invented to keep out the cold
A portrait of Eodred? That would be a while in the palace, which must mean she was near Ileosa regularly. Personal grudge? Something she saw? It always could be entirely unrelated, but that seems unlikely... No clean way to probe for what exactly happened while she was there, not while staying on topic. Oh well.
"Very impressive, to have the King— ah, the late King, I'm not even used to saying that yet— hire your work. And it would be hard to have a shorter reign than our late Queen, if late she is. What other work have you done recently?"
From here on, she mostly draws Trinia into the same conversation as she's had with other artists. What have they done, can she see some of their recent work, do they have experience painting different sorts of materials, can she see some examples... Nothing particularly contentful, just consistent with the story she's telling.
And eventually... "Thank you, your work is definitely impressive. I'll have to see more options before making a decision, of course, but you are on the list. Perhaps I'll see you again soon!" And with a bright smile and a quick wave, off she goes to the next painter.
Does anyone else have similarly plausible physical traits? Even if they did, a recent painting of Eodred definitely points to Trinia more than average.