Andresa GuidelliCEO, The Real Estate InvestHER · Co-Founder

The Biggest Mistake Real Estate Investors Make

29 Nov 2024 · 1 min

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In this personal reflection, the speaker recounts his real‑estate journey that began in 2013 when he unintentionally became a landlord. He turned full‑time in 2018 after two years of pure wholesaling, but during that period he sold every property contract because he lacked confidence in holding assets. Looking back, he regrets this decision, estimating that retaining those contracts could have grown his portfolio to about $10 million. The core message is a cautionary lesson about the long‑term cost of selling contracts instead of building a holding portfolio.

Chapters

The biggest mistake that I have made to this day is selling any property I've sold. Each one had some strategic purpose at the time, but when I started in 2013 as an accidental landlord, I got serious and went full-time in 2018, and I was a pure wholesaler for 2 years. I was only selling all of my contracts because I didn't have the belief that I could keep them. So my biggest mistake is selling all those freaking contracts in 2018. Oh my gosh, I look back at some of the numbers and I'm like sick to my If I had known what I knew even a few years later, I would have $10 million on my portfolio.