Let me get this straight, grandpa is daring Gordon now?

I don't think so even though it sounds like that. I think it means the thing Grandpa is getting from Gordon is the "social connection" to another high class family, that was lost due to Karlyle's arranged marriage being called off earlier in the series. Once Ash and Lyle got back together after their rocky separation.

Oh i see i was like hold on this is an unexpected turn. So it's just business stuff