As you mentioned, it's my business and I set the terms.

Each lender / investor will have their own guidelines in terms of reserve requirements needed on purchase transactions. 

Occupied by Past Owner in one unit, the other unit is empty.I have hired a property Management company to complete eviction - Upon receiving Eviction notice, Past Owner / Tenant went to the Property Management office and insisted that she still owns the property, refused to sign a lease, and stated that she won’t pay rent for her own property.Property Management company stated that this will not be resolved without going in front of a judge and told me that it can be filed at the end of the month.How long with this process take?

You should be asking what markets may work with a particular niche or idea.Also, in my opinion, STR's that are generic won't perform well for the most part.

If you are willing to take the risk my guess is they don't care who pays the taxes as long as they get paid.

Be mindful of how long in advance that you must notify them of this.

Do I even have to disclose that to them as long as I get the loan before I start school and continue to make payments on time?

@Min Zhang, I did read David Greene's "Long-Distance Real Estate Investing" and am using it as my primary guide.

In my area, an inspection contingency means as long as you have a licensed inspector actually inspect the property, you can then terminate just by sending a release/termination, even if nothing major found.

When I checked in with the team on this, they even admitted that my lead flow was scarce and that my cold callers weren't performing.