Anna Mackenzie

Build a career that sits at the intersection of freedom, creative fulfilment, meaning and money.

Personalised 1-1 Portfolio Career Mentoring

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What is a portfolio career?

A career that’s defined by having multiple projects, clients, income streams or creative pursuits on the go, rather than being tied to a full time job. One that ebbs and flows as life moves, priorities change, interests evolve, and desires and hopes and dreams become clear.

Who this is for

Anyone wanting to turn their knowledge and interests into income and impact.

Aspiring Portfolio Careerist

You’re an IC, manager or leader who’s feeling burnt out by being in a role that doesn’t align with who you are. You want more freedom and fulfilment but aren’t sure where to start.

Aspiring Portfolio Careerist

You’re an IC, manager or leader who’s feeling burnt out by being in a role that doesn’t align with who you are. You want more freedom and fulfilment but aren’t sure where to start.

Aspiring Portfolio Careerist

You’re an IC, manager or leader who’s feeling burnt out by being in a role that doesn’t align with who you are. You want more freedom and fulfilment but aren’t sure where to start.

Early Stage Portfolio Careerist

You’ve been in the self employment game for <3 years and while you've made some progress, you need help gaining momentum and confidently presenting yourself to the world.

Early Stage Portfolio Careerist

You’ve been in the self employment game for <3 years and while you've made some progress, you need help gaining momentum and confidently presenting yourself to the world.

Early Stage Portfolio Careerist

You’ve been in the self employment game for <3 years and while you've made some progress, you need help gaining momentum and confidently presenting yourself to the world.

Established Portfolio Careerist

You’ve been in the self employment game for 3+ years and are ready to diversify your income streams and expand the business beyond yourself.

Established Portfolio Careerist

You’ve been in the self employment game for 3+ years and are ready to diversify your income streams and expand the business beyond yourself.

Established Portfolio Careerist

You’ve been in the self employment game for 3+ years and are ready to diversify your income streams and expand the business beyond yourself.

What's involved

I'll help you connect the dots between your strengths, skills, knowledge and interests, to create a life and career that you love.

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Find the thread

Between your strengths, skills and knowledge, and craft a value proposition that captures the full breadth of your experience.

Find the thread

Between your strengths, skills and knowledge, and craft a value proposition that captures the full breadth of your experience.

Find the thread

Between your strengths, skills and knowledge, and craft a value proposition that captures the full breadth of your experience.

Build your offer

Package your skills into offers that customers can easily understand, to start quickly generating income and getting runs on the board.

Build your offer

Package your skills into offers that customers can easily understand, to start quickly generating income and getting runs on the board.

Build your offer

Package your skills into offers that customers can easily understand, to start quickly generating income and getting runs on the board.

Show up online

Build a personal brand around your various pursuits in a way that’s credible not confusing, and gives you confidence to show up as you.

Show up online

Build a personal brand around your various pursuits in a way that’s credible not confusing, and gives you confidence to show up as you.

Show up online

Build a personal brand around your various pursuits in a way that’s credible not confusing, and gives you confidence to show up as you.

Land work

Generate sales beyond those in your existing network, so you can stop worrying about where your next opportunity is coming from.

Land work

Generate sales beyond those in your existing network, so you can stop worrying about where your next opportunity is coming from.

Land work

Generate sales beyond those in your existing network, so you can stop worrying about where your next opportunity is coming from.

Feel secure

Create a money plan that ensures you have the savings and cash flow to be successful and live your life without financial fear.

Feel secure

Create a money plan that ensures you have the savings and cash flow to be successful and live your life without financial fear.

Feel secure

Create a money plan that ensures you have the savings and cash flow to be successful and live your life without financial fear.

Diversify

Diversify your income streams beyond trading time for money, so you feel financially secure and set up for long term growth.

Diversify

Diversify your income streams beyond trading time for money, so you feel financially secure and set up for long term growth.

Diversify

Diversify your income streams beyond trading time for money, so you feel financially secure and set up for long term growth.

Implement systems

Establish ways of working and create systems that allow you to juggle multiple clients and projects without feeling like you’re drowning.

Implement systems

Establish ways of working and create systems that allow you to juggle multiple clients and projects without feeling like you’re drowning.

Implement systems

Establish ways of working and create systems that allow you to juggle multiple clients and projects without feeling like you’re drowning.

Create leverage

Structure your tasks, time and energy so you can confidently delegate work, build a team you trust and focus on the bigger picture.

Create leverage

Structure your tasks, time and energy so you can confidently delegate work, build a team you trust and focus on the bigger picture.

Create leverage

Structure your tasks, time and energy so you can confidently delegate work, build a team you trust and focus on the bigger picture.

What you’ll walk away with

More knowledge, more skills, more confidence, more conviction.

