ROI can vary, but some parking lots have great returns with minimal upkeep—just be sure to research zoning laws, demand, and operational costs before diving in.Good luck with your decision, and feel free to reach out if you want to chat more about any of these options! 

Cost segregation makes the most sense for investors with high active income, long-term rental plans, and the ability to claim immediate deductions, but this can vary by company.This post does not create a CPA-Client relationship.

Looking at your question the proper guidance will greatly vary based on the contract your current PM and you have. 

It may vary from others' advice, and it will be up to you to determine what feels best for your needs.In your position, it is super smart to rent first. 

Hi Eric,Great question—estimating operating expenses can definitely be tricky, especially for items like maintenance, CapEx, and make-ready costs that vary widely between properties.

Could be a higher rate, lower leverages, higher reserves, etc... varies by lender.Cheers!

It is available with most if not all US brokerages, but the rates vary greatly.We have partners who are foreign investors.

Recognize if you are relying on non enforcement of rules, you are taking on a risk (investing is largely about calculated risks).Enforcement may vary by location but should not. 

And how those rates vary as median price declines. 

Just make sure to check Chicago’s evolving short-term rental regulations, as they vary by neighborhood.If you decide to keep it as a rental, think about how it fits into your overall strategy.