When it comes to Phil, you cannot really trust anything he says directly, you have to look at the context around it.View attachment 7635586
Here's the minute where he talks about it in the most detail.
Based on the leaked chat messages, the "as you get older, more and more things start to happen you can't control" and "one of the darkest, most emotionally wrenching times of my life", and the emotional stammer after that second line, it's got to be Linda dying. Something happening to Kat wouldn't really match the getting older line, I doubt it's Jasper because I don't think he'd leave the house for it, and we can assume Linda is the sicker of the two parents. I don't think it can be anything else, unless the gas station thing happened whilst he was recognised in public or something.
We know for sure he was forced to leave the house, cause it's something that slipped early on. We know it was not a nothing burger because he was using clown mode which broke down into begging and tahxicity maxxing right away.
Could have been something as simple as Keth forced him take her to a wedding of one of her coworkers.
To Phil that is exactly the same level of inconvenience as his parents dying, except his parents dying is actually less traumatic cause maybe he can get some money out of it.
The best hint at an issue with the parents still is the PPP DMs, not him saying he had a "hard time" directly.