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Raising £500,000, Sourcing Property & Losing 6-Figures To An Educator - Jess Cleary

From waitressing to raising nearly £500k — this is a proper entrepreneur’s journey.


In this episode, I sit down with Jess Cleary to talk about how a mindset shift sparked by Rich Dad Poor Dad led her to leave university, build a marketing agency in the property space, and then step fully into entrepreneurship. We break down how she used property sourcing for fast cash flow, secured her first major capital raise, and why personal brand, transparency, and value-led content are now non-negotiables for attracting investors.


We also get real about the tougher side — navigating the industry as a young woman, learning the hard way after a costly deal with no legal protection, and why being authentic and consistent online is the real edge in building trust today.


If you’re building from zero and want proof that it’s possible — this one’s for you.

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