All those factors effect the tax implications and loan qualification process.

Hello,I was wondering how everyone here figures the tax benefits specific to real estate investing into their R.O.I. calculations. 

We hold monthly meetings where the following topics may be discussed: getting started, market research, deal analysis, single family investing, multifamily investing, investing in the Bay Area, out-of-state investing, real estate market cycles, fundraising, legal structures, taxes, current trends, etc.

It wouldn't be uncommon to have to advance for many months of insurance and taxes.  

I have a partner that is a CPA and wants to learn more about tax information/investing laws.

Best way to find local CAP rate is to talk to commercial realtor and ask them what it is, or see what other properties have sold for recently, but you would need to know their NOI. you can't assume the percentage for maintenance ( not just maintenance, utilities, taxes, water, sewer, etc to determine your NOI ) you have the numbers, as inconsistent as they seem to be, some should remain constant, those that fluctuate try to use an average.

How and how much I'll get taxed, how long I will have to repay my investment loan, when it'll start going into repayment, am I supposed to have legal documents for my tenants and what not.

if that's  the one just west of I-95, north side of MLK, I see them go for 15-25k at tax deed sales, don't know the condition of course.  

When it comes to whether to lease with option or sell make sure you take the taxes into account as Westchester is one of the most expensive counties in the states.

Having the IRS chase them for taxes may show a lack of proper money management, etc.