I see a big difference between "popped into" and "a connection to." I think the police chief was asked by a reporter about the sightings in Fall River, which occurred in a park known for homeless encampments. The original person who called in this sighting was posting on a news social media site, where he was urged to call in the tip, and stated "I gave her (meaning the person he saw, now since ruled out as Sandra) money." So the context of the police chief's statement was, could she be with the homeless? Now we have to rule it out, just like we ruled out hospitals, etc.
I do think it's a little strange to believe someone capable, who has previously shown no inclination to a homeless lifestyle, to have just one day out of the blue decided to join in on that way of living. That is, barring any other mental health or addiction factors that might apply. For instance if my mother (also a grandmother) suddenly went missing, I can guarantee you she is not with the homeless population. However, no one has yet said or implied that Sandra had homeless friends, did social work among the homeless, or was suspected of having health issues that could lead to this so I'm thinking they checked into this specifically in relation to the provided tip.
I do think it's a little strange to believe someone capable, who has previously shown no inclination to a homeless lifestyle, to have just one day out of the blue decided to join in on that way of living. That is, barring any other mental health or addiction factors that might apply. For instance if my mother (also a grandmother) suddenly went missing, I can guarantee you she is not with the homeless population. However, no one has yet said or implied that Sandra had homeless friends, did social work among the homeless, or was suspected of having health issues that could lead to this so I'm thinking they checked into this specifically in relation to the provided tip.