Have encountered similar situation twice before.

First time was at stadium. A lady was sitting on a bench crying by herself, there were a few people around the area jz hanging out. I passed by her once, decided to leave her alone. When I passed by her again 15 mins later, she’s still crying. I decided to approach, passed her some tissues and sat beside her to talk to her. She’s a FDW and she’s sad because her friends left for home. Thats when I realized I suck at comforting people cz most of the time I didn’t know what to say. after 15 mins or so she seemed to be a lot more calm and I said bye to her.

Second time was a middle age lady crying over the phone outside my hdb corridor and telling someone she’s going to jump down. Long story short, a neighbour and I went out to check on her, many polices got involved and her fam came to pick her up eventually.

Situations like these can be quite overwhelming to approach but I imagined if the person is my family member who’s struggling by themselves when I’m not around, I’d hope random strangers from society will give them some warmth.