh start. A new country. A new chapter. She woke up one morning after a perfect day… and her boyfriend was gone. A sudden clot took his life. One day she was building a future. The next day she was standing in the ruins of it. And here is what...

Listen to the show Hi Free Spirit! After interviewing dozens of guests on Flying Upstream, I started noticing something surprising. Patterns. Different lives.Different paths.But the same truths kept appearing. Founders who walked away from success.Athletes who rebuilt after injury.Veterans who turned pain into purpose.Entrepreneurs who left careers that looked perfect on paper. People who chose to live differently. After all these conversations, five lessons kept rising to the surface. Not...

🎧 Listen to the show Hi Free Spirit! Pressure shows up quietly. It sounds like, “You should be further by now.”It looks like scrolling and measuring your life against someone else’s highlight reel.It feels like urgency that does not belong to you. Society loves a timeline. Graduate by this age. Build by that age. Partner by then. Earn more. Move faster. Catch up. But whose clock are you racing? Comparison creates the illusion that success has a universal deadline. It does not. Real success...

🎧 Listen to the show Hi Free Spirit! There comes a moment on every path where something inside you shifts.A quiet realization. A new truth. A different desire than the one you once swore by. And often, the first feeling that follows isn’t excitement. It’s guilt. You wonder if changing direction means you were wrong before.You worry it makes you inconsistent.You question whether you’re allowed to want something different now. But growth has never required your loyalty to old versions of...

🎧 Listen to the show Hi Free Spirit! It is hard when the people you love do not fully understand the direction your life is taking. Not because they do not care.Often it is because they do. They want you to be safe.They want things to make sense.They want a version of life that feels familiar to them. And you are trying to follow something that feels true to you. That gap can feel lonely. You might find yourself explaining your choices again and again.Or questioning whether it would be easier...

Simple and universal An image representing self love and self acceptance

🎧 Listen to the show Hi Free Spirit! This time of year can feel loud. Everywhere you look there are reminders that love is supposed to look one specific way. Couples. Plans. Milestones. A sense that you should be somewhere else by now. And if you are single it can quietly start to feel like you are behind. But you are not. Being single does not mean you missed a turn or failed to keep up. It does not mean you are incomplete or waiting for your life to begin. It simply means you are in a...

Self Love Club

Hi Free Spirit! With Valentine’s season around the corner, love is everywhere. Most of it points toward romance and being chosen by someone else. But there is another kind of love that matters just as much. The kind that starts with you. We are taught that love is something we receive from another person. But real love begins with how you treat yourself. It lives in your choices, your boundaries, and whether you honor what feels true. Self love is not just kind moments or positive thoughts....

Fly With Confidence

Hi Free Spirit! A quiet moment often marks the beginning. No big announcement. No perfect timing. A small inner voice keeps returning, reminding you there is more. Most of us wait. We wait until we feel confident. We wait until things make sense. We wait until someone else believes in us first. But confidence does not come before action. Confidence is built through action. So many dreams get put on hold because we think we need to feel ready. Underneath that waiting is often fear. Fear of...

Hey beautiful Free Spirit, Most people don’t realize there’s a moment when their life quietly splits in two. Not a dramatic moment.Not a movie scene.Just a small decision. Do I stay comfortable…or do I stay honest? Do I follow the script I was given…or do I start writing my own? That moment shows up when your passion feels inconvenient.When your dream feels unrealistic.When your family doesn’t understand.When society tells you to be “practical.” And almost everyone chooses safety. Not because...

Hi Free Spirits, I have been sitting with a question lately. What does it really mean to be good? I grew up believing that being good meant being agreeable. Not rocking the boat. Making things easier. Wanting less so no one felt uncomfortable. No one spelled this out for me. I learned it through praise. Through tone. Through what was rewarded. For a long time, it worked. I was flexible. Reliable. Easy to like. Until the cost showed up. Exhaustion that sleep did not fix. Choices that looked...