Lots of college rentals are beat up my son rented a house with water issues in the basement the land lord nailed the door shut before he rented it .The landlords can be tough to contact from all the destruction .The rentals don't need to be in good condition is all about how close to campus .

There are some multifamily properties that are not insurable with full replacement cost or might only be insurable with 1-3 carriers with full replacement cost which is the issue you're running into. 

I ask my cleaners to flag any damage, leaks, or safety issues during their visits—this doubles as oversight without adding extra trips.Consistency is key: regular walkthroughs catch problems early, and setting clear tenant expectations for shared spaces reduces complaints.

Provided I ensure I'm keeping capital segregated, signing subscription docs/contracts separately for each entity, and otherwise treating it like two completely separate investments by two completely separate entities are there any issues with doing such a thing?

Quote from @Fletcher Caulk: I am invested in an LLC that owns a property in Cleveland OH that recently issued a capital call.

Quote from @Jason Sinclair: I would get rid of the tenant, cut him the check and deal with the insurance issue with him out of there.

Great post, Mark — this hits home.I’ve seen the same issue catch investors off guard, especially those relying on generic CPAs who don’t understand the unique tax mechanics of real estate.

I continued to follow up with the tenant asking her if the issue persisted and she emailed me to let me know that there were no more issues at the property.

I switched accountants this year from the accountant I had used for the last 7 years. I am currently operating with 80 rental properties that are divided among 2 single members LLCs as well as 6 properties divided amo...

One thing keeping me back from fully pulling the trigger is the amount of climate-related events that Miami seems to endure and the cost on repairs, HOA fees and of course, taxes.