
The One Big Pivot Won't Work | Reinvent Yourself with Career Coach Sam Alvita
What if career reinvention is not one dramatic pivot but a practice you return to again and again? Most of us were sold a straighter story: climb the ladder, master the skill, and fulfillment waits at the top. But the skills we build today depreciate fast, and the ladder was designed for a world that no longer exists. Your ability to reinvent yourself doesn't happen in one big step. Career strategist, learning designer, and founder of "Work, Rewritten", Sam Alvita joins Roger Kastner to explore what replaces that old map: a portfolio career built from personal brands, side projects, and collaborations, not a single job title. Their conversation reaches into career identity, leadership development, and personal development, and what it actually takes to unlearn the stories that keep high achievers stuck. Sam names what has changed under our feet: the skills college graduates build today may last six months to two and a half years. In place of the straight-line ladder she offers a different image, a web of work, where the most successful people diversify their footprint rather than handing all their power to one employer. The conversation moves through the learn, unlearn, relearn discipline, why AI is acting as a great equalizer in the executive room, and the Navy SEAL principle that the most senior person in the room speaks last. Sam and Roger explore how real team building works when leaders are measured by how well they skill the people around them. By the end, you will leave with a reframe you can act on: simplicity is not the same as ease. A marathon is a series of bite-sized steps, and so is reinvention. If you have been waiting for the single bold move that changes everything, this conversation is the invitation to trade that myth for a practice you can return to again and again. In this episode, Sam answers the following questions: - How to reinvent my career? - How do I prepare to change careers? - What makes for great teams? - What is the learn, unlearn, and relearn cycle? Resources mentioned in the episode: - Sam’s LinkedIn https://www.linkedin.com/in/sam-sloan-alvita/ - Sam’s Company: https://www.byworkrewritten.com/ Want more info about What Do You Know To Be True? ➡️ Check out What Do You Know To Be True? ➡️ Subscribe to our newsletter to get insights into each conversation: https://rogerkastner.substack.com/ Music in this episode by Amplify Music What Do You Know To Be True? is a personal development and leadership podcast for professionals discovering, building, or already living into their purpose and possibilities. Each episode is a real conversation with a guest who's navigated their own reinvention: from discovering a talent built out of something difficult, to now using their superpower in service of others. Their stories offer new perspective, validate what you already know, and inspire your next move. Wherever you are on that path, these conversations are for you. Each conversation gives you something real: a guest's honest story, a practice or perspective you can actually use, confirmation you're on the right path, and you're not alone. "What Do You Know To Be True?" is hosted by Roger Kastner, is a production of Three Blue Pens, and is recorded on the ancestral lands of the Duwamish and Suquamish people. To discover the ancestral lands of the indigenous people whose land you may be on, go to: https://native-land.ca/ Keywords #CareerReinvention #TeamBuilding #reinventyourself #LeadershipDevelopment #PortfolioCareer #LearnUnlearnRelearn #CareerPivot #leadershipcoaching #personaldevelopment










