Sasha, 15, who is using her full name Natasha while working at Nancy's, a seafood restaurant on Martha's Vineyard, Massachusetts, has been learning the ropes of the service industry.
"She's been working downstairs at takeout. We were wondering why there were six people helping this girl, but then we found out who it was," a server at the busy island eatery was quoted as saying by the Boston Herald.
When her shift ended, Sasha and a friend, who also was wearing the navy blue Nancy's T-shirt and baseball cap, brought a tray of drinks out to her security contingent, got in the SUV and took off.
Nancy's is a favorite stop for the First Family, who always stop by for seafood when they are on their annual Martha's Vineyard vacation. The Obamas reportedly are friends with Nancy's owner Joe Moujabber, which is how Sasha scored her summer job, the paper said.
The Obamas have been attempting to raise their daughters as normally as possible which may be why they are letting Sasha get a taste of working a summer job in a resort area.
Sasha and her older sister Malia, who will attend Harvard University in 2017 after taking a 'gap year', attended their first-ever state dinner in March.