IMHO Pricing software is near useless without human supervision. 

Human nature is fallible and any business that exists out there is run by humans.

Thriving financially is one aspect; the human side keeps people engaged and loyal.Do expectations vary by property type or asset class?

However, you can't sell something unstable, with circular references, requiring human override, etc.But, if you stabilized it, the model loses efficiency. 

Real estate transactions, especially flips, come with specific tax implications such as the potential for dealer classification, short-term capital gains, and cost allocation for renovations, which can significantly impact your tax liability.

If the owner does not meet that residency requirement, another human being must be identified as the local agent in charge.

Technically it would be best to get a C Corporate or S Corp. to flip properties and since you are considered a dealer if you do several properties a year and this could have negative tax consequences in an LLC.

I specialize in portraits... so, headshots, family portraits, lifestyle and branding content, boudoir, and anything else where humans are photographed. 

You can have your humans or animals but here's what you have to do if you want to stay on our property. ha ha.

I feel like I've dealt with every time crazy situation there is here in Chicago with squatters, evictions, drug dealers, etc., and I still love Cook County because I have a solid team and underwrite deals properly.I think @Paul De Luca nailed it on the head, though - it seems like you are quite risk-adverse, so maybe given your risk tolerance, it's not the best idea, but if it were me, I would not think twice about it, and find a rock start property manager who knows exactly how to vet tenants.