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The Portfolio Career Readiness Assessment

This short assessment helps you understand where you are on the journey to creating a portfolio career - and what’s actually holding you back.

It’s designed for high-achieving professionals who want more freedom, income flexibility, and choice beyond their current role, but don’t want to gamble with financial security.

In just a few minutes, you’ll gain clarity on your current stage and what your next most aligned step could be.

Click the button below to start The Portfolio Career Assessment.

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Question 1 of 9

What is your current profession (Industry/role)?

Question 2 of 9

Q1. How do you currently feel about your career and income?

A

I feel stuck or restless, but unsure what I’d do instead

B

I feel ready for change, but don’t yet have a clear plan

C

I feel clear that I want more freedom and am actively exploring options

Question 3 of 9

Q2. How many income streams do you currently have?

A

One primary income stream (excluding investments)

B

One main income + early experiments on the side

C

Multiple income streams (NED/advisory, consulting, side hustle, freelancing etc.).

Question 4 of 9

Q3. What feels hardest about creating more freedom or income diversity?

A

Knowing where to start without risking security

B

Choosing the right path and staying focused

C

Executing consistently without doing everything alone

Question 5 of 9

Q4. How clear are you on what you want to build next?

A

I sense change is needed, but have no clear direction

B

I have ideas, but nothing fully defined

C

I’m clear and want help refining and executing

Question 6 of 9

Q5. What best describes your relationship with risk?

A

I want change but need to protect my current income

B

I’m open to calculated risk with the right structure

C

I’m comfortable taking aligned action if well thought through

Question 7 of 9

Q6. What tends to slow you down most?

A

Fear of making the wrong decision

B

Overthinking and lack of structure

C

Lack of accountability and trusted support

Question 8 of 9

Q7. Which statement resonates most right now?

A

“I know I can’t stay where I am, but I’m not sure what’s next.”

B

“I’m ready for change - I just want to do it properly.”

C

“I’m ready to build something bigger, smarter, and more aligned.”

Question 9 of 9

Q8. When you think about making a meaningful career or income change, how does it feel in your body and nervous system?

A

I feel anxious, overwhelmed, or dysregulated - I often freeze or avoid action

B

I feel a mix of excitement and fear - I know I can do this, but doubt still shows up

C

I feel grounded and confident — I trust myself to handle uncertainty and take aligned action

Confirm and Submit