So advice to get the house against him and he will move out on his own is HIGHLY unlikely.  

Coupled with persistently high interest rates that may last for years, rising insurance premiums are inevitable, regardless of your property’s condition.

I wasn't planning on going this big for my first investment but the deal, location and potential to value add was too good to not go for it.Thank you! 

It's very difficult to get SFR to cash flow these days with interest rates as high as they are.

I would also consider MTR in these markets as it is highly profitable with less turnover and more options for guests.

This allows for proper retirement of assets.If a property has already been sold it may still be a good candidate for cost segregation as long as you sold the building and have not filed the tax return.

The market in Racine is much different than Kenosha and we have been having a hard time getting quality tenant applicants.

Good luck with your deal. 

@Nick HulmeMaking improvements to your primary to make it high quality enough to rent above market rents, rent it.

Just don't combine old and class D unless you have a very good reason.