Portfolio Career Podcast

Are you looking to level-up your life? Listen to this episode to hear Life Hacks from the three people. This episode was recorded at the Life Hacks mini-conference. You will learn about tech tools, ways to improve your email outreach, and so much more! Tune to level-up!

In this episode, we explore the creative process from initial spark to finished work. Discover how creators across all disciplines develop their ideas, use AI, balance structure with spontaneity, and develop resilience. Whether you're a seasoned artist or just beginning your creative journey, join us for practical insights on transforming your ideas into art. This episode was recorded during a Hot...

Valerie Chapman shares her journey from being laid off twice to becoming a LinkedIn creator, achieving over 120 million impressions in 90 days. Valerie shared how she is leveraging AI to build powerful personal brands on LinkedIn. She also often posts about AI on LinkedIn, and how she saw a gap in the market to do so. Valerie also stresses the need for people to use AI for strategic planning and t...

Bethany Crystal discusses her transition from a fractional worker to an AI founder. She shares her experience of using AI often in her role at a dev shop and how it saved her life during a near-death experience. Bethany highlights her new app, MuseKat, designed to help parents explain museum exhibits to their kids using AI-generated audio stories. Bethany also reflects on the evolving job market a...

Can our thoughts truly shape our reality? In this episode, we explore manifestation through many different lenses. Is it the same as goals or something else? In this episode, you will hear 7-8 people discuss this and more. Tune in and maybe you will manifest something :) Connect with David on Instagram!

In this episode, you will hear from Wen-Jay Ying, Founder of Local Roots, a modern CSA that recently ended its core operations after 14 years. Wen-Jay discusses her journey, starting from her passion for local food and her decision to create a business that supports organic and sustainably grown ingredients. She highlights the challenges faced during the pandemic, including increased demand and op...

Are you looking to grow your impact, influence and income? This episode was recorded during the Strategic Storytelling Summit that I cohosted with Terry Rice. In this episode, you will hear three people share about how they are using stories and storytelling as a way to grow. For many of us, telling our story is very important. Listen to this episode to hear about how three people tell their story...

In this episode, we dive into the power of collaboration and how communities have grown through with other organizations and communities. During this Podcast Mixer episode, you will hear multiple stories from people sharing real-world stories, practical strategies, and lessons learned. This conversation will give you valuable insights on building and sparking meaningful connections and amplifying...

When was the last time you had a hard conversation? What did you learn from it? What did you wish you would've done differently. In this episode, you will hear stories about people having a hard conversation. I hope this episode makes future hard conversations easier. Excited for you to build and grow your Portfolio Career!

In this episode, you will learn from Anne-Laure Le Cunff, Founder of Ness Labs and the author of a new book called Tiny Experiments, about the power of personal experimentation. Anne-Laure shares how she crafted an experiment to write a book on experiments, and explains practical methods for designing your own life experiments. She emphasizes the importance of setting deadlines and embracing uncer...

Do you know your enneagram type? Have you ever considered how your type impacts your connect with other people. In this episode, Jon Wu talks about the enneagram personality test, why he loves it, and how it can help you better understand yourself. In this episode, we talk about our enneagram types and how they show up in the world, and how to potentially navigate hard conversations. If you are lo...

Have you ever made a mistake? Probably, right? Building community is hard and mistakes happen. Listen to this episode where 10 or so community builders shared stories of mistakes, learnings, and how they are thinking about these situations now. Maybe if you aren't making mistakes, you aren't trying hard enough. Excited for you to build and grow your Portfolio Career!

Are you looking to building a community-focused business? Listen to this episode with Emily Chertow, the Founder or Journaling Classes. She has been hosting journaling classes for over 6 years. Since early 2024, she has been full-time on building her business. In this episode, you will hear about starting her community, inflections, and learnings from going full-time. Excited for you to build and...

What does it mean to live an A+ life? Katy Atherholt and I both explored this topic and chatted about it in this podcast episode. After a separate conversation, we both decided to write an essay on this topic and then we discussed it on this podcast. Interestingly, we both had different points of view and could see each other's prospective. Your point of view is likely different too, which is amaz...

Kameron Monet is an attorney, content creator, and entrepreneur with over 60,000 Instagram followers and nearly 100,000 YouTube subscribers. She began creating YouTube videos in 2014, initially for fun, and later monetized her content. Kameron posted videos while she had a traditional job as a lawyer and many of them became very popular. She talked about leaving her job, becoming a consultant, and...

Join us as we explore the art of bouncing back from life's challenges in this powerful episode. This episode was recorded among  8 or so people at a dinner table. You will hear stories from people who turned their setbacks into springboards for growth and learnings. Whether you're dealing with career hurdles, personal struggles, or unexpected detours, this conversation offers valuable insights to...

In this episode, meet Remington Davenport, who left her career in sales to pursue her passion: creating the world’s backgammon club in NYC with the NYC Backgammon Club. Remington shares how she moved to NYC and didn’t see any backgammon events that really resonated with her - so she started hosting her own. The word began to spread, and her events started growing in popularity and frequency. So, s...

Did you build community in 2024? How are you thinking about it in 2025? In this episode Veronica Kaulinis, the Founder of Vulnerable AF, and I discuss the answer to these questions and more. You will learn about the momentum of hosting good events, the benefits of curation, why more time spent upfront is helpful later on, and so much more. If you are interested in community building, this episode...

Are you looking to work professionally as a community builder? Listen to this episode with Jessica Lowenstein who has been working professionally in the field since 2016. She is currently Head of Community and Events at Hampton, a community for founders and CEOs. She has had numerous other community roles. In this episode, you will learn about how the profession has evolved, what she loves about t...

Are you a community builder looking to build a portfolio career? Listen to this podcast episode with Mallory Contois, the Founder of the Old Girls Club (OGC) and Head of Community at Mercury. In this episode, you will learn how Mallory launched OGC and how she built it to be async-focused and how it was helpful for her to get her current role. Mallory is also passionate about portfolio careers and...

What are you excited about? What are you inspired by? Hearing stories about these two topics.... can be inspiring! For episode 350, I hosted an event and invited people to share these stories. Thank you for being part of my podcasting journey, even if this is just for your first episode. Excited for you to build and grow your Portfolio Career! Connect with David on Instagram Learn more in my newsl...

Yena Kim has built the Menswear Dog brand and business for 10+ years, which is crazy and inspiring to think about. You will learn about how her dog, Bodi, first went viral and then how Yena quickly responded on this fame through partnerships and more. In this episode, you will learn about working on things you love, making it easier to work with press, how the creator economy is growing, why onlin...

Are you looking to build community? Jaclyn Pascocello is the Founder of Fabrik, a home for community builders. They currently have a physical space open in Tribeca for community builders to host gatherings. I am a member and have hosted a few events there. In this episode, we talk about launching Fabrik, event insights for community builders, and so much more! Connect with Jaclyn on LinkedIn Conne...

Are you looking to live a life with relationships and friendships at the center of it? In this episode, my good friend Lani Assaf and I walked and talked about our lives and how we are both living like this. We also talked about the challenges and joys of maintaining friendships, the impact of working remotely, and the need for spontaneity and intentionality. Lani emphasized the value of container...

Are you looking to build or grow a community? Listen to these 5 hot takes from community builders. These mini-clips were recorded at my Community Builders and Creators mini conference aka C3 in November. If you are interested in community building, this episode is for you! Connect with me on Instagram Learn more in my newsletter