Any tips on targeted marketing, effective lead generation, or even some "outside-the-box" tactics?

2) Focusing on Cashflow vs Appreciation: recipe to buy Class D properties that may take a generation to increase in value. - What type of tenant do you think will live in a Class D property?

If the property is making money - and I mean really generating good cash flow - then those taxes are just another line item in your budget.

Once the building is sold it generates a Section 1231 Gain and that can be offset by release of the passive losses from the syndicate that have been carried forward.

A friend of my wife’s brother in Maui has a 5th generation cork and cattle farm near Gibraltar, Spain.  

You need to look at return on equity, how much cash flow can be generated putting your equity to work vs the cash flow this property will produce.

Can you generate a report in Buildium to download a CSV file to upload transactions to Stessa via the Stessa CSC uploader?

It generates a false sense of urgency for the buyer and they are quicker to pull the trigger on the next one without having their questions answered.

Looking for a high LTV DSCR option given this property should reasonably be priced nearer to or upwards of $425k given the cash flow its generating.

Yes, there are bad areas and appreciation probably won't happen...but rents are not declining, there are great tenants if you screen correctly, and even the C neighborhoods generate great $.