As bad as it looks mate it will be OK unless it's been leaking for a long time. I had a HD filter element break on my ported Dolmar and it looked considerably worse than yours. As a precaution I pulled the whole top end and the insides looked like new which gave me piece of mind. I whacked a new ring in it while I was in there though despite compression still being 210psi - just to be sure

The one good thing about small amounts of wood dust is that they basically get combusted and exhausted out. However all bets are off with Redgum dust as that is well known to pack out the bottom end after sustained ingestion and kill saws. Takes a while to do that though. As Benny mentioned they did have issues with one run of the HD2 filters. Otherwise they're the best filter on the market for our dust and absolute crackers.
As far as Huskies sucking dust that's normal in dead hardwood unless you start using filter oil/2T mix. I've had to use filter oil with every single Husky I own to stop dead Redgum dust getting through.