Since the entire property can be separated into 5, 15, and 27.5 year depreciation lives, it may make sense to look into getting an analysis of your entire property. usually any property purchased for over $500,000 can have benefits well worth having a cost segregation study done.

Offer them something and see what they would benefit from, in exchange for their time and avice. 

I'm essentially just repeating what I heard in the BP podcast in this regard, and have no first hand experiences.

She makes $1000 at her job and over $2000/month as "survivor benefits" (I assume due to her military husband passing away).  

@Ann Binstock Check out an article I wrote on BiggerPockets to evaluate a multifamily or apartment: https://www.biggerpockets.com/blogs/8814/73755-18-essential-metrics-to-a-complete-real-estate-investment-analysisThere are software that can calculate IRR and NPV. 

Also, the only benefit of rent hacking is that you may be able to live for free if you get your roommates to cover the entire cost of the lease.

John De La Garza,Essentially, my friend needs to me to learn 3 and 5I should have clarified.. my goal is to be finical analyst recent college graduates with a passion for Real Estate and Finance.

Vacancy reports and Development forecasts were also part of their benefit of services.Unfortunately, they decided to retire in January and closed shop.

If you are asking if one strategy is riskier than the other then  the answer is mine is but thats only because of diversification alone.I think what you are asking is  what is the  riskier strategy. the only time my strategy would benefit me and hurt him is if the banks start having problems. for example if the bank calls the loan due for some strange reason he would be in trouble as opposed to me where I dont have a lender. 

The two things that Derek said are safety essentials in any Lease transaction.