Real estate investing can look exciting from the outside, but the real lessons often come from the struggles. In this episode of Built For This, hosts Alissa Bickar and Andrea Lane sit down with investor and commercial real estate agent Dayna Klein to talk about the real-life challenges behind building a portfolio.
Dayna shares her family’s generational story of investing — from her great-grandmother’s resilience to her own experiences managing properties across states. She opens up about the highs and lows, including stalled starts, emotional decision-making, costly mistakes, and how every misstep became part of her education as an investor.
This conversation is an honest look at what it takes to build wealth through real estate: patience, persistence, removing emotion from the numbers, and learning that not every property is the right one for your goals.
In this episode, you’ll hear:


Why legacy and family history shaped Dayna’s path into real estate


The reality check of managing rentals across states


How emotions can cloud judgment and stall growth


Why learning from mistakes is the most valuable education


The importance of refining systems, insurance, and tax strategies


How refinancing and negotiating with lenders can open new opportunities


 
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