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A Conversation with the Girl Next Door: MADISON WINTER

Updated: Nov 1, 2023

Petit Mort’s financial correspondent Mia Lee had a chance to speak with Toronto’s own Madison Winter this season to talk about money, real estate, and being financially savvy in an uncertain world.


So Madison, can you start by telling us a little bit about yourself and your career as a sex worker?


Of course! I quit the finance world back in 2016, and decided to become a sex worker. Throughout that time, I’ve dabbled in sugaring, agency sex work as well as an independent companionship.


What pulled you out of the finance world?


I spent some time in both the front and the back office roles of personal finance. Essentially, I came to the realization that my passions and skill sets were the people, rather than the numbers. The things that gave me energy and inspiration were the relationships and connections that I was having with my clients. I enjoyed chatting with my clients about their kid's graduations far more than their retirement accounts. For me, being a witness to someone's life milestones is such a privilege.

At the same time, I inadvertently exposed myself to sex work. I was channel surfing one night, and I came across a film called Sugar Babies. A couple hours later I’m late-night googling thinking to myself, “Is this a real thing? Does this exist?” One thing led to another and before I knew it, I was dabbling in sex work part-time. As the months progressed, I began thinking about branding, design, and image. I hired photographers, a web designer, a good accountant, and read books on entrepreneurship.

Ultimately, I quit my day job, and never looked back.

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