As long as there's transparency AND nothing that worries your prospective guests (e.g. scam potential: think same photos, same calendar, different license #, different contact info, etc.), you should be good.

Hi Carlos,One word of caution regarding what you are thinking of doing...This caution depends on how long you have owned the properties.  

Jay,Long time my friend!

Additionally, a year-long study by Mariposa County found no evidence that STRs negatively impact LTR availability.

Currently listening to the long distance investing book by David Greene, have you read this book? 

I am working on structuring and getting under contract to wholesale my first turnkey, mid-2010s, 4bed/3+bath/2 car/~2200 sq ft hybrid (Subto+SF) deal in Atlanta GA that I need some help/JV on to get to the finish line.Why it's a deal:The underlying debt is attractive (~500k @ 4.375% ~200k equity at 0%/very low payment with long AM).

My thought is to approach her by saying that my original plan was to purchase the property and convert her unit into Section 8 so that I could get the $3,200/month rent -- but since she's a long term tenant, I would be willing to forego that plan and tell her she can pay $3k/month to stay.What are your thoughts?

However, when you pull up the current market, you see that nothing comparable has sold in the past 6 months, and that the currently listed properties have been on market for far too long, meaning this is an area where there are no buyers, no appetite for these homes.

I have already contacted two other contractors for quotes in order to obtain three total quotes.I understand that some investors like to also make use of lower-cost options, such as neighborhood kids, but as I am running a business, I would like to maintain a process that is repeatable and predictable and that may also adapt to long-term needs, such as landscaping and weed maintenance.

Long term, option 2 produces significantly more wealth over time.