[Oh. Using past tense to describe one's family unit -- and then the addition of "while I could". Unfortunate social faux pas on his part, unwittingly assuming their presence via a distinct lack of information. He maybe should have known better.
There's the option of saying nothing to address it, and then there's the option that Connor often chooses:]
I'm sorry if I brought up a sensitive topic. It wasn't my intent.
[The second question is attended to a bit more easily.]
I work with a police lieutenant in the city where I'm from. His name is Hank, and I would very much like to know his current status.
no subject
There's the option of saying nothing to address it, and then there's the option that Connor often chooses:]
I'm sorry if I brought up a sensitive topic. It wasn't my intent.
[The second question is attended to a bit more easily.]
I work with a police lieutenant in the city where I'm from. His name is Hank, and I would very much like to know his current status.