In addition to working as Director of Education for the Wisconsin Department of Corrections and a trainer of teachers at Milwaukee Public Schools, she has been a small business owner, a clerk for the United States House of Representatives, and a legislative aide for Wisconsin State Senator Lena Taylor.
In 2012, after a drastic redistricting by the Republican-controlled legislature removed his home from the 12th and changed the racial complexion completely,[4] Kessler (who had served in the Assembly on and off since 1961) faced a challenge in the Democratic primary from African-American newcomer Mario Hall, who was reported to be a school choice supporter with backing from pro-voucher organizations.
In 2018, Myers, who has been active in various African-American and other civic organizations, announced her candidacy, saying that she ran because "neglect and starvation" had hurt Wisconsin's educational system, advocating that fewer people be re-imprisoned for minor probation and parole violations, and denouncing what she called the district's economic decline.
Kessler has been a frequent critic of Milwaukee County Executive Chris Abele on issues from privatization of Milwaukee public schools to the public subsidies which financed the Fiserv Forum; and the Leadership MKE political action fund (financed almost completely by Abele) reported spending over $57,000 in support of Myers' candidacy.
[10] Myers left her State Assembly seat to run for the Wisconsin Senate, following incumbent Lena Taylor's appointment as a Milwaukee County judge.