Hello Nicholas, there are a few drawbacks: -Complexity and Scrutiny: This approach could attract scrutiny from the IRS, as it's not a typical way to manage rental properties.

Yes - you should be able to find a lender that is "AirBnBRRRR" friendly - most DSCR Lenders will require the full 12 months of STR history but a few that specialize in STR can qualify less than one year, typically with AirDNA projections or some common-sense mixed underwriting approach

I know that some hosts require their guest to refill the propane tank, but I actually do not like that approach.

As I continue to save and approach an acceptable down payment threshold, I am debating a few things and looking for some advice/insight. 1.

I think if you approach the conversation with tact, you might be able to feel them out. 

Short term rentals can be lucrative but come with higher variability and management needs.My Take:It might be beneficial to consider a mixed approach—drop the rent slightly under market value to secure a tenant and stabilize your cash flow, while simultaneously exploring the short term rental market.

Idle capital is generally not good, but when you are getting into a new investment approach, stagger your investment.  

Before being approached to help with the development costs, I had considered on buying after the development was complete; 4 lots then having 4 homes built, selling 2 and keeping the other two to rent out.

The Land Riches Blueprint teaches an SMS approach to marketing for property along with the tried and true mailer. 

I have had others strip the house literally to the studs.. take their wows out on the house and you.So do approach them very gently and ask them what their plan is as you will need possession. based on their response will give you your next course of action.