Hey readers, I’m hosting a Singapore meetup on 13th November. 🙌 

» RSVP on our event page «

Today, in 10 minutes or less, you’ll learn:

• 🚀 WTF is a Portfolio Career and Why You Should Consider One

• 🧠 4 Portfolio Career Paths, Benefits, Trade-Offs, and Which Path is Right For You

• 💡 14 Real-World Case Studies of People Thriving in Each Model

 Share | Subscribe | Advertise

FROM OUR COMMUNITY

🎫 Singapore Meet-Up on 13th November: RSVP Now

We'll be hosting our long-awaited Money Abroad meetup in Singapore on Wednesday, 13th November 5pm SGT!

​This is going to be a casual gathering of our readers, cohort students, entrepreneurs, creatives, and professionals.

​30 tickets are available and we’re already 50% full, so sign up ASAP.

​Well supply fun introductions, icebreakers, and nibbles.

RSVP on our event page now:

📖 4 Portfolio Career Paths (+14 Real-World Examples)

Over the last 11 years, I worked as a full-time product leader and PM.

I’ve been fortunate to work with a $10B SaaS public company, $1B fintech unicorn, and several fast-growing startups.

Last year, I left my last full-time role.

Since then, I’ve been consulting for scaling startups, while building Money Abroad courses and content.

Over the past month, we’ve narrowed down our content to three pillars of the transition from “live to work” to “work to live”:

1. Money

2. Portfolio careers

3. Life design

Every month, I meet financially secure people who want to leave their corporate job, but feel stuck in figuring out what to do next.

That’s where portfolio careers come in.

In this edition, I deep dive into what are portfolio careers and why consider them, 4 portfolio career paths, and 14 real-world examples.

WTF is a portfolio career and why are people talking about it?

Here is how I define portfolio careers:

• FT employment = working a single full-time (FT) role for one employer

• Portfolio career = having multiple income sources

Recently, both traditional media outlets and viral Tiktoks have featured portfolio careers.

Why?

Portfolio careers are becoming more common due to:

1. Employers are cutting costs - To save on labor expenses, employers are seeking greater efficiencies via fractional, part-time, and remote/hybrid work.

2. Employees are adopting alternative work - Since the Covid pandemic, workers have desired more flexibility. Over 50% of all US workers are projected to be doing some form of freelancing by 2027.

3. Rise of AI-enhanced productivity - An MIT study reported that genAI helped high-skilled workers increase productivity by 40%. Everyone in tech talks about the 10x engineer. In the future, I think we’ll see more 10x non-technical workers who can leverage AI and other technology to amplify their productivity.

Is this a good thing?

Depends on who you are.

If you're ambitious and seek to work to LIVE:

• I believe this future will be golden for you.

• You can leverage productivity-enhancing tools to generate more value from per hour of your time than ever before.

• At the same time, you can do work you enjoy and have greater control of over your time.

If you’re an average worker:

• I’m less sure of the immediate benefits.

• This is because I believe economic rewards will follow a power law.

• Most rewards will accrue to the top 10% who can get the most leverage on their network, skills, and time.

If you’re reading this newsletter, it’s safe to say you’re amongst the 10%.

You’re a high-achiever looking to step off the hamster wheel.

And you might be wondering:

What type of portfolio career is right for you?

Here are 4 portfolio career paths (complete with real-life examples):

The Side Hustler

This one’s pretty obvious. Side hustlers have a full-time job while pursuing additional income streams.

Pros

• Financial security of a steady paycheck

• Opportunity to explore passions with less risk

• Good testing waters for full-time entrepreneurship

Cons

• Hard to manage time across full-time job and side hustle

• Potential to burnout from juggling too many balls in the air

Who is this a good fit for?