Looking to get into my first STR in the next few months out in the Knoxville/Oak Ridge/Gatlinburg area(s)....I understand getting average daily rates, occupany rates, mortgage, saving for maintenance/CapEx.

Lastly, what is your recommended self managing software for leasing/screening, maintenance, etc? 

Both of this will likely require real time conversations which will be difficult from India3) Maintenance when tenants are staying - I feel less worried about this as I can have the tenant coordinate with my chosen vendor (that I already have or can potentially find from India by talking to them on phone at night time in India / morning in the US).

The bookkeeper that you hire must specialise in STR's/Vacation rentals bookkeeping and should be on-board with all the tools and requirements you have.

Had a tenant sign the lease and send the move-in fee and 1st month's rent then start asking a bunch of super high-maintenance questions.

@Rich Emery if you're not EXTREMELY organized, you'll spend every day with your "hair on fire", making critical mistakes that cost your clients - and you'll get burnt out.Don't forget to research the licensing requirements of PMCs. 

Additionally, what are the typical maintenance costs for these machines?

Q1) Is there a minimum interest rate requirement?

Both VA and FHA loans are assumable, though the process and requirements differ.

The spreadsheet does not take into account the turnovers, increased maintenance, and overall problems.