Portfolio Career Podcast

Portfolio Career Podcast

Are you struggling to create a career and life vision that you love? Portfolio Career Podcast is here to provide proven success stories, actionable tips, and key skills to do this for you. David Nebinski talks with people who have designed their Portfolio Career that allows for growth, resiliency, and happiness. Tune in to build and grow your Portfolio Career. Let's have some fun!

Episodes

December 25, 2025 41 mins

Host David Nebinski gathers friends around a table to reflect on recent changes and transformations. What begins as a celebration of David's recent career leap, leaving his job and building confidence through action, the episode evolves into a deeper conversation about navigating life's biggest uncertainties. The group explores accountability partnerships, the power of reframing change as something to celebrate rather than fear, an...

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Are you looking to know what is like to find work you want to do? Paul Millerd is the author of The Pathless Path and Good Work. In this episode, he talks about the art of staying in the game without chasing metrics, how to think about work without letting it define your identity, and a framework for designing dream projects that actually fit your life. You will also learn about podcasting on your own terms, curiosity conversations...

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Carly Valancy, the Founder of The Reach Out Party, believes that you should take more agency over the people who are in your life. In this episode, she shares practical strategies for reaching out to people you admire and building sustainable connection habits. She thinks that networking doesn't have to feel icky when you do it your way. In this episode, you will also learn about the successful Anti-Networking Party that she recent...

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What is your definition of leadership? In this episode, Stephen Shedletzky also known as "Shed" shared his definition of leadership and asked for feedback from other people attending this Podcast Mixer event. You will hear about whether leaders are necessary, challenge conventional definitions of leadership, and discuss the balance between charisma and quiet leadership. If you are interested in leadership, this episode is for you. ...

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Ashwini Anburajan shares her journey from Chief Revenue Officer to CEO at Obi, a rideshare aggregator app. In this live episode recorded in New York City, Ashwini discusses the critical first 90 days of her new role, why the company pivoted before, and the challenges of scaling a startup. She also reveals why she's hiring a Chief of Staff , so that she can focus on revenue growth and product development. Whether you're interested i...

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Rina and David candidly discuss their parallel career transitions and the unexpected ways they've supported each other through the uncertainty. Rina shares her journey from leaving her first 9-to-5 role to launching a daily TikTok practice that unexpectedly built community and income. Together, they explore the difference between chasing opportunities that fall into your lap versus pursuing the dreams that truly scare you, the powe...

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Erica Akitani-Bob is currently the Chief of Staff at All Places. This is not her first Chief of Staff role. In this episode, you will learn about how she got her current role, advice for job seekers, how she adds value in the role, and how she tries to understand the scope of projects. This episode was recorded at an event in NYC. During the episode, you will questions from people attending the event. If you are looking for a Chief...

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Will Mannon and I have a shared passion for bringing like-minded people together in-person. The conversations can be incredible and wildly generative. Will was the Cofounder of Write of Passage, a popular online writing school. Through the course, he hosted a bunch of in-person meetups. In 2025, he cofounded another company called Act Two. Connected to this company, he hosted a bunch of meetups around the world during the summer of...

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Al Simon shares his journey from selling his prior company, Elude, to launching The Lab, a creative agency helping pre-seed and seed-stage founders with pitch decks and fundraising. Al discusses the power of network building, his philosophy on staying in touch with people, and why 90% of his 90+ clients came through word of mouth. The conversation also touches on his passion for travel, focusing on happiness, and his upcoming non-a...

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Morgan Brady, the Director of Community at Inc. and Fast Company, shares insights from her 10+ years building communities for entrepreneurs. She discusses the power of text message retention, hosting a 10-event road show, and why creating pre-conference connections helps introverts thrive at larger events. Morgan reveals her strategies for convincing busy founders that community is worth their time and emphasizes that transformativ...

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Zach Hughes, a Partner at Ascendancy, shares how he built a business around strategic relationship-building. From leaving consulting after reading "The 4-Hour Workweek" to creating "winfinity" partnerships where everyone wins, Zach reveals practical strategies for leveraging relationships to accelerate your career. In this episode, you will learn about why business success ultimately comes down to relationships and story, how to "p...

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October 9, 2025 14 mins

Are you looking to level-up your events? Here are seven ways that I usually apply to my events. Hosting events has changed my life and hopefully these ways and tips help you and your events!

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Yael Shemer was a community builder before she cofounded TULU. In this episode, she shares how she built her real estate tech startup from three buildings to over 400 globally in seven years. She discusses pivoting from B2C to B2B and managing the chaos of rapid scaling. You will also learn about her unconventional journey from environmental activist and waitress to tech founder, learning to leverage her authenticity and community ...

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Two weeks after leaving his job, David and close friends have an honest conversation about navigating career transitions in real-time. From job search struggles to unexpected opportunities, this candid discussion captures the reality of being "funemployed" while friends brainstorm potential business ideas like event design and authenticity consulting.

Whether you're in transition or considering a change, this episode offers real ins...

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After 4+ years as a community builder at the Chief of Staff Network, David opens up about transitioning to an advisor role. Taylor Harrington interviews him about helping build the membership-based community business mainly through events and content. His role focused on growth and member experience. David shares the emotional complexity of leaving something you're known for and how he is thinking about what is next. If you are a c...

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In this episode, you will learn from Charlotte Jackson, Co-founder of the Candid card deck, Substack writer, and transitions coach, about transforming conversations through better questions. Charlotte explains why "What's the dream?" works better than "What do you do?" You will learn her “pebble vs. boulder" approach to asking specific, disarming questions that invite genuine responses rather than rehearsed answers. You will also l...

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Misha Glouberman has turned his passion for bringing people together into a thriving consulting business, helping organizations transform their conferences, retreats, and gatherings into meaningful connection experiences. In this conversation, Misha shares how he evolved from co-creating the popular Toronto lecture series Trampoline Hall to building a full-time career improving corporate events. He reveals his four-step framework f...

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What happens when you apply corporate strategic planning to your own life? After 12 years in finance and burning out at a high-growth startup, Michelle "Mimi" Casazza created her own strategic framework to design her dream portfolio career. What started as a two-month sailing gig turned into four years of building multiple revenue streams as a CFO consultant and executive coach. Mimi shares her "Matria Life Chart" approach to trans...

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When Kevin Zych left his corporate job three years ago to become a full-time live event illustrator, he had just enough proof of concept from brand sponsorships to believe he could make it work.In this episode, Kevin shares his unconventional path from English major to Zen monk to professional street artist, revealing how he built a creative career around "reportage illustration". He discusses the practical realities of going full-...

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Bart Dziedzic and Max Zucker from MrBeast's strategy team share how they went from investment banking to working at one of the world's biggest YouTube channel and media company. In this episode, you will learn their unconventional networking strategies, how LinkedIn is underrated, and the importance of adding value before asking for anything. You will also learn about community building, the creator economy's anti-establishment cul...

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