Annah Stretton - The Kiwi Who Built a Fashion Empire from a Farm Shed

She built a fashion empire from a farm shed.

She survived public pile-ons that would crush most people.

She made millions, lost millions, and found her true purpose inside New Zealand’s women’s prisons.

At 65, Anna Stretton is sharper, tougher, funnier, and more unapologetically herself than ever…and her story is wild.

In this conversation, Annah S opens up about:

The thrill of making $500,000 profit in her first year

The humiliation of a cease-and-desist when she ripped off an American shoe brand.

What she’s learned from 12 years working with incarcerated women. And so much more!

This is an absolute masterclass in entrepreneurship, resilience, reinvention, and staying relentlessly true to yourself, especially when the world tries to knock you down.

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Massive thanks to my long-term podcast sponsors, Generate.

Generate is an award-winning KiwiSaver provider with a track record of delivering strong long-term returns for their clients- you can see their latest returns for yourself on their website.

I became a client when they came on board as the show sponsor and it’s been a gamechanger for me personally- I’m kicking myself for not doing it years earlier.

You can book a no obligation chat with one of their awesome KiwiSaver advisers at generatekiwisaver.co.nz/dom

The issuer of the scheme is Generate Investment Management Limited. To see their Product disclosure statement see generatekiwisaver.co.nz/pds

Past performance does not guarantee future returns.

And just a reminder — I’m a podcast host, not a financial adviser, so this is just general advice. I recommend getting expert advice before making any financial decisions.

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