Have you already done a 3AM investigative ride/drive-by of Laurelhurst Park playground and the Sunnyside School school park? Those are places where a cluster of camp reports have been filed recently.
Not 100 percent of “folks living outside” are an active participant in crime, however these are good places to check. My experience shows unauthorized camps have far too many bikes and those bikes change far too frequently to be consistent with reasonable use of bicycles for the number of people living there.
Source: City of Portland OMF interactive map. https://www.portlandoregon.gov/toolkit/74071
The red dots are vehicle camps. Black dots are camps that aren’t vehicles.