Boostly says they can get you to 65% direct booking but it costs 5k - 6k plus $95/mo. 

Do what you can to keep the cost of student loans down. 

The potential risk you're taking on is not worth the cost savings IMO. 

This is basically a possible framework for my semi retirement.  5 year plan Assumptions-My own company is building everything (except electric) and cost savings can be opportunistic on overstocks, returns etc, but my cost assumptions don’t include any savings here.

Now I'm left wondering whether it's best to lower the price to get the property off my hands asap or to make some costly improvements that will probably neutralize any increase in value.

Everyone seems to talk about including the costs of the new mortgage, taxes, insurance, maintenance & capital reserves, and the vacancy projections when looking at realistic cashflow, which we already do for all the properties in our rental portfolio.But we, like many, cant find properties that are making any cashflow sense right now.

I never encounter competition on the properties I buy.

My properties are listed on both, but I keep spreadsheets on "issues" their resolution and how much it cost to resolve them. 

Finally, closing costs were reasonable.Cons-  Quality control of closing docs. 

I’ve requested financial statements, tax history, utility costs, and information on the property management company.