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The information contained in this post is not to be relied upon.

Are you relying on online listings, or are you tapping into other resources?

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Hi Andrew, rent per sq ft isn't really a thing or something you should ever use to rely on - I would definitely recommend checking rentometer or zillow for rent comps instead.

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I'd rely on her to handle much of the day-to-day management.Given this, we're leaning toward a single-family home where we can comfortably rent a room to someone we trust.

To avoid non-competes and make twice as much, I wouldn't be getting a W2 job initially in Chicago and would rely on 1099 income.

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To have a SUSTAINABLE business in STR long term, you must migrate from relying on third party platforms to generating deal flow through your website, social media, repeat business and word of mouth.Any third party app will maximize their profitability and allow the service providers the minimal profitability necessary to maintain their interest.in other words as a STR provider AirBNB or VRBO will maximize their own profitability without regard to yours.