Debbie Wosskow OBE
- Claire Kaye

- Jan 15
- 1 min read
Updated: Mar 25

Multi-exit entrepreneur
Behind every successful career is a story we rarely hear.
Tonight on Career Inspiration Live, I sat down with Debbie Wosskow OBE for an honest conversation about what building a career really looks like beyond the headlines.
@debbiewosskow OBE is a multi-exit entrepreneur who has started, scaled and sold businesses in every decade since her 20s. These include Love Home Swap, AllBright, and her latest business, The Better Menopause.
We talked about
• drive and doubt
• reinvention and knowing when to pivot
• the discipline of leaving well
• and why lifting other women is not just a slogan, it’s a practice.
Debbie also shared what she would tell her younger self about work, ambition, and self-worth and it was powerful.
If you’re navigating growth, change, or wondering what your next chapter might look like, this is a conversation worth listening to.
Watch the replay and make sure you stay until the end because Debbie has shared a special discount code for The Better Menopause and a new course that is starting soon.
And tell me in the comments: what was your biggest takeaway?



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