Portfolio Career Podcast

How was your 2021? I wanted to share 20 reflections from my year. Many of the reflections are related to my Portfolio Career. Some include stories and insights into how I am thinking about my Portfolio Career now. In 2021, I had 3 different jobs and gigs and I talk about that journey in hopes that it helps you. Thank you for being part of the show in 2021, and I am excited to build and grow our Po...

Annika Lewis had been writing about web3 and cryptocurrencies for some time. After a conversation with a friend, she decided to leave the venture capital industry to work at Gitcoin, a DAO. Her journey to this role is filled with interesting stories and actionable insights. If you are looking to learn more about how work and Portfolio Careers are changing because of cryptocurrency and web3 technol...

Writing a book is hard. With two people writing it together, there are synergies and accountability benefits. For Ashika Kalra and Jade Chen, they decided on writing a book profiling personal stories of 25 female leaders in New York City. By connecting with these leaders over cold email, they completed interviews and the beautiful book together. They did so while both working busy and impactful fu...

Emerging technologies are changing the world of work. In 2021, there has been a growth in popularity in DAOs (Decentralized Autonomous Organizations) has an organizational structure. Kinjal Shah cofounded an investment DAO called Komorebi Collective. Kinjal is also an investor at Blockchain Capital. In this episode, you will about how to get involved with DAOs, the benefits of them, and how its po...

In 2021, there has an explosion of interest, activity, and investment in the Web3 sector. Dror Poleg is an author and also teaches a new cohort-based course called Hype-Free Crypto. In this episode, you will learn how to think about Web3, how to potentially get started, and why there is a lot of interest in the space. On a high-level, Dror shares why he is super bullish on the power and possibilit...

Arlan Hamilton is first non-celebrity Black women to be featured on the cover of Fast Company. She is the Founder of Backstage Capital, author of It's About Damn Time, has her own educational academy, and is recently the Founder of Runner. In this episode, you will learn how Arlan started building these complimentary ecosystems, why information is valuable, and how it only takes one "yes" for you...

Growing a coaching business is hard work. For Nikki Goldman, she has been able to grow her B2B coaching business, I/O Coaching, by producing great work. She has been able to grow it largely without using social media. You also learn about how to have hard conversations and the future of Portfolio Careers. Excited for you to Build and Grow your Portfolio Career! As always, this episode with notes i...

Sahil Lavingia's new book, The Minimalist Entrepreneur, provides a roadmap for a different path compared to the one painted by Silicon Valley. A few pillars are starting, creating content, and being active in community. These pillars can be viewed as foundational to building a Portfolio Career. In addition to being the CEO of Gumroad, Sahil is a painter, course creator, investor, and now an author...

The world of work is changing. New roles and paths are being created daily. For Steph Smith and Calvin Rosser, they have decided to not pursue corporate ladder, but instead create their own path. They cohost The Shit You Don't Learn in School podcast and also work on other projects. If you are looking for proven approaches idea, frameworks, and how you could be more anti-fragile in your career, th...

Freelancing is a great way to do work that you actually made. In this episode, you will learn how it can happen in a few different ways as a business owner, employee or soloprenuer. Jen Waldman and Peter Shepherd both consider themselves freelancers, while approaching the work with a different lenses to provide you multiple ideas and approaches to understand. They co-host The Long and The Short of...

In 2017, Paul Millerd left working for a consulting firm in New York. He has since been on the Pathless Path and designing his life around other things like writing and freelancing. Paul is now writing a new book called The Pathless Path to help normalize the path of going off the traditional or historical script. If you are looking to better understand your current or possible relationship to wor...

Are you looking to jump-start your Portfolio Career? Podcasting has changed my life. It has helped me build and grow my Portfolio Career. In this episode, you will learn 30 reasons how podcasting could help your career. This episode is a follow-on to an earlier episode when I shared 15 reasons. Excited for you to build and grow your Portfolio Career! As always, this episode with notes is available...

We often told to find a job that looks good on paper. Unfortunately, many of those jobs are leading to a lack of fulfillment and excitement. Jen Glantz is the creator of the Odd Jobs newsletter, which profiles how you can find an "odd job." One that could be more exciting and rewarding for you. Her main business, Bridesmaid for Hire, is a service that led national fame including Good Morning Ameri...

