- In 1990, an extra 10 weeks of parental leave benefits were added to the Unemployment Insurance, which could be used by either parent or split between them.
- In 1990-91, STF registered with the Saskatchewan Human Rights Commission as an affirmative action employer to improve its employment of women, people of Aboriginal ancestry, and people with disabilities.
- In 1994, Carol Moen was elected STF’s Vice-President and in 1996 she became STF’s fourth female President.
- In 1995, Heather-jane Robertson received the George C. Croskery Memorial Award for meritorious service to education from the Canadian College of Teachers and two years later the Distinguished Educator Award of the Ontario Institute for Studies of Education, and two nominations for the Persons Award for her outstanding work in advancing the status of women.
- In December 2000, parental leave grew from 10 to 35 weeks, effectively increasing the total maternity and parental paid leave time from six months to one year. Threshold for parental leave eligibility was lowered from 700 to 600 hours of insurable employment. However, the rate of pay stayed at 55 percent of parent’s earnings.
- In 2003, Heather Vermeersch was elected STF’s Vice-President and in 2005, she became STF’s fifth female President.
- In 2007, Dianne Woloschuk became STF’s sixth female President.
- In 2007, Sonia Susut was elected STF’s Vice-President, and was re-elected again in 2010.
- On April 1, 2008, Gwen Dueck was appointed the 10th Executive Director of the Saskatchewan Teachers’ Federation, becoming the first woman in the history of the organization to hold this position.