Go from "live to work" to "work to live"

Want to start a portfolio career? Learn how I generated 6-figures from my consulting side hustles in 10 hours/week step-by-step.
Join my FREE 5-day mini-course:

Hi, I'm Dexter

Growing up in a hard-working immigrant family in Michigan, I saw my parents struggle with financial insecurity.

This experience lit a fire in my belly to pursue what I thought was the pinnacle of success:

A high-paying tech job in Silicon Valley.

I achieved my version of the Silicon Valley dream:

- Working as a product manager for companies like Dropbox
- Tripling my income in 5 years
- Enjoying perks like free meals made by Michelin Star chefs

But despite this outward success, I felt empty and burned out.

The turning point came after Dropbox's IPO. While I was heavily recruited by top companies, I realized I was chasing others' dreams, not my own.

That’s when I decided to align my life with my top values like freedom, curiosity, and adventure.

I quit my job to travel to 20 countries, worked for a fintech unicorn in Singapore, and built a portfolio career that has allowed me to:

- Earn 2x-5x my hourly rate from part-time consulting
- Launch the online education business I’ve wanted
- Be semi-retired by covering my expenses
- Learn Spanish in Mexico City

In short, I “work to live” instead of “live to work.”

But my journey taught me that working and living on your own terms comes from pursuing your own definition of success.

I’m excited about helping others build their own portfolio career, so they can also align their life with their values like I did.

Recent newsletters

🐧 4 Portfolio Career Paths (+14 Real-World Examples)
Start a Business

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

INSIDE: 14 Real-World Case Studies, Why Portfolio Careers, Benefits & Trade-offs, Which Path is Right For You
November 10, 2024
🐧 Becoming a Fractional CTO | Sergio Pereira
Start a Business

🐧 Becoming a Fractional CTO | Sergio Pereira

INSIDE: Software Engineer to Fractional CTO, Sergio's Monthly Income, Feast-Or-Famine Cycles, How He Finds Clients
November 3, 2024
🐧 Achieving Life Dreams Before Financial Independence
Spend Money

🐧 Achieving Life Dreams Before Financial Independence

INSIDE: Sailing Enthusiast Buys a Houseboat, Farm Couple Buys Abandoned Property in Rural Japan, Mom Gets Second Home in Italy
October 27, 2024

Ready to make the leap from "live to work" to "work to live"?

Join over 6,000 people getting my best insights on money, portfolio careers, and life design every Sunday.

I'll send you my Top 10 All-Time Newsletters as a thank you:

Search

Enter keywords and click search.