Portfolio Career Podcast

In this episode, I wanted to talk about some of the challenges I have faced as a soloprenuer. Some of them may be acute to the type of work that I do, but maybe they are more broad as well. I love working as a soloprenuer but it has some drawbacks. Hopefully this episode helps you learn more and see a more holistic picture. Enjoy!

In this episode, I share details and stories behind how I have found work as a soloprenuer since September 2025. It's been a little bit random but relationships, timing, and proof of work has been helpful. You will learn about how I started building A Chief of Staff, a community and a platform for Chiefs of Staff with events, newsletter, and a podcast. You can learn more here: https://www.achiefofstaffpodcast.com/

For more than one year, I have been betting on myself with my work. I have worked on many interesting projects and learned a lot. There have been some distinct chapters in the year as well. Recently, I have been enjoying building the A Chief of Staff community and platform and how that has been growing over the year. In this episode, I shared my learnings and reflections on the year. Excited for year 2!

The Community Led Growth "CLG" Conference on October 2nd 2026 was a big success. We had an over 95%+ attendance rate and got lots of great feedback. In this episode, we share our reflections right after the conference while it is fresh. You will learn about how CLG2 compared to CLG1 earlier this year as well. Enjoy and happy hosting!

Where you host an event matters. The people who attend are very important, but where you host matters too. Zach, Ruthie and David talk about venue selection for events and how they decided to pick Fabrik as the venue for The Community Led Growth conference on Friday October 2nd. They all are Founding Members and have hosted a bunch of events at Fabrik. You will also learn behind the scenes information about the conference origin story and more! Enjoy!

David Nebinski, Founder of A Chief of Staff, is interviewed by Kriti and Andrew who have attended his A Chief of Staff Mixers about starting and building A Chief of Staff. In this episode, you will learn about David’s prior Chief of Staff-like roles, his solopreneurship journey, and the starting the A Chief of Staff community and events in New York. This episode was originally published on the A Chief of Staff with David Nebinski podcast in late July 2026. Learn more about A Chief of Staff at www.achiefofstaffpodcast.com

David reflects on how Community-Led Growth Conference 2 (CLG2) came together — from a spontaneous catch-up call with Ruthie Berber to Zach Hawtoff's immediate "let's do it" — and why he keeps coming back to the idea of compounding: building on projects, relationships, and momentum instead of starting from scratch each time. CLG2 happens October 2 in New York at Fabrik. More info at luma.com/clg2.

Cristina Ciaravalli, Founder and CEO of Valli Ventures, shares about building a community-first business — from fitness-focused Founder events to a growing recruiting and advisory practice. She shares how her recruiting arm grew out of casual favors for friends, what it took to scale from a solo operation to a team of seven, and about the flywheel she has built that fuels everything.

Melissa Wong returns five years after her first appearance to talk about her new book, The Fluid Career. She and David dig into why multi-hyphenates and portfolio careerists are best positioned to weather AI-driven job anxiety. They also reflect on David's own career transition over the past year. Enjoy!

An audit can be much more than an assessment, it can be the beginning of a great conversation. This episode explores how providing business owners with an audit creates something tangible to discuss, encourages collaboration, and helps uncover opportunities together. I did this last summer when I was transitioning, wanted momentum, and it went better than expected. Learn all about it here.