Small unit, newer renter I will take personal references from neighbors etc. combined with an established job in the area or a new job with a strong employer in the area.

It is a lot to juggle. 

There is a lot to know and you don't want to introduce too much new risk.

These places will be more expensive, for a reason.Now I do think that there is some opportunity in certain areas of upstate NY for short term rentals, however upstate NY is not a well established travel destination so your occupancy will probably be low and highly seasonal but this method is viable.

FF is just one source and good for establishing a baseline of sorts, but I agree with you that it's going to be beneficial to market on other sites, including the OTAs.

I was wondering what everyone's experience with establishing a legal entity for REI has been like, and when do you recommend a person to do so?

Your examples and explanations help a lot to clear up the original question, specifically clothing items.Do you recommend I keep a record, separate from my P&L, of purchases that may be less-than-ordinary, such as a cargo box to carry tools in my truck, or car seat protector covers (to protect my truck seat from getting dirty from tools and other items), etc.?

This entails carrying out in-depth market research, examining prospective properties, and drafting a comprehensive investment plan that details the risks and possible rewards.Establish Credibility and Trust: It's critical to establish credibility and trust with possible private lenders.

Once the bones of the network are established then it's a matter of repetition.CAN you do it with no money down? 

In my opinion - no, you cannot establish it as an STR without any booked visits.