Clarity

On where to focus your time and energy. Plus the confidence to answer the question ‘what do you do?’ with a sense of pride.

Clarity

On where to focus your time and energy. Plus the confidence to answer the question ‘what do you do?’ with a sense of pride.

Clarity

On where to focus your time and energy. Plus the confidence to answer the question ‘what do you do?’ with a sense of pride.

An action plan

That allows you to quickly get runs on the board, see results and generate proof of your capability.

An action plan

That allows you to quickly get runs on the board, see results and generate proof of your capability.

An action plan

That allows you to quickly get runs on the board, see results and generate proof of your capability.

Accountability

So you make progress and stay on track. Plus a sounding board to help you quickly overcome challenges as they crop up.

Accountability

So you make progress and stay on track. Plus a sounding board to help you quickly overcome challenges as they crop up.

Accountability

So you make progress and stay on track. Plus a sounding board to help you quickly overcome challenges as they crop up.

My Track Record

I've built a highly lucrative portfolio career across consulting, advisory, mentoring, writing and digital products, and I can show you how to do the same.

Packsmith

Tech

Packsmith

Tech

Packsmith

Tech

Ultra Violette

Beauty

Ultra Violette

Beauty

Ultra Violette

Beauty

Normal

Wellness

Normal

Wellness

Normal

Wellness

Napoleon Perdis

Beauty

Napoleon Perdis

Beauty

Napoleon Perdis

Beauty

MiGoals

Stationary

MiGoals

Stationary

MiGoals

Stationary

lady-brains

Media

lady-brains

Media

lady-brains

Media

The Investment

Payment plans are available upon request.

Single Session

Ideal for working through an immediate challenge or gaining clarity on a specific issue.

What’s included:

One hour virtual session

Call recording

Transcript of our chat

$399 USD

Email me to book

Four Sessions

Ideal for making progress across all areas of your portfolio career and getting some immediate traction.

What’s included:

Four one-hour virtual sessions

Call recordings

Transcripts of our chats

A clear set of steps for you to action after each call

Limited email support between calls

$1,800 USD

Learn more

What people are saying

A few words from people I've supported.

Sarah Breen

Leadership Consultant

"I reached out to Anna for mentoring as I was transitioning out of a 15 year corporate role with a global retailer and into a portfolio career, and she delivered, in spades. She’s equal parts straight talk and inspiration and her mentoring provided me with a pragmatic yet motivating approach to getting started, whilst also instilling in me the belief and confidence in everything I have to offer the world. If you’re ready to take the leap, I couldn’t recommend booking a call with Anna any more!"

Emma Murphy

Comms Specialist

"Anna gave me the push and confidence to finally start my Substack. Since our first session in October 2024 I’ve grown my newsletter to nearly 1,000 subscribers. She has a gift for turning big goals into clear, actionable steps and was such a joy to work with. Our sessions helped me shift how I approach my work and creativity. I’ve stopped waiting for clarity and started treating it all as an experiment!"

Jess Harvie

Global Equity & Social Impact Leader

"Anna is a skilled coach — she has an ability to nail (and then ask) the pertinent question in any given scenario, and I was extremely impressed by the prep that went into each call and the follow up. The biggest shift for me was understanding that starting a writing habit does not need to be high stakes — both in terms of content and process. This shift in mindset was a big one for me and the sessions helped remove a pretty serious blocker."

Ruby Goss

Content Lead

"Working with Anna has been huge – creatively, strategically, and energetically. After just a few sessions I was armed with positioning that was a truer representation of my skillset, a new framework for sales and a plan for growth (plus some busted limiting-beliefs along the way). At every step, Anna took the time to understand where I was coming from, providing digests and feedback in a-sync emails which made for super-productive, laser-focused sessions. "

Danielle Watkins

Fractional People & Culture Lead

"I am constantly reassured by Anna’s warm and calming manner. Her magical skill in being able to “hear between the lines” is helping me get clearer on my value proposition and is building my confidence in this new pathway. What I know for sure is that Anna cares, is fully supportive and has my best interests at heart. I could literally talk to her all day!"

Jill Kravetz

Strategic Advisor to Founders and the C-Suite

“Anna has restored my confidence by helping me gain a clear understanding of the value I bring to my clients and how the various aspects of my business life align, or sometimes don’t. Thanks to her guidance, I am now much better equipped to articulate what I do, who I serve, and the impact I create. Anna’s firsthand experience as a founder and operator allowed her to deeply relate to my journey and provide the clarity I needed.”

FAQs

Got questions? I have answers.

How should I prepare for a session?

What can I expect in a call?

What support do you offer in between sessions?

I’m not based in Australia or the US. Can we still work together?

Do you offer payment plans?

Do you offer refunds?

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.

Join the Free Training: 'How to Stabilise, Systemise and Scale Your Portfolio Career in 2025'