Quote 19
He had grand ideas of the wealth and importance of Insurers of Ships in the City, and I began to think with awe, of having laid a young Insurer on his back, blackened his enterprising eye, and cut his responsible head open. But, again, there came upon me, for my relief that odd impression that Herbert Pocket would never be very successful or rich. (22.72)
Pip thinks he's an expert on who's going to make it in life just because he's obsessed with status and wealth—but he doesn't really know anything about wealth or money yet, and he won't until he loses it.
Quote 20
O dear good Joe, whom I was so ready to leave and so unthankful to, I see you again, with your muscular blacksmith's arm before your eyes, and your broad chest heaving, and your voice dying away. O dear good faithful tender Joe, I feel the loving tremble of your hand upon my arm, as solemnly this day as if it had been the rustle of an angel's wing! (18.93)
Pip may be a butthead, but he's not blinded by wealth. The fact that Pip and Joe are such great friends makes Pip's decision to leave the marshes all the more significant. Pip's dreams of winning Estella outweigh his love of Joe. In other words, he totally betrays the bro code.
Quote 21
"You may be sure, dear Joe," I went on, after we had shaken hands, "that I shall never forget you." (19.10)
Seriously, what a weird thing to say to someone who has been your father, brother, and best friend all of your life. Pip is almost acting as cold as Estella, here.