I do think Lorelai's ability to go out and do what she does have a lot to do with both privilege and entitlement. Rory's achievements (obviously not her grades) definitely do. And I think these issues were highlighted during the revival.
So I guess that's where my issue with the whole thing stems. Since I hated both Wild and Eat, Pray, Love - I could see myself rolling my eyes at this book. Mary Karr (whom yes, I also recommend to anyone, as well as her friend Tobias Wolff) and David Sedaris (LOVE LOVE LOVE) also had much more interesting and or difficult lives than Lorelai and Rory. At the end of the day, it's hard to truly spin the backup rich parents/grandparents/friends who can give $30000 loans/eat out all the time into hard life journeys. Because at the end of the day it will always come down to, what kind of person brings a baby into this hardship because she couldn't deal with her own parents? There is no way to truly paint Emily and Richard as the villains needed to make Lorelai's decision seem at all reasonable. Even the show struggled to do that. With how the world is today, which is evident with recent events, the Lorelai part of the story is not something that people will have much sympathy over. And I think this is truly the reason Lorelai was fighting the book so hard, because deep down, she knows it and knows how harshly she would be judged. This is also something she mentioned, basically saying that she wouldn't look good once the narrative is outside her hands.