Portfolio Career Podcast

Hosted by David Nebinski

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Episodes

436

Latest episode

Aug 2026

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About the show

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!

Listen to episodes

60 recent

August 13, 20267 min

Why You Need A Now Page

When I use social media, I am often projecting something. A story. A message. An event. Something. And at the same time, there is a lot more going on in my life that I often do not post about, or know where or how to do so. Insert: a Now page. It is a page on my website that I can communicate what is holistically top of mind to me. It is very handy when communicating with people digitally too. Learn more about this webpage and why you need a Now page.

August 6, 202638 min

She Deleted Her Website. Here Is What Olivia Leavengood Uses Instead

Olivia Leavengood shares her journey from full-time Chief of Staff to bootstrapped Founder to fractional chief of staff, and she's now niched down into helping B2B founders master founder-led sales. She breaks down why niching down is key to building a fractional or consulting practice, why warm referrals drive most early-stage B2B sales, and how AI is shifting where founders should spend their scarce time. Olivia also introduces her "When to Think of Me" doc, a simple, low-fi alternative to a personal website that keeps her top of mind with her network. Enjoy!

July 30, 202641 min

The Fractional Chapter Ends: Nkem Oghedo on Knowing When to Go Full-Time

In this episode, Nkem Oghedo and David Nebinski talk Chief of Staff transitions, the "identity economy," and why leaning into the unknown beats chasing certainty. Nkem shares the news that she's stepping away from fractional work to go full-time with one of her clients, and what that means for her portfolio career going forward.

July 23, 202641 min

Building A Fractional and Consulting Business Post-Chief of Staff Role with Natalie Trotta

Natalie Trotta used to be a Chief of Staff. Now she is building her own consulting business. She started off calling it fractional work and now it has grown. You will learn about how she positions herself, how she has found clients, the importance of conversation, and much more. If you are a Chief of Staff thinking about what is next or wanting to start doing consulting or fractional work, this episode is for you!

July 16, 202621 min

What My Portfolio Career Looks Like In 2Q26

In this episode, you will learn about how I am building my portfolio career, how it compares to the prior quarter and what I have learned through this. You will learn about what has been energizing me in my work and how I enjoy work that is compounding and growing. I also talk about a new project and what stood out to me about it. Enjoy!

July 9, 202642 min

Neil Yeoh on Community-Led Growth for 6+ Years

Neil Yeoh, Founder and CEO of OnePointFive, shares lessons on bootstrapping his company through six brutal years to build a 20-person team and and his community-led growth playbook of flywheels, LinkedIn, and building a minimum viable audience along the way. Enjoy!

July 2, 202635 min

Lessons From Builders

Are you building a company, community, or a movement? What have you learned? In this Hot Pod podcast mixer episode, you will hear from a handful Founders and Community Builders about lessons from building their project, movement and /or company. You will learn about tactical approaches and mindset approaches well. Enjoy!

June 25, 202653 min

Community-Led Growth Trends with Olivia O'Sullivan

Olivia O'Sullivan, Partner & COO at Forum Ventures, joins David Nebinski to talk community-led growth: why community roles are so hard to get buy-in for, how to translate "soft" community metrics into the numbers leaders actually care about, and how Founders are thinking about community-led growth in 2026. If you are a community builder or Founder, this episode is for you!

June 18, 202657 min

The Challenges of Modern Friendship with Carly Cassidy

Carly Cassidy thinks a lot about friendship. She has a podcast called Core Friends and wants to have a group of core friends herself and cultivate close friendships. In New York and maybe other cities, this is hard. She wrote a Substack post about this topic. While being a soloprenuer, I have been thinking more about friendship and wanted to talk with Carly about this. You will learn about both of our experiences. Enjoy!

June 11, 202645 min

Why You Should Be Terminally IRL with Ben Winn

Ben Winn, VP Community and Content, makes the case for going "terminally IRL." As AI floods the internet with slop and bots overtake human traffic, he argues the real edge is showing up in person. He breaks down how to spot quality events, why brevity wins in outreach, and why he wants to get on a texting basis with more people.