For example, If am bringing 75% of the cash needed for the project and my partner is bringing 25%, the percentage held in the trust reflects this.  

I also suggest amending your LLC's agreement to reflect this GP. 

Often these have minimal basis, but just reflect fear.  

I’ll run numbers here if I did the condo and rent out the home.Rental Income Room 1 $950.00Room 2 $850.00Room 3 $750.00Gross Rent 2,550.00Expenses Rent $1,500.00Electric and Gas: $200.00Water: $100.00Trash: $60.00Internet $80.00Insurance: $50* Gross Home Expense: $1,900.00 Gross Rent minus Expenses: $650.00Condo Expense: Rent $1,450.00Electric and Gas: $100.00Trash: $30.00Internet: $40.00Alarm: $25.00Tv: $35.00Insurance: $14.00 Total Condo Expense: $1,694.00Total Rent Minus Expenses: $1,044.00Note: The numbers do not reflect vacancy, repairs and reserves.

If they don't...If the source of funds used to acquire the property was an unsecured loan or a loan secured by an asset other than the subject property (such as a HELOC secured by another property), the settlement statement for the refinance transaction must reflect that all cash-out proceeds be used to pay off or pay down, as applicable, the loan used to purchase the property.Note the word "all." 

Unless I hear differently, I will remove that cost out of my closing amount, and ultimately have them reflected in my first year's cash flow figures

As he's been there 2 years and the market has changed, the rent will reflect that. 

Just add on a fee to booking.com to reflect this if you want. there is little evidence that pre-screening results in better behavior from my research.

All the rest of your questions regarding tenants can really only be dealt with on a case by case basis, as there's no typical tenant that reflects the actions of an entire city.

If the office is a mess and disorganized then that is a reflection of how they manage their portfolio.