Luna, it’s easy to read things into statements when you expect them to be there. But sometimes, they actually aren’t. Fr. Simon isn’t denigrating women who choose to have careers. He’s decrying a culture in which women have joined mysoginist men to say that that portion of your life is what DEFINES you rather than being simply what you do to support the ACTUALLY meaningful portions of your life: spouse, children, faith and community. Men for hundreds of years have made this tragic mistake. Women have only recently joined us. It’s not that work/career aren’t important. You have to feed your family, after all. It’s just that no matter how good a lawyer, doctor or welder you end up being, it’s all going to be forgotten by the world 5 years after you retire. But raising up a strong and healthy family is forever. That’s a message men have needed to learn for many generations. Women generally comprehended it far better until the last two or three generations. That’s why he’s sarcastic about “progress.” Going backwards isn’t progress.
Again, it isn’t the idea of women working that he finds so sad. It’s the idea that women have joined men in fundamentally misprioritizing the importance of what they invest themselves into in our culture. Work isn’t supposed to be who you ARE for women OR men. Read it again and you’ll see him say that pretty clearly. It’s when work becomes the major focus of your life that you are a loser “drone.”