Hmm, good point. "My outlook" might actually be correct. Depending on if it is a webapp or the real one running on your device that is.
Similiar to "My game just crashed".
Jira otoh is not yours, because it's in the cloud. It might be "my internet connection", "my browser" or "my account" that is having trouble.
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Hm. "My train got delayed" is interesting in this context. I don't find that offensive. But that also might be because trains don't seek rent the way SaaS does? Not sure.
I guess trains do not hold me hostage. They might just be a container in which someone does that.
Jira, cloud LLM inference or similar otoh..
The "my train" convention is an interesting argument. It's not actually yours, you're buying a train-as-a-service single-use license, and there are tiers to that too.
I guess the main difference is that TAAS has many different trains where the experience varies wildly, so it helps to be specific on which train you're licensing; but LLMs are the same product for everyone, and you can't stay with say, ChatGPT 1.0, you get the same choices as everyone else.