Tenants like to set up insurance, show proof to the Landlord, and then immediately cancel the policy after moving in.

You've only owned it six months, so you probably haven't dealt with vacancies, maintenance, or capex, but you should be setting money aside for those things.Your partnership agreement (if you have one) should address exit options.

They are not allowed to buy a home due to tax and immigration reasons, so the company gives them a set amount for rent each month along with paying for other expenses. 

Managing tenants is no easy task, it takes such a wide skill set. 

It’s humbing and frustrating, but it also teaches you those guardrails you’ll want next time.. like thorough screening, a solid lease agreement that sets ground rules upfront, and maybe even setting aside a bit more cushion in reserves.Chicago’s got plenty of investor-friendly pockets.

(Government will set cybersecurity standards, but then are rarely enforced). 

To off-set the depreciation recapture, it would seem reasonable for me to request a concession (e.g., more shares) that's outlined in the Operating Agreement.

Good to have ONE SIGN set aside for a property on a busy street. 

@Melissa StanleyEven if you set up an LLC with a partner there is no inherent tax savings by owning properties in an LLC.

You may be able to see if a retailer still sells the 2024 version.If you can't get the one time purchase, you would need to see if the cost is beneficial.For real estate -  Quickbooks desktop > Quickbooks online because you can set up multiple entities within quickbooks desktop and not pay an additional cost per entity that Quickbooks online would charge you.Best of luck!