In November 2001, Earle-Sears upset 20-year Democratic incumbent
Billy Robinson in the general election for the 90th district seat in the
Virginia House of Delegates, becoming the first female
Black Republican, She is the first Republican to represent a majority-Black House district in Virginia since 1865. Sears received a presidential appointment to the
United States Census Bureau's African American Committee and a separate appointment from the
secretary of veterans affairs to the Advisory Committee on Women Veterans. In
2004, Earle-Sears was the Republican nominee for
Virginia's 3rd congressional district, challenging incumbent
Bobby Scott. In 2011, Governor
Bob McDonnell appointed Earle-Sears to the
Virginia Board of Education, succeeding Ella Ward. She served as the board's
vice president in 2014, succeeding Betsy Beamer. Earle-Sears was succeeded as vice president by Billy K. Cannaday Jr. In 2015, Earle-Sears retired from the board and was succeeded by Wes Bellamy. In September 2018, Earle-Sears ran as a write-in candidate for the
US Senate after
Corey Stewart won the Republican nomination, citing his past alliances with
white nationalists and other
racial controversies. She received less than 1% of the vote. During the
2020 United States presidential election campaign, Earle-Sears supported
Donald Trump and served as the national chairwoman of the
political action committee Black Americans to re-elect the President. Following the
2022 United States elections, during which Trump-endorsed Republicans lost in critical
battleground states, Earle-Sears criticized Trump, calling him a liability for the party and saying she would not support him running again in the
2024 United States presidential election. Earle-Sears later changed her position, announcing her support after Trump was named the presumptive nominee in 2024.
Lieutenant Governor of Virginia (2022-2026) 2021 election On January 21, 2021, Earle-Sears announced her candidacy for Lieutenant Governor of Virginia. On May 11, 2021, Earle-Sears won the Republican nomination for lieutenant governor of Virginia on the fifth ballot, defeating former state delegate
Tim Hugo 54% to 46%. She was inaugurated as the 42nd lieutenant governor of Virginia on January 15, 2022. She is Virginia's first female lieutenant governor, as well as the first Black female to hold the office. During her 2021 campaign, Earle-Sears declined to say whether she had been
vaccinated against
SARS-CoV-2, but encouraged others to get vaccinated.
Tenure On February 10, 2022, Earle-Sears cast her first tiebreaking Senate vote as lieutenant governor. The Senate voted 20-20 on a bill that would have let defendants in many felony cases appeal discretionary sentences in situations when a judge has not provided a satisfactory written explanation of the sentence. After conferring with the bill's sponsor and with one of the bill's opponents, Earle-Sears voted against the bill. In June 2022, Earle-Sears "broke a tie vote in the Senate to allow Gov. Glenn Youngkin’s proposal to extend lab-school status and funding eligibility to community colleges and TAG-eligible private schools in Virginia to move forward". In 2024, the Virginia Legislature passed HB 174. The bill stated that no one who is empowered to issue a marriage license may decline to issue a license based only on the gender, sex, or race of the parties. Governor Glenn Youngkin signed the legislation. In her role as presiding officer of the Virginia Senate, Earle-Sears was constitutionally required to affix her signature to the bill. While she did sign it, she added the following note: "'As the Lt. Governor, I recognize and respect my constitutional obligations to the procedures laid out in the Constitution of Virginia. However, I remain morally opposed to the content of HB 174 as passed by the General Assembly'". On January 28, 2025, Earle-Sears cast a tie-breaking vote against a bill to establish a right to contraceptives. The bill was later voted on by the Senate again and passed. In 2025, the Virginia Legislature gave first passage to a proposed constitutional amendment that would guarantee abortion rights. Sears affixed her signature to the amendment but added the following note: "'I am morally opposed to this bill; no protection for the child'". After
Attorney General Jason Miyares announced on November 18, 2024 that he would not run for governor, Earle-Sears was viewed as the presumptive candidate for the Republican nomination. On February 28, 2025, due to Earle-Sears' previous criticisms of
President Trump, former state senator
Amanda Chase and former state delegate
Dave LaRock each announced that they would run against her in the Republican primary. Despite this newfound opposition, Earle-Sears was still viewed as the favorite to win the primary. In March 2025, Earle-Sears' campaign stated, "'Challengers can enter the race, but the outcome will be the same' — victory". Ultimately, neither Chase nor LaRock reached the required number of signatures to qualify for the ballot. On April 5, 2025, Earle-Sears became the
Republican nominee for governor. While speaking at an
Arlington County School Board meeting to oppose the system's "
transgender locker room and bathroom policies", Earle-Sears was targeted by a racist sign in a crowd of protesters outside the venue. It read, "Hey Winsome, if
trans [
sic] can't share your bathroom, then Blacks can't share my
water fountain." All six nominees for statewide office denounced the sign, with Earle-Sears's opponent,
Abigail Spanberger, stating, "No matter how much one might find someone else's beliefs objectionable, to threaten a return of
Jim Crow and
segregation to a Black woman is unacceptable." A follow-up FOIA submission clarifying and broadening the request went unanswered within the legally required timeframe. ==Political positions==