You can, if you want, deduct up to $100,000 of the interest on the HELOC as a personal itemized deduction under the IRS provision that lets you deduct up to $100,000 home equity debt in addition to the $1,000,000 in home purchase debt.

The website only factors in up to 5+ years on the items, not that the HVAC is 21 years old and probably won't make it through the year. 

These tenants tend to use 20 to 30% more water when they are not directly responsible for it and are slow to report any leaks in the unit.So when you factor a lot of these items in you are not getting a 6.5 to 7 cap but a 5 cap.

He was served a 10 day notice to cure all the problems (no rent and other items that he changed without permissions and partially bills to the city for water.

My current list with Lowes Item numbers.https://drive.google.com/open?

They asked me for several different forms and one of the items was a "Rental Dwelling Business License".  

But with the hard money lenders, they're just going to ask you to submit a loan application and an itemized list of the repairs.

It's not a disclosure item or issue in any way, shape, or form.If the post had read something like "I've had a listing broken into for the 4th time......," well that's a little different.

Maybe rent out the space so that someone can sell seasonal items.

I also have a lot of itemized deductions.