It currently brings in $400/month & I self manage.Lets connect!

The processing time for a Davidson County, TN Owner-Occupied STR permit application can vary depending on several factors, including the completeness and accuracy of the application, the volume of applications received, and the workload of the permit office.According to the Metro Nashville Planning Department, the average processing time for Owner-Occupied STR permit applications is currently 4-6 weeks.

I currently live in NY, invest in NEPA (scranton, archbald) and would like to expand into Allentown PA.

One of the big advantages you may have starting out is your current network. 

I'm currently a H1B visa (Temporary Worker) holder working full time in the states, trying to start my real estate investment.

I believe they start in the high 9's currently. you wont get to your $20k out of pocket target on this scenario specifically, but the point is, there are some lenders which will work with out of the box deal structure (for a premium).

Our current society tells you to take shortcuts, which is why you end up with $75,000 in student loan debt, thinking it would somehow propel you to riches and glory faster.

If the unit they are currently renting does not meet that requirement, then they will need to move to a unit that does.The landlord is under no obligation to lower their rent or change their terms for an existing tenant.  

If you have enough equity in your current home, you could look at taking out a HELOC against it. 

Does the property currently cash flow well?