Are you looking to stand out when building your business? Listen to this new episode with Phil and Xandie. You will learn about how Phil developed his unique selling point to clients by talking to them. You will learn about how Xandie decided to start her business and got her initial customers. You will also learn about the importance of relationships and building relationships when building your business. Excited for you to build and grow your Portfolio Career!
Jun 26, 2025•22 min•Ep. 378
Jenny Rothenberg, Cofounder of Smooth Media, shares real strategies behind sustainable creator monetization. We dive into content-market fit—creating content your audience actually wants rather than chasing viral moments—and why events might be the most underutilized monetization strategy for creators today. Whether you're looking to monetize for the first time or diversify your income streams, this conversation offers actionable insights you can implement immediately.
Jun 19, 2025•38 min•Ep. 377
Are you looking to date? Listen to this Podcast Mixer episode where three people share their stories, experiences, and interests on dating. There is a common theme around the importance of friendship and maintaining a friendship while dating. If you are interested in dating, this episode is for you!
Jun 12, 2025•41 min•Ep. 376
Are you looking to date or find a partner? If so, how are you thinking about it? Ben Von Wong has created a dating framework to help him think about dating. In this episode, you will learn about the framework and the reasons why he created it. You will also learn about the importance of friendship and clear communication in dating.
Jun 05, 2025•54 min•Ep. 375
Are you looking to build a service-based business? For Jess Goldberg, she initially started building her leadership and communication business on the side while working. Her clients loved her work and referrals started to come in, and keep coming in. She found even more success offering a course on Maven, and then the rest became history. In this episode, you will also learn some communication tips and frameworks. Excited for you to build and grow your Portfolio Career! Connect with Jess on Link...
May 29, 2025•36 min•Ep. 374
This episode was special. Chris Schembra is a really good friend. And he is a really good question asker. I wanted to share an update with you and Chris made this happen. We covered a lot of topics that I may not have talked about before. You will learn about prior life chapters and how that has helped shaped who I am today. I hope this episode is interesting to you. Please let me know what you think! Excited for you to build and grow your Portfolio Career!
May 22, 2025•1 hr 32 min•Ep. 373
Are you looking to host dinner parties? Saba Ahmed is the Cofounder of Tiny Dinner, a company that hosts dinner parties in homes. In this episode, you will learn about how many people is good for a dinner party, the importance of curating an attendee list, where dinner parties should be held and so much more! Excited for you to build and grow your Portfolio Career! Connect with Saba on Instagram Connect with David on Instagram...
May 15, 2025•43 min•Ep. 372
Have you ever been frustrated with a situation? Amanda Pena, creator of The Rules of 30 Instagram account with over 130,000 followers, turned her frustration into impact. Amanda's account went viral, resonating with many women in their 30s. In this episode, you will hear more about her spiky point of view on societal pressures and the benefits of delaying life milestones, and much more. Excited for you to build and grow your Portfolio Career! Follow The Rules of 30 Instagram account here Follow ...
May 08, 2025•30 min•Ep. 371
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!
May 01, 2025•18 min•Ep. 370
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 Pod Podcast Mixer with 8 or so people. Excited for you to build and grow your Portfolio Career!...
Apr 24, 2025•35 min•Ep. 369
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 to brainstorm a bigger life for themselves. If you are looking to level-up and learn about AI, cold e...
Apr 17, 2025•37 min•Ep. 368
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 and the need for individuals to adapt and leverage AI tools to stay relevant. She shared how she is b...
Apr 10, 2025•34 min•Ep. 367
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!
Apr 03, 2025•31 min•Ep. 366
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 operational stress. Despite the success, Wen-Jay decided to pivot and is now focused on new business i...
Mar 27, 2025•47 min•Ep. 365
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 and more! Excited for you to build and grow your Portfolio Career! Connect with me on IG Learn more...
Mar 20, 2025•29 min•Ep. 364
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 your impact. Tune in and discover how working together can make our communities stronger! Let's conn...
Mar 13, 2025•37 min•Ep. 363
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!
Mar 06, 2025•45 min•Ep. 362
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 uncertainty. She also touches on the emotional aspects of letting go of desired outcomes and her own defi...
Feb 27, 2025•31 min•Ep. 361
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 looking for a way to better understand yourself and your relationships, this episode is for you! Conne...
Feb 20, 2025•39 min•Ep. 360
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!
Feb 13, 2025•38 min•Ep. 359
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 grow your Portfolio Career! Learn more about Journaling Classes! Learn more about me!...
Feb 06, 2025•39 min•Ep. 358
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 amazing. When you know what A+ looks like, hopefully it means it is easier to live it. Connect with Katy...
Jan 30, 2025•52 min•Ep. 357
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 now how she works on her own as a lawyer for content creators. In this episode, you will learn abou...
Jan 23, 2025•35 min•Ep. 356
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 help you not just recover, but emerge stronger from life's setbacks. Connect with David on Instagram ...
Jan 16, 2025•38 min•Ep. 355
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, she decided to go full-time on this. You will learn about her decision to do this, about partnering w...
Jan 09, 2025•34 min•Ep. 354
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 for you! Connect with Veronica on IG Connect with David on IG...
Jan 02, 2025•43 min•Ep. 353
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 the work, what she looks for when hiring for community roles, and what Hampton's community team looks...
Dec 26, 2024•31 min•Ep. 352
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 emphasizes the importance of having a clear investment thesis to guide career decisions and advocat...
Dec 19, 2024•55 min•Ep. 351
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 newsletter...
Dec 12, 2024•36 min•Ep. 350
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 online marketing on your own is becoming increasingly important. Unfortunately, Bodi passed away a few da...
Dec 05, 2024•43 min•Ep. 349
