First Property Lessons: What Really Works

23/10/2025 17 min Episodio 22
First Property Lessons: What Really Works

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Episode Synopsis

What really happens when you buy your first investment property? Diane Jaques joins Alissa Bickar and Andrea Lane to share what she’s learned from stepping into real estate after years of success in marketing and sales. From navigating her first property in Pittsburgh to managing tenants from Massachusetts, Diane’s story is full of valuable lessons for anyone ready to take action on their first deal.
In this episode, Diane opens up about:


How her family’s roots in homebuilding inspired her love for real estate


Why she wanted to diversify beyond stocks and build a legacy for her kids


How her sales and listening skills give her an edge when building relationships


What her biggest first-property mistakes taught her about property managers, due diligence, and tenants


How she’s turning challenges into systems for long-term success


Her next goal: exploring co-living as an affordable housing solution


 
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