In 1992, Singletary began writing about bankruptcy and banking for The Washington Post. Her nationally syndicated twice-weekly column, The Color of Money, was launched in 1997 to speak directly and authentically to Americans whose economic struggles are often overlooked. Over the past 25 years, her columns have guided readers to build up their savings, stay out of debt, steel themselves against stock market volatility, and be wary of cryptocurrency and get-rich-quick stock schemes. Singletary infuses her columns with her experiences as a Black woman to give readers relatable information that empowers their financial confidence and opens their eyes to the pernicious myths about the causes of America’s racial wealth gap. In 2020, The Washington Post celebrated her long and distinguished career at the paper with the Eugene Meyer Award, its highest journalistic honor. In 2021, she won a Loeb Award for commentary for “Sincerely, Michelle,” a series on race and money.