21 Comments
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Anfernee Chansamooth's avatar

love this framework Anna. A web makes a lot of sense. And it immediately got me asking, "Are most of us prepared for this shift, and what it means from a financial security perspective?"

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Anna Mackenzie's avatar

It's a very big and important question, and I think a lot will need to change at a structural level to support the inevitable changes that are coming with the mass adoption of AI. It's going to be an interesting few years 👀

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Eng Sales's avatar

This idea really hit home. I haven’t built a full “portfolio career” yet, but I’ve definitely felt the pull in that direction. Especially as I explore more writing, consulting, and side projects outside my 9–5.

Your framing of the career web makes so much sense. It’s not just about chasing one title or path anymore it’s about making meaning from the threads we’re already weaving.

Thanks for putting words to something many of us are navigating in real time.

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Anna Mackenzie's avatar

That's 100% it. Glad it resonated 😊

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Liz Schmittgens's avatar

Love this, Anna. I immediately drew my own aspirational web 🙌

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Anna Mackenzie's avatar

Oo what did it look like?!

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Liz Schmittgens's avatar

Basically my day job, but take it down to part time. Then doing more travel advising. And running a community energy program. And being a policy advocate. And sitting on public committees and councils….i have lots of interests 😁

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Hannah Lewis's avatar

I loved the framework/analogy too! The way I was thinking about how it related to my life when I was reading it was more around all the twists and turns I’ve taken (the squiggle) with my education and career, and how hard I’ve been on myself because it hasn’t been super linear/ladder like. And how I could instead view it more as a web and my work instead is to connect all the radial strands and use them to expand up and out. It also gives me the freedom to continue to explore what interests me, knowing that it potentially is another strand I’m adding to my web.

It’s crazy how indoctrinated the career ladder is in our mindset of what’s possible!!

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Anna Mackenzie's avatar

We are massively indoctrinated to think that the only way is step up up up, but I much prefer the idea of building outwards. I'm so happy this has given you a new way of thinking about your career 😍

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Fiona Liang's avatar

Oh yes the concept of a career web definitely hits! And to build on the analogy, have you ever noticed how strong a spider’s web can be in the wind and rain? It withstands the unpredictable elements because it isn’t rigid, it has enough structure AND flexibility. Like our careers and work could be, to weather the unpredictable storms of life and changing seasons! Thanks for sharing, it’s created a great visual in my mind.

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Anna Mackenzie's avatar

Exactly!! The metaphor works in so many ways 😍

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Alex Clifton-Jones's avatar

Great framework 👏👏👏

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Finding Your Cheese's avatar

Absolutely love this idea of the "career web"! I've liked thinking of my career as a tree with different branches. The tree metaphor has fun opportunities to think about roots (your character traits/personal brand?), trunk (your education/career foundation/personal network?), and branches (different interests/revenue streams/areas of expertise?). It's not quite as organized as your web metaphor though - needs some workshopping! Or some "pruning" haha

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Anna Mackenzie's avatar

Haha I love your thinking. I actually wrote another article with a tree metaphor a few weeks ago (here if you're curious: https://annamackstack.substack.com/p/how-to-build-a-personal-brand-when). I do think they could link together potentially. Hmm. I will marinate on that! Haha

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Daria Cupareanu's avatar

Loved this, Anna, I think the Career Web is a great metaphor for how many of us are actually working and thinking now.

I recently wrote a post on using AI to simulate different career paths before you commit, to help move beyond “what sounds exciting” into “what actually fits who I am.” It’s a practical way to explore and test-drive the strands of your web before fully weaving them in.

Might be useful for anyone here who’s navigating their own version of the squiggle: https://aiblewmymind.substack.com/p/how-to-see-your-future-before-you

Would love to hear your thoughts!

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Anna Mackenzie's avatar

Thank you for sharing! Popping this on my weekend reading list 😊

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Daria Cupareanu's avatar

curious to hear what you think!

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Melissa Gough's avatar

I loved this concept of our own web we want to weave. I am curious to sit down and write/draw/create how I want my 'future' web to look like. So appreciated reading this today. Thank you for sharing.🥰

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Anna Mackenzie's avatar

You’re so welcome!

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Melissa Gough's avatar

They are always divinely timed!🙏

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Anna Mackenzie's avatar

The universe has its ways, doesn't it 👀

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