Now, if your area has many str's and that is relatively common, than you may have a reasonable argument.I had somewhat of the opposite issue, where I turned my ltr into a legally permitted str, but unfortunately, there were a ton more unpermitted str's in the area which appeared to dilute the str business.

I am trying to get my 2nd rental property some time this year in the same market (open to a different market in the midwest if no deals appear in the Indianapolis market).

Normally, I would emphasize the significance of seeing a property before making any decisions, but this particular circumstance appeared promising... at first.You see, we had both vacant and down units ready for our visit.

No deal is better than a bad deal and this appears to be a bad deal for a first deal.

**PITI is $522 a month (2%interest rate)** Actually cosmetically ready for renters and appears fixed up.On the inspection report the plumbing failed and it mentioned shifting soil in the foundation report. 

@Jeffrey RichardIn many of these areas while it appears on paper these assets will provide cash flow there is the possibility they do not due to the type of tenants are typically lower quality and have payment issues, properties need more maintenance and upkeep etc

The new finishes will receive wear and tear from a tenant you already have and won't appear as nice as they  would if brand new to maximize rent increase at turnover.

Every system you try will have flaws, or you may salivate over a feature that appears in other software.Some familiar names are mentioned frequently: Stessa, Apartments.com, RentRedi, TenantCloud, Innago, RentManager, Avail, Rentec Direct, Doorloop, etc.I recommend conducting thorough research on each app online to understand their offerings, pricing, etc.

So, you are no longer a "little guy".Now, let's address your statement that appears to infer that you are "helping people sell who have no other option." 

So for your compounding "what-if's" scenario is an oxymoron (a figure of speech in which apparently contradictory terms appear in conjunction).