And even though I know many people that have done dozens and dozens of deals over 15+ years, and never had a title issue, to me it is worth far more than it costs.

Majority of the people here seems to be good with Quickbooks, Buildium, Appfolio, and plenty of other software.

Any recommendations on trustworthy people?  

Most good people who are looking now, will be wanting to move in July 1. 

A lot of people have problems seeing how the space would look with furniture or even what some rooms are. 

Finally, this can be time consuming but if you plan to keep working in this market with these types of properties, it may be worth it to reach out to people who have shown interest but didn’t follow through.

That's way to random trying to pick up buyers and I don't like letting a bunch of random unqualified people in your home and wasting my time and potentially exposing you to more risk. 

So, ideally a 30yr track record with no investor losses across hundreds of deals is preferred, but in reality, for many people reading this, you will either get experience and long track record, OR impeccable, no investor loss track record.  

Some of the software require a minimum of 200 doors, etc.I work with a lot of people in the property management industry, especially startups, and the best advice I can offer is to go try the software that offer free trials. 

I am now confused as I kept seeing different ways people do things.