Despite getting everything for free, he always complains it's not enough and he deserves more.
There is a very famous passage in Genesis that focuses on this specific sin of Bob’s (one of many) and has been commented on by sages over millennia. I wouldn’t normally share about this topic at length but Bob inspires me to spell out the exact nature of his wickedness.
When Jacob left his parents’ home after Esau vowed to kill him for receiving his birthright (which degenerate Esau sold him for a bowl of lentil stew), he had with him great wealth his father had given him upon departure. But Esau had ordered his son Eliphaz to hunt down Jacob and kill him. Eliphaz caught up with him but as he had been raised by Isaac, he could not bring himself to hurt his uncle. Jacob ended up giving Eliphaz everything he had so that his nephew wouldn’t return to his father empty handed. A man with nothing was considered tantamount to a dead man, and Jacob was selfless enough to give all of his possessions to save his nephew from Esau’s wrath.
So Jacob arrived in Haran with literally nothing. All of his wealth was earned through years of backbreaking work as a shepherd for his scheming father-in-law Laban.
Decades later when Jacob has left Laban with his wives and children and is on his way to the land of Canaan, his journey puts him on a direct collision course with Esau. In an attempt to appease his brother/would-be murderer when they are mere hours away from reuniting, Jacob sends his servants ahead toward Esau with gifts: hundreds of sheep and cattle from the flocks and herds he had earned over years of grueling labor for Laban. He timed this gift to reach Esau just before their meeting, spacing out each type of animal so that when Esau looked at the horizon, he saw the vast number of animals heading toward him and was impressed by the sheer number and quality of the animals.
Then Jacob and Esau finally meet. Jacob tells his brother the herds are a gift he is giving him. Genesis 33:9: “But Esau said, ‘I have plenty, my brother; let what you have remain yours.’”
Jacob (ibid. 33:10-11): “‘Please, no! If indeed I have found favor in your eyes, then you shall take my gift from my hand... for God has favored me [with it], and [because] I have everything’”.
Though Esau was very wealthy, he felt he had plenty — but never enough.
Jacob, the righteous twin, had always been certain that he lacked nothing. He knew in every cell in his body that he had everything.
Esau types can never feel satisfaction or joy. Even when he is blessed with money or possessions, any scrap of gratitude is far outweighed by both a sense of what is missing AND anger at not getting what he feels he “deserves.”
In contrast, Jacob types see any wealth, status and family he has as gifts from God. Gifts aren’t earned or “deserved.”
Jacob types also have the constant mindset that “All of my needs are met today.” Logically, if they weren’t all met he wouldn’t have been able to survive. So even when he arrived at Laban’s with nothing, he felt he had everything.
The Godly man follows in Jacob’s tradition. He asks God to help him live his life with a sense of “I have everything,” and therefore does not fall victim to a sense of lack or entitlement.
We all know which brother Bob is: the sinful reprobate who was never satisfied and always ruled by rage and resentment, feeling hard done by rather than grateful to God for all of the gifts he’d been given.
The fact that Bob pretends to be a religious man would be funnier if it wasn’t so disgusting. Even Esau the bloodthirsty killer, thief and pervert wasn’t evil enough to try to get away with that scam.
