You can extract it from the history, but I don't think you can actually do much with storing it explicitly.
If you created a field for "assignee when moved to in progress", then you could use a bit of scripting or a "copy field value" post-function from one of the common add-ons to copy the data on that transition, but that's only going to work for the last time the transition ran. There's no support for a field that could hold multiple copies if the transition runs many times, the best you could do would be appending to a text field (but then you're into scripting, and if you have script add-ons, you might as well script "read the history")
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