But some people will just fight putting their account information on a website.

Massive debt isn't a bad economic issue if there's something securing that debt (or something liquid capable of securing that debt). 

If they wanted to fight this in court it would take again substantial amount of more time, billable ours, labor, manpower and money. 

Renters are fully capable of doing the same, whether they have a large home or an apartment.If the mice are in the walls, call an exterminator to help you determine how they are getting in and stop them.

3) Will the asset be capable of doing a task that it was previously not capable of doing?

Good managers will want to make sure all aspects of management are in order and you may find yourself fighting for control. 

In the next 20 months, that house will have paid for its own emergency fund capable of paying outright for a new furnace and a new roof.

If you are not capable of doing the job hire a eviction lawyer as already suggested.I would strongly advise you sell the property.

I am capable of selling those properties myself however, I typically higher a residential agent to do the work for a number of reasons.

This type of accounting technique seems a little more advanced and I'm not sure if Quicken has these capabilities.