This official portrait of President Barack Obama was painted by Robert McCurdy in 2018. Prior to his election to the presidency, Obama served as a United States senator from Illinois. On January 20, 2009, he became the first African American president and served two terms from 2009 to 2017. Both portraits of President Barack Obama and First Lady Michelle Obama were unveiled in a ceremony in the East Room of the White House on September 7, 2022.

This official portrait of First Lady Michelle Obama was painted by Sharon Sprung in 2018. A Chicago native, Obama earned degrees from Princeton University and Harvard Law School. Her husband, Barack Obama, served as president from January 20, 2009 until January 20, 2017. As first lady, Michelle Obama pursued initiatives focused on childhood obesity and healthy eating, support for service members and their families, and opportunity in education. Both portraits of President Barack Obama and First Lady Michelle Obama were unveiled in a ceremony in the East Room of the White House on September 7, 2022.

This painting of Theodore Roosevelt was painted by Polish artist Tadé Styka circa 1909. Styka depicts Roosevelt during his time with the Rough Riders, a volunteer cavalry unit that Roosevelt led during the Spanish-American War. The painting later hung in the Roosevelt Room of the White House. A former governor of New York, Roosevelt became president upon the assassination of William McKinley, on September 14, 1901 and served until March 4, 1909. This painting was acquired for the White House Collection by the White House Historical Association in 1974.

This painting of Theodore Roosevelt was painted by Polish artist Tadé Styka circa 1909. Styka depicts Roosevelt during his time with the Rough Riders, a volunteer cavalry unit that Roosevelt led during the Spanish-American War. The painting later hung in the Roosevelt Room of the White House. A former governor of New York, Roosevelt became president upon the assassination of William McKinley, on September 14, 1901 and served until March 4, 1909. This painting was acquired for the White House Collection by the White House Historical Association in 1974.

This oil on canvas portrait of First Lady Lady Bird Johnson was painted by Elizabeth Shoumatoff. Mrs. Johnson graduated from the University of Texas with a degree in journalism. During her life prior to the White House, her business acumen meant she became the first First Lady to be a millionaire in her own right. As First Lady, she spearheaded beautification projects spanning cities and highways and initiated several firsts for her office. She was the first to have a press secretary and chief of staff, as well as the first to do a solo tour to campaign for major policy issues, such as the Civil Rights Act. Her husband, Lyndon Johnson, served as president from November 22, 1963 until January 20, 1969.