I'm sure you've looked into the VA loan enough to know while the cap is at $417,000 for our area, there are some stipulations as to how you can maximize the loan, and get two at once; it isn't a guarantee.

The order stipulates the tenants are protected against eviction once applied, unless they fall under one of the exemptions, until they have been denied rent assistance.

You stipulate in your GC contract that the building must provide all preliminary lien waivers & releases as applicable each pay app cycle.

In Austin this is called a wholesale owner finance (or WHOF) or mortgage assignmentThe new SAFE Act stipulates that you can't originate loans without being licensed so it is unclear whether or not this constitutes non-compliance with the law.

But upon researching, it seems if your income was below 41,675 you don't have to pay capitol gains tax https://www.irs.gov/taxtopics/tc409 What are the stipulations?

You cannot force the boyfriend to live there, but you can hold him accountable for the payments being on time as stipulated in the lease. 

Because the bank was firm on a 5 year balloon I also made the stipulation I needed the terms to provide me with a debt to equity ratio(on the purchase price) of 80/20 within 5 years which is how we landed on the 10 year amortization given the sellers wanted to 3 year balloon.

You have a signed contract that stipulates a cost with scheduled values and the services that are to be performed. 

Isn't one of the stipulations of owning in those STR communities that you have to use their pre-selected property management company that takes 30% of gross revenue? 

@Isaac White Dane county is to my knowledge the strictest in Wisconsin and has some special stipulations around protected classes and other things you need to know!