What J said. I don't see any harm in asking how she's doing. She may ask you that back in return and be upbeat and chill.
Benni had said something that stuck with me - in the beginning these interactions can be charged because they're new and both people are trying to figure out this new communication terrain. It keeps both people on edge and it's hard to have good interactions. But, if you stay upbeat and chill then at least you're taking the edge off the interaction. Do it consistently and W will then be able to take her edge off. This could then lead to some authentic interactions, which can give insight into how to proceed with tweaking your DB approach.
Don't worry if it's a short interaction. Even if it's "hi, how's your day". It's still good as long as you're upbeat and positive. Even if you don't feel you can be that, just pretend and act that way.
