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The Jump From Corporate Career to Portfolio Landlord

Property investment often looks simple from the outside. Deals, wins, and fast growth stories dominate the narrative. But the reality of building a portfolio is very different.

In this honest session, Tammy Hart shares her transition from a corporate career into full-time property investing, and the real lessons learned while building a multi-strategy portfolio focused on long-term freedom. Covering flips, serviced accommodation, HMOs, commercial conversions, and supported living, Tammy goes beyond strategy and into the decisions that actually shape outcomes.

This is a grounded look at what happens when ambition meets reality, and what it really takes to build something sustainable. From buying an illegal HMO she should have walked away from, to emotional, FOMO-driven decisions that cost time and money, Tammy breaks down the moments that most investors experience but rarely talk about.

This session is not about polished success. It is about what works, what does not, and what needs to change if you want to scale properly.

Key Takeaways

  • Why ownership and accountability drive long-term success

  • How to recognise emotional decision-making before it costs you

  • Knowing when to hold, and when to walk away

  • Why understanding demand matters more than personal preference

  • The shift from working in the business to working on it

  • How systems, delegation, and structure unlock real scale

This session is for anyone serious about building a property business that lasts, not just performs on paper. Expect honesty, practical insight, and lessons you can apply immediately.

Hard-Won Lessons from the Trenches with Tammy Hart

hosted by Sam Cooke

Date: Tuesday, 26th May

Time: 1:00 PM

Free online

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