Ive also knocked on the door on multiple occasions.

Be careful on if you do, get multiple bids and vet the GC well. 

Generally, grouping allows you to count all your hours collectively toward the 500-hour threshold, simplifying the qualification process for multiple properties.

9) adding multiple ADUs or adding an ADU to a quad looses F/F conventional financing.

I have a tenant in Maine who refused to leave after her lease expired, and multiple notices were given saying she needed to leave after it expired. 

There are also multiple universities that drive rental demand.

That's a spreadsheet that doesn't transfer to a real life leasing scenario because its not permitted within the zoning code.If the property is zoned RM1, then  perhaps you can lease to 8 unrelated individuals by converting the building into multiple units.

(Which is just a hallway/ staircase plus the basement where the laundry is as it is a 3-story rowhouse walkup; right now there is no HVAC at all - it is a large rehab project.)5) Are there any discounts for leasing fees usually if the agent is leasing multiple units?

Please see below update on the this case:My attorney and I have been going through multiple banking records over the last few months.

In other words, it may not really matter.I think it is also a fine line because even if I owned multiple properties prior to getting married, if my wife did ANYTHING to help with them, property management, sweat equity improvements, etc. then it can play a role.