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[quote=Anonymous][quote=Anonymous]I have major imposter syndrome and as a female 31yo who grew up very LMC, I'm always second guessing myself. I've been wanting to do this since I was a teen when I found out that a distant family member quietly owned a bunch of apartment buildings while keeping his day job as a mechanic and when he was older, he and his wife thoroughly enjoyed retirement as opposed to what I was used to seeing- financial stress, not being able to afford quality care, having nothing to leave your children etc.

I am very, very interested in owning 2 or 3 flats in Chicago. I know the neighborhoods well and have researched endlessly over the last 10 years, but I still can't bring myself to start looking. It seems like such an unattainable pipe dream that's only for rich people or older males.

I have a 20%+ downpayment saved. Where do you start? Is it possible to find a credible mentor?[/quote]

What is your day job? How stable is it. Can you carry the mortgages if you don’t have paying tenants?

Acquiring property 30 years ago was totally different calculation because prices were much cheaper so you broke even almost from day one. At todays prices, rent often doesn’t cover mortgage let alone vacancies and repairs/maintenance. [/quote]

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