Dear Villaneweva,
I like your questions. Having wrestled with many of them when I was a bit younger, I would advise you that these are questions which you must struggle with by yourself and on your knees.
As someone who used to think in very black and white terms - rich = bad, poor = good, I would simply say that exploring these questions out loud often leads to judgementalism, which offends Charity, Whom you are trying to please in the first place! Quiet your heart and simply ask Jesus to guide you.
In addition to seeking in the Bible, and praying, read stories of the lives of the Saints. You will find that while many of the Saints were extremely poor, or embraced poverty (St. Francis, perhaps Mother Teresa soon) others were extremely wealthy. Clearly, although wealth can be a trap, and Jesus warns that it is very hard for the rich to enter the kingdom of Heaven, riches do not have to be an obstacle to sanctity. The obstacles are found in our hearts - in our pride, our tunnel-vision, our self-love, our greed.
When I was 18, I left home with $50 in my pocket, and worked for 5 years at a homeless shelter, living in the same facilities as the woman and children we served. I was blissfully happy, and knew I was doing God’s will. But as I mentioned, I saw the world in black and white. Bit by bit, God has taught me that there are many kinds of poverty, and many ways to serve the poor.
By an odd twist of “fate,” after I left the shelter, I landed up living with a millionaire widow in a mansion. Really. In a sense, my new home was worlds away from my previous experience. And yet I discovered in the dear lady I lived with an absolutely crippling poverty of lonliness. She could trust no one, simply because she was so wealthy, and she had few friends. LIving with her, I found that trying to show love to this woman was sometimes more difficult, and therefore perhaps more meritiorious, than my blissful years serving the financially poor.
Surely God loves the poor in a special way, but His love has many, many manifestations. Pray to God that He will use you to minister to the poverty you encounter in everyday life–it’s not about guilt trips, or scrupulosity…it’s about seeing His face in each person you meet, whether it’s the bag lady on the street, or the seemingly arrogant businessman at the Metro stop.