The issue with using comps on any type of software, especially propstream or dealmachine is that they tend to use an "estimated value" of the homes that they are using for comps, not actually comparing to what has sold recently in the area or what is currently listed, not accounting for DOM (day on market) or other market shifts that play into realistic valuation of a property.

Legal Compliance: Ensure you're on top of zoning laws, landlord-tenant laws, and that your contracts are solid.

If they are not aware of the sale, there may be issues when they see the named insured has changed to you or the LLC.If the old owner still has title, you may need two policies.  

Obviously if you get seller financing that won't be an issue. 

The southern/middle part of the country is a great place to invest, not only is it affordable but the landllord laws are very friendly.

I rent out a little mother-in-law apartment in my house, as well as a couple RV pads on my property.

its started with de Santis in FLA  signing in the new law and allowing a Sheriff like Sheriff Grady to go knock some heads and believe me they will in FLA . finally some law and order :)  GA is on the cusp of signing the same type of legislation.. the real issues is the states we know to be Tenant friendly . 

naw don't be worry we file claims against guest with vrbo and airbnb and no issues.

Have read similar issues among all different investors.

We also see the struggles you face:Disgruntled customers due to communication breakdowns and scheduling mishaps.Frustrated employees missing deadlines because of complex systems.Recurring service issues stemming from a lack of standardized procedures.Unhappy technicians dealing with unclear pay structures and disputes.The constant threat of legal and financial trouble from non-compliance.You wear many hats, and there just aren't enough hours in the day.