I hope that makes sense as i'm trying to better understand how to go through this process the right way and increase my chances of approval. 

Investment Info:

Single-family residence fix & flip investment.

Purchase price: $255,000

Cash invested: $75,000

Sale price: $415,000

Getting a little more comfortable with our processes

...

What kind of system is this? 

I believe Airbnb and Vrbo dont do credit checks is this right?

I generally rule out most single family homes as viable rentals, as prices are pretty high relative to rents, so aside from some downtown neighborhoods, typically you do not find large areas of single family rental neighborhoods (a median sale price on a 3 bed, 2 bath home so far this year in Dane County on MLS sales data is at $430k). 

It would be huge in this market to offer more property management to this tenant subgroup. 

This entails building personal/working relationships with people successful in the field.

This is a great place to learn and to connect with people so take advantage of all the great resources.

You can do this, but need to do it slow.

this was solid advice..reaching out to my zoning board.