Trinny Woodall on the Financial Reality of Being Self-Employed

Trinny Woodall went from recovering from addiction in her mid-20s to becoming one of the most beloved authorities in style and fashion. She landed a lucky break with a weekly style column in London, then parlayed her expertise into the TV show What Not to Wear. Life threw her some curveballs, from mourning loved ones to going through 16 rounds of IVF. Today, Trinny gets real about the sacrifices she had to make around those private battles because of her self-employment status. In this episode of 9 to 5ish, Trinny also shares: Why she made herself try a stint in finance Sacrifices she had to make for being self-employed Why she only took three weeks of paid family leave after having her daughter What she learned from having her business fail during the dot com bubble Learn more about your ad choices. Visit megaphone.fm/adchoices

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Trinny Woodall on the Financial Reality of Being Self-Employed is an episode from 9 to 5ish with theSkimm.

This episode is 32:24 long.

This episode was published on Aug 13, 2025.

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