This reader, a self-described “Financial Independence Obsessive,” has an impressive track record—but she’s still deeply worried about money:
Hello! Thank you for this reader series. I should be a classic poster child for upward mobility. I grew up in a working class/poor family, with my parents mostly working retail. They divorced and my mother remarried, creating a large blended family of five children. I grew up acutely aware that my family didn’t make much money, which inspired a lot of anxiety about money and “passing” for middle class.
My family was never homeless, but we were under-housed; we were never hungry, but we relied on free school lunches, WIC, and food stamps. I started work cleaning motel rooms at 14 and saved half of every paycheck from my various part-time jobs until I graduated high school. Being a good student (I graduated valedictorian and earned some scholarship money), I thought that going to college would be an automatic ticket to financial security. Even with my savings, scholarships, and grants, I still accrued $40,000 in student loan debts.