Success gets complicated

Chelsea Simpson

There are plenty of podcasts about how to become successful. This isn't one of them. Success Gets Complicated is where founders, executives, entrepreneurs, and leaders explore what happens after the promotion, the funding, the exit, the recognition, or the dream they've spent years building. Because success doesn't solve every problem. It introduces new questions. Questions like: Does the life I've built still fit the person I'm becoming? Am I even enjoying this, even though I worked so dang hard to attain this? I have my dream role, but I'm overwhelmed (screaming in a pillow) is this normal? Most conversations focus on how to reach the next milestone. Very few prepare us for what happens once we get there. The identity shifts. The pressure to keep performing. The difficult decisions. The changing relationships. The unexpected loneliness. The courage to redefine success as your life evolves. Every episode is an honest conversation about the part no one posts and the moments that challenge us to become the author of our own definition of success. Hosted by Chelsea Simpson, founder, speaker, and executive advisory. This is a podcast for ambitious humans who believe success isn't something we discover once. It's something we continually author as we evolve. Because success gets complicated. And maybe that's where the most meaningful conversations begin. This podcast is sponsored by Broken Antler Marketing:

Выпуски

  1. -1 дн.

    The Rewrite: Toxic Workplace

    What happens when the job that looks like success on paper starts costing you more than you're willing to pay? In this solo episode of Success Gets Complicated, Chelsea explores one of the hardest places to reclaim agency: a toxic workplace. Because “just quit” isn't always realistic. Sometimes you need the paycheck, the benefits, the vesting, or simply more time to figure out what you actually want next. This episode explores: Why accomplished people can stay too long in unhealthy environmentsHow capability can become a trap: just because you can handle it doesn't mean you shouldSmall ways to reclaim agency before you're ready or able to leaveWhy you may need to emotionally demote your job from a career to simply a jobHow to stop over-investing in an organization and start investing that energy back into yourself Maybe success isn't proving how much you can tolerate. Maybe it's recognizing the choices you still have—and making them intentionally. Are you outsourcing your definition of success? Join the conversation at Success Gets Complicated. This episode is sponsored by Broken Antler Marketing.

  2. -4 дн.

    Drop the Mask: Who's Success Are You Living?

    Success gets complicated when the life you worked hard to build stops feeling like your own. In this episode of Success Gets Complicated, Chelsea Simpson sits down with Devin Lebrun, a builder at the intersection of health and human performance, to explore what happens when achievement, identity, and expectation become so intertwined that you lose sight of yourself. Devin shares his experience navigating the demands of corporate life, the realization that he had lost himself along the way, and the vision quest that forced him to confront a bigger question: Was he living his definition of success, or someone else’s? Together, Chelsea and Devin explore: How to recognize when you’ve outsourced your definition of successWhat it means to unmask and reconnect with who you actually areThe role of breathwork and community in moving through isolationWhy agency isn’t one big decision, but a series of choices we make every dayHow to accept where other people are in their own journey without needing to change themWhat becomes possible when you stop performing success and start authoring it This conversation is for anyone who has built a life that looks successful on paper but has started quietly wondering whether it still fits. Because sometimes the next chapter isn’t about achieving more. It’s about deciding what’s actually yours. Connect with Devin Lubrun. Global Breath Network Join the conversation with Chelsea at Success Gets Complicated. Website Success Gets Complicated This episode is sponsored by Broken Antler Marketing.

  3. 13 авг.

    The Upside of Rock Bottom

    What happens when the life you built falls apart... ...and you get the chance to decide what comes next? In this episode of Success Gets Complicated, Chelsea Simpson sits down with Brett Ashley McMillan—Founder, Expert Nurse Injector, and Med Spa Owner of award-winning Juniper Face + Figure in Bozeman; entrepreneur; professional writer and actor; wife; mother of four; and Total Girl’s Girl. Brett shares her journey from rock bottom to building a life and business rooted in purpose, authenticity, and a definition of success that is truly her own. But this isn't simply a story about overcoming adversity. It's a conversation about what can happen when the version of success you were chasing no longer works—and you choose to author something different. Together, Chelsea and Brett explore the role of humility, vulnerability, community, and personal agency in rebuilding a life. They talk about the expectations we carry, what failure can teach us, and why thriving doesn't mean having everything figured out. Because sometimes rock bottom doesn't just show us what went wrong... It gives us the opportunity to decide what we want to build next. In this episode:What Brett's experience at rock bottom taught her about success.Why authenticity and humility became central to how she lives and leads.The expectations we carry—and what happens when we begin questioning them.How reclaiming agency can change the direction of your life.The role community and support play in rebuilding.Why purpose can change what success looks like.ReflectionBefore you go... Finish this sentence: If I stopped measuring success by what I thought it was supposed to look like, I would... Share your answer and join the conversation @successgetscomplicated This episode is sponsored by Broken Antler Marketing Connect with Brett McMillan @juniperfaceandfigure

  4. 8 авг.

    The Rewrite: Are We Outsourcing Our Definition of Success?

    Why I Started Success Gets Complicated What if the greatest challenge isn't achieving success... ...but making sure you're living a definition of success that's truly your own? In this opening episode of Success Gets Complicated, Chelsea Simpson shares the story behind the philosophy that inspired the podcast, a near-death experience that changed how she viewed ambition, leadership, and what it really means to live a successful life. Rather than asking "How do I become more successful?", this episode explores a different question: Are you outsourcing your definition of success? Chelsea introduces the idea that success isn't something we discover once. It's something we continually author as we evolve. Through honest reflection, she shares why Success Gets Complicated exists and invites listeners into a community that's willing to talk about the parts no one posts on LinkedIn or Instagram. Because maybe the most meaningful conversations don't begin when we've figured life out... They begin when we realize our old definition of success no longer fits. In this episode:The near-death experience that changed Chelsea's life.Why success isn't a destination, it's an evolving definition.How easy it is to inherit someone else's definition of success.The question that became the foundation of this podcast: Who is writing your definition of success?Why the most important chapters often begin when success gets complicated.ReflectionBefore you go... Finish this sentence: Success gets complicated when... Share your answer and join the conversation @successgetscomplicated This episode is sponsored by: Broken Antler Marketing.

  • Выпусков: 4

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There are plenty of podcasts about how to become successful. This isn't one of them. Success Gets Complicated is where founders, executives, entrepreneurs, and leaders explore what happens after the promotion, the funding, the exit, the recognition, or the dream they've spent years building. Because success doesn't solve every problem. It introduces new questions. Questions like: Does the life I've built still fit the person I'm becoming? Am I even enjoying this, even though I worked so dang hard to attain this? I have my dream role, but I'm overwhelmed (screaming in a pillow) is this normal? Most conversations focus on how to reach the next milestone. Very few prepare us for what happens once we get there. The identity shifts. The pressure to keep performing. The difficult decisions. The changing relationships. The unexpected loneliness. The courage to redefine success as your life evolves. Every episode is an honest conversation about the part no one posts and the moments that challenge us to become the author of our own definition of success. Hosted by Chelsea Simpson, founder, speaker, and executive advisory. This is a podcast for ambitious humans who believe success isn't something we discover once. It's something we continually author as we evolve. Because success gets complicated. And maybe that's where the most meaningful conversations begin. This podcast is sponsored by Broken Antler Marketing:

Информация

  • Автор
    Chelsea Simpson
  • Годы выхода
    2026
  • Выпуски
    4
  • Ограничения
    С ненормативной лексикой
  • Авторские права
    © 2026 Chelsea Simpson
  • Сайт подкаста
    Success gets complicated