I have a 1:1 with the director of my engineering org in the next couple of weeks and it's a rare opportunity. I'd love to make a great impression and learn about insights that I wouldn't be able to get from just talking to my manager or teammates. I'm relatively junior and new to his org. Any advice on what to talk about?
It's great that you already recognize that it's an unique opportunity for you!
I also was constantly learning from such events. Here is a list of my favorite questions (just for the inspiration):
But overall please consider using your own ones, since it depends on the exact goals you want to achieve for yourself.
On top of the excellent recommendations from Igor, I recommend these Taro discussions as well:
Also, given that Rubrik is a pre-IPO company, you might want to ask about how that's going and what their perception is of the company's financial outlook, especially in this current economic climate.