A bit behind the curve with it, but just finished The Dropout. Was on my watch list for a while, and with the Elizabeth Holmes sentencing being in the news, finally dug in. Would recommend. I find the entire story fascinating.
Now on to 1899! Make it any further into it @Diggs24?
Not a lot of knowledge tbh, and that's the best part -- it isn't weighed down with a shitload of easter eggs, references, etc like recent SW shows have been. It does help a bit if you've seen Rogue One, as that's where this main character was introduced. But even then, it's not strictly necessary as this series is set before the events of Rogue One.
If you remember what happened in the very first 1977 movie, i.e. Rebellion vs. Empire, that's basically all you need to know.