In his nearly two-year stint in Baltimore, Oberlton came under fire after two Baltimore Sun investigations found questionable spending in his office.
The first was $250,000 used to outfit Oberlton's executive suite in the basement of the central office, at a time when the district was lobbying lawmakers for billions of dollars to fix the system's crumbling school buildings. While Oberlton said that he did the renovation for health and safety reasons and to attract qualified candidates to the district, city schools officials said it was "a bad judgment call."
Months later, the school district forced Oberlton to pay back $5,000 in credit card expenditures incurred by his office, for purchases at retail stores such as Bath & Body Works and Walmart to buy snacks, refreshments, gifts and decorations for holiday banquets, birthdays and baby shower celebrations.
Other charges he incurred included a $7,300 retreat, a $500 dinner at the Inner Harbor's Fogo de Chao and a $500 quarterly meeting for staff at Paradise Indian Cuisine. He was not required to repay those expenses.