Portfolio Career Podcast

What if you took your time and built a business at your own pace? That's what Brian Helfman, the Founder of Third Nature has been doing. He has been building his Adult Summer Camp business for 10+ years. He is building this in addition to working on other things. He is also a recent father as well, and you will learn about how he thinks about work as a Dad now. If you are a community builder, this episode is for you!

What does community-led growth look like? A group of founders, marketers, and community builders unpack community-led growth from every angle: why human connection beats performance marketing, how communities create multiple business entry points, and why earning organic growth is slow but worth it. Zach Hawtof, the Founder of Tightknit, and I cohosted this podcast mixer in advance of the Community-Led Growth conference in March in NYC. If you are interested in CLG, we hope this conversation is helpful!

Alex Chung, Founding Head of Growth at Goodword, shares her approach to building meaningful professional relationships. She discusses the power of follow-up and follow-through, how she connected with entrepreneur Andy Dunn by offering value first, and why being "a little unhinged" is sometimes necessary to make things happen. Alex also talks about her role blending marketing, sales, and community-building at an AI-powered relationship management startup, and why shared interests, like running, can be a more authentic way to strengthen connections than just grabbing coffee. Excited for you to build and grow your Portfolio Career!

Rebekah Rombom shares how she transitioned from a nearly decade-long role at Flatiron School to building a fractional executive practice—not by design, but by staying busy with consulting until she realized she didn't need a traditional job. Rebekah emphasizes two powerful principles: clearly articulating what you actually want (so people can help you get there), and consistently doing what you say you'll do (which remains surprisingly rare). For anyone considering fractional work, she offers practical insights on being self-directed by showing up ready to onboard yourself and delivering impact without hand-holding. Key takeaway: You can design your life, most barriers are self-imposed, and authentic clarity about your priorities opens more doors than you'd expect. Excited for you to build and grow your Portfolio Career!

In this episode, David breaks down the key insights from Justin Moore's book Sponsor Magnet: How to Attract, Price, and Execute Your Dream Brand Partnerships. You will learn practical frameworks for securing brand partnerships and sponsorships, including the ROPE method for crafting compelling pitches (Relevant, Organic, Provide Proof, Easy to Execute) and the ARC framework for understanding brand objectives (Awareness, Repurposing, Conversion). David shares how to think like a consultant rather than just a creator, tie your pitches to existing brand campaigns, and build win-win-win partnerships that benefit you, the brand, and your audience. These principles will help you approach sponsorships more strategically. Excited for you to build and grow your Portfolio Career!

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, and how experiences with loss can awaken both presence and responsibility. A raw, honest discussion about taking control where you can and accepting what you cannot. Excited for you to build and grow your Portfolio Career!

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 recently hosted in New York City. You will also learn the highs and lows of hosting events. Excited for you to build and grow your Portfolio Career!

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 in startup leadership transitions, transportation tech, or Chief of Staff roles, this conversation offers practical insights on career growth and company building.