I haven't had a renter's insurance issue, but have done this for maintenance items.

I'm wondering how much specifics I need to include for each line item. 

Stock Market = Multi-Unit Property = Established Business = Payoff rentals = Hard Money Lending = The ideal situation is too invest in the item that will get you the highest return and lowest level of difficulty / time spent.Best of luck

They won't learn those items until they actually do deals. 

The owner also needs to save for big ticket items that may need to be replaced every 10 or 20 years such as AC, hot water heater, furnace, roof.  

The following are the key items I would recommend investors pay attention to:A. 

It can potentially be deductible as an ordinary or rental expense, an itemized deduction or simply non-deductible. 

Tailor these amounts to the significance of the task; for example:Roofer: $1,000/day (critical to weatherproof the site).Painter or garage door installer: $100–$200/day.Contract Value & Payment Terms:Agreed payment amount (lump sum or itemized costs).Breakdown of payment terms:Deposits.Progress draws.Retainage (if applicable).Scope of Work:Be as detailed as possible.

On June 7th, we sent an itemized list of deductions via text; he responded on June 8th, disagreeing and threatening legal action.

.- Tenant takes care of most of the fixes and repairs for the property, except for large ticket items that should have been taken care of before the tenant occupied the property.