So Curtis paid off Porco's debt in full. But what about the money Porco gave to Piccolo already? Did they take it off the bill, or is the bill overpaid now?
Let's think about this. Let's say the plane repairs cost 10,000,000 lire. So the debt is 10 million lire at the start. Then let's say Porco then pays 6 million lire. So now his debt is 4 million lire. That's the debt Curtis pays off. There. No confusion, no overpayment. Math solves everything.
Is the implication supposed to be that Porco's curse is self-inflicted due to his survivor's guilt over his dead allies?
Yes. Originally there are more be explained, but the part is scrapped off the storyboard because of the Yugoslavian wars.
Curtis told Porco about Gina's true feelings at the end of Round One of their fight. So why did Porco wait six more rounds to say anything about it?
Watch it again. We see some of Round 1, cut away to Gina, then cut back to the end of Round 6. Notice that they're both smashed up and a lot weaker than they were in Round 1. Curtis tells Porco about Gina, then Round 6 ends.
In the manga there's no Gina, and the boxing went over 30 rounds.