Do you Google people before you met them? Turns out, pretty much everyone does that for you as well. Kim Kaupe is the creator of the brand new cohort-based course called Career Capital. In her course, Kim aims to help you improve how you show up when you are Googled. Kim is also an expert on using LinkedIn and Kim shares actionable tips for you in this episode. You will also learn how Kim has crea...

When we seek support, we can open ourselves to new opportunities. For Victoria Song, she has worked over 25 coaches. She learned the coaching ins-and-outs and is now an advisor and coach to leading technology company entrepreneurs. After starting her career as a venture capitalist, she had an epiphany and want to help people be more heart-centered and aligned with their work. She is the new author...

Launching a Cohort-Based Course for the first time could be very scary. When you are working full-time as well, it could seem even harder. For Sara Sodine Parr, she had thinking about creating a course in 2020. Her background and expertise is in customer research to help companies build products that users want. In the summer of 2021, she launched her new course, Build The Right Thing.  In this ep...

Writing one book is good for your career. But how about publishing 7 and writing 10? For Luca Dellanna, he likes the idea of having a portfolio of books and work to help different people in different ways. He also likes how this makes his career more antifragile. He is an expert on this topic and teaches an Antifragile Organizations Cohort-Based Course. In this episode, we talk about career antifr...

When did you realize that could be a community builder? Laís de Oliveira believes that everyone has the capacity to do so, if we choose to do so. Professionally, the opportunities to do so are growing by the day. Laís is the author of the book, Hacking Communities, after she learned frameworks after somewhat stumbling into the community building field. Today, she is the Program Director for the On...

If you knew that change was the constant, what would you do differently? April Rinne's new book called Flux: 8 Superpowers For Thriving in Constant Change helps you discover and adopt a new mindset and compass to move forward. One of the Superpowers is "Creating Your Portfolio Career." April was a prior podcast guest on the show also. In this episode, I summarize the book for you. Excited for you...

The tables were turned and Carly Valancy interviewed me to share some updates on my end! Recently, I got a new job and I wanted to tell you about it. Currently, Carly is the Director of Community at NuMarket and the Cofounder of The Reach Out Party. We talk about reaching out, staying in touch, and the benefits of podcasting.  Excited for you to Build and Grow your Portfolio Career!  As always, th...

Have you ever wanted to launch a side hustle? It can be really hard to learn about ways to make some extra money with your ideas, interests, and skills. Insert: Side Hustle Stack. While on a gap year from Stanford, Lila Shroff co-created the Side Hustle Stack for people to learn ways to make some extra income and build out their Portfolio Career. Lila is also a Research Analyst at Atelier Ventures...

In 2018, I created my podcast through a Cohort-Based Course created by Seth Godin by Alex DiPalma. Since then, the growth of Cohort-Based Courses has only accelerated. In the summer of 2021, Katherine Roan, JP King, and myself were honored to be three of the 14 freelance coaches in Maven's How To Build A Cohort-Based Course course. In this episode, you will hear our experience, how we think about...

You are One Email Away from a new job, relationship, project, and more! In this special bonus episode, you will hear 5 stories from prior Portfolio Career Podcast guests and episodes. From this episodes, you will hear how a thoughtful email and outreach can really go a long way. The barrier to connect with someone is really low. It's time to reach out and go after what you want! You will hear from...

Personal projects can have multiple benefits. First, you are scratching your own itch and you are learning along the way. Second, they can lead into additional opportunities. For Adam Ashton, he has started many personal projects: podcasts, courses, and books. In 2020, many of them resulted in paid projects. Adam is the co-host of the 300+ episode What You Will Learn podcast. In 2021, he and his c...

Have you thought about all of the combined risks that you take? Michele Wucker wants you to know that You Are What You Risk, which is the name of her new and latest book. In this episode, you will to better understand your risk profile, your risk fingerprint, and risk umbrella. Excited for you to Build and Grow your Portfolio Career! As always, this episode with notes is available on my website. C...