The placement of Jackson on the $20 bill is considered ironic; as president, he vehemently opposed both the National Bank and use of paper money.

An article in the June 30, 1929 issue of the New York Times, stated "The Treasury Department maintains stoutly that the men chosen for small bills, which are naturally the ones in most demand, were so placed because their faces were most familiar to the majority of people.

[13] Among the candidates on the petition were Harriet Tubman, Eleanor Roosevelt, Rosa Parks, and Wilma Mankiller, the first female chief of the Cherokee Nation.

[15] On June 17, 2015, Treasury Secretary Jack Lew announced that a woman's portrait would be featured on a redesigned $10 bill by 2020, replacing Alexander Hamilton.

[18][19] Lew simultaneously announced that the five- and ten-dollar bills would also be redesigned in the coming years and put into production in the next decade.

[27] Later in June, the Treasury Department's acting inspector general, Rich Delmar, sent a letter to Senate Majority Leader Chuck Schumer stating that his office would investigate the issue.

[29] In January 2021, White House Press Secretary Jen Psaki claimed President Joe Biden will accelerate the Tubman redesign.

[30] However, a 2022 internal department message from the Treasury Secretary, Janet Yellen, reaffirmed the 2030 debut originally planned by the Trump Administration.