I’m a Startup Advisor and Operator, Portfolio Career Mentor and Writer of the popular newsletter Anna Mack’s Stack.

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Run your portfolio career like a well oiled machine.

The OS is your all-in-one system to help streamline workflows, reduce overwhelm and free up time, so you can focus on what matters most: doing great work, making more money and enjoying the life that you’re building.

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The Portfolio Career Operating System

Run your portfolio career like a well oiled machine.

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A newsletter for those who have exited (or want to exit) the traditional 9-5 and build a financially lucrative and creatively fulfilling portfolio career made up of multiple clients, projects, passions and income streams.

Join 7k+ people and receive weekly guidance and practical insights to help you build a life and career on your own terms.

Join 6000+ people and receive weekly guidance and practical insights to help you build a life and career on your own terms.

Popular Newsletters

Saying goodbye to traditional work, and why I’m building a portfolio career instead.

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What I learned and how I earned in 2024.

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How I put myself out there without wanting to die.

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I acknowledge the Wurundjeri People of the Kulin Nation, the traditional owners of the land on which I live and work, and pay my respects to their Elders past and present who have been creating art here for tens of thousands of years.

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Brands I’ve worked for and with

The Portfolio Career Operating System

The Portfolio Career Operating System

Anna Mack's Stack

Anna Mack's Stack

Saying goodbye to traditional work, and why I’m building a portfolio career instead.

What I learned and how I earned in 2024.

How I put myself out there without wanting to die.