344) Ewan Dudding - My Path to Becoming Scotland's Biggest Landlord & Finance Broker

Today’s conversation is with Ewan Dudding.

Ewan is a property investor, mortgage broker, and one of the most active figures in Scotland’s investor community but his journey didn’t start with capital, contacts, or confidence. It started in Lochgilphead, with a grounded money mindset, long hospital shifts while studying, and a willingness to figure things out earlier than most.

We go right back to Ewan’s upbringing and early relationship with money, how he balanced university with work, and the influences that first pulled him towards property. He shares the reality of buying his first property as a student, how he approached getting a mortgage at that stage of life, and what it was actually like managing and renting out a property while living in it himself.

From there, we unpack how his portfolio grew step by step, why he initially trained as an independent financial adviser, and what ultimately gave him the confidence to leave that path and move fully into mortgage broking. Ewan explains the natural overlap between mortgage broking and property investing in Scotland, how he built a team to manage deals end-to-end, and what it really takes to scale beyond the first few properties.

We also get into the realities of leverage - including borrowing over £15m in bridging finance, how that experience has sharpened his advice to investors, and why cash flow pressure is often the hidden cost of growth. Along the way, we discuss Stirling as his chosen city, the importance of community through networking and project tours, and where he sees the biggest opportunities in UK property right now.

This episode is a grounded, honest look at building a serious property portfolio without shortcuts — and what success might look like heading towards 2030.

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Connect with Ewan:

LinkedIn: https://www.linkedin.com/in/ewan-dudding-aa5791177/ 

Instagram: https://www.instagram.com/ewanduddingpropertyfinance/ 

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