1. People may forget, but Reddit was a (the?) major winner in the Digg exodus.
2. I don't think Digg every got the subreddit style discussion boards down. I think the reddit "homepage experience" vs. the typical subreddit experience to be very different. Should be interesting to see which way they slide for the redesign.
3. The influx of new capital and the focus on the redesign sort of telegraphs that they want to grow reddit, which is a very large but idiosyncratic community.
If they do it right, the change will be very transparent and very incremental, ala the ebay background color change [1].
Should be an interesting thing to watch!