Raised in Fleming Island on the northeastern coast of Florida near Jacksonville, Pickett attended St. Johns Country Day School and won 3 state championships with the soccer team.

[2] In 2014, she led the Seminoles to their first NCAA Division I Women's Soccer Championship anchoring a defense that allowed no goals throughout the tournament.

[12] Of the selection, Reign FC head coach Laura Harvey said, "Pickett is a player that we have been tracking closely for a long time.

[21] Pickett played in nineteen of twenty-four matches (including sixteen starts) for an Orlando side that finished seventh in the league.

[26] In August, having been unable to feature for Orlando Pride, Pickett moved to Cypriot First Division club Apollon Ladies on loan until November.

On February 4, 2021, North Carolina Courage acquired Pickett in a trade with Orlando in exchange for the playing rights to Jodie Taylor.

[29][30] In January 2023, Racing Louisville FC acquired Pickett and fellow North Carolina Courage defender Abby Erceg in exchange for Emily Fox.

[35] On June 28, 2022, she made her debut for the United States national team against Colombia, becoming the first player with a limb difference to play for the USWNT.

[38] She worked with Nike to develop the Phantom GT Academy FlyEase boots, designed with a fold-down heel and a wraparound strap closure in place of laces.