Parent Board of Directors

Parent Board 1970s

Highland is governed by a parent Board of Directors elected from the current body of parents. The Parent Board has full legal responsibility for all decisions relating to the operation of the school.  It sets and monitors the budget, makes and amends all school policies, hires and fires the director, and, in conjunction with the teachers, supports the curriculum. Highland’s experience demonstrates that parent governance of a school can be a critical factor in building school effectiveness.  It is the ultimate parent involvement strategy.

If you’d like to get in touch with the Parent Board, please email

If you are a parent at Highland and interested in becoming a board member, please contact Leana Nakielski Board President.

Current Parent Board of Directors

Leana Nakielski


Leana Nakielski is the Development Director of the Greater Milwaukee Committee. She works closely with the GMC president, team, members and community partners to identify and attract valuable resources in support of the GMC’s initiatives that advance economic prosperity, talent and innovation, and the vibrancy of place.

Prior to joining the GMC, Leana served as the director of operations at the Hispanic Chamber of Commerce of Wisconsin in Milwaukee and previously as the director of community resources at Highland Community School, where her three children attend. Before launching the development program at Highland over three years, Leana worked for the urban agricultural non-profit Growing Power for nearly a decade (2003-2013) in various roles, from intern to Latino Community Liaison to Development Manager from 2008-2013. Leana is passionate about social justice as it relates to the food system, economics, and the environment, including aspects such as labor, energy consumption, health, education, and community development. Her professional experience coupled with her B.S. in International Agriculture and Natural Resources (Agriculture & Applied Economics emphasis) and executive MBA in progress, both from the UW-Madison has provided Leana with a diverse yet solid foundation of knowledge and experience in community development, including sustainable food systems development, personal and public health, education, workforce development, and business development.

Leana serves on the board of directors for the Urban Ecology Center and the Southeastern WI Watersheds Trust. She is a member of the Community Action Council, Institute for Urban Agriculture & Nutrition, and a mentor in the UW-Milwaukee Institute for Urban Education. Leana has served on the board of directors for the Center for Resilient Cities, the steering committee of the Milwaukee Food Council, and was a former member of the Rotary Club Amigos de Milwaukee.

Sherita Greer

Vice President

Sherita Greer is a Milwaukee native and Highland Community School parent of 2 children. She works as a commercial lending professional for US Bank. Sherita is a Marquette University graduate, who is a dedicated and optimistic, young professional. One of Sherita’s most notable accomplishments includes the completion of the Danskin Triathlon. With a passion for health and wellness, Sherita enjoys cooking and lively fitness activities. She has traveled to various countries and believes that these voyages have given her a true appreciation and understanding of cultural diversity. Sherita has served on the Highland Board of Directors since July, 2013.

Alexis Carter


Originally from Seattle, Washington, Alexis Carter has called Milwaukee home since 2001 following relocation to the Midwest. Alexis received her BA in Business & Management from Alverno College and her Master’s Degree in Science & Management from Cardinal Stritch University. Alexis currently serves as the Director of Admissions & Enrollment at St. Joan Antida High School which fosters 60+ years of educating women in its all-girl environment. Alexis is connected to the city of Milwaukee because of the high volume of opportunity that exists to encourage sustainability. There is always something to do, somewhere to go or someone to show around this great city. In her spare time she enjoys watching football (Go Pack Go!), playing on her local kickball league, cooking, gardening and traveling. Her most rewarding thing to do with her free time is spending time with her husband, Antoine of five years and Che (pronounced like Hey but with a C), her four-year-old son who is in Carrie/Shonda’s class at HCS.

Marilyn Wiseman


Marilyn Wiseman is the parent of two children, Eleanor and Wesley. She is a consultant, working with progressive nonprofits on policy strategies and building organizational capacity. Marilyn has previously served on several boards for non- profit organizations, including the Urban Ecology Center, Community Shares of Greater Milwaukee and Milwaukee Environmental Consortium. Marilyn has a B.S. in Finance and Master’s Degree in Public Administration from the University of Wisconsin- Milwaukee.

Brooke Haley


Brooke Haley has been teaching  English and academic skills to international students and immigrants in Milwaukee since 2000 when she received her M.A. in Foreign Language and Linguistics .   Brooke has been a Highland parent since 2007 and has served on the Highland Parent Board of Directors as a director, secretary and vice-president since beginning her service in 2009.   Brooke chose Highland Community School for her children not only because she values the academic and life-skills that her children receive in its quality Montessori program but also because of its mission to build a sense of community, intellectual curiosity and social responsibility for both the children and the parents. 

Trent Kielley


Trent Kielley is an Application Packager at Aurora Health Care. Trent works with area Aurora hospitals and clinics to install software needed for patient care by doctors, nurses and surgeons. Trent and his wife, Ina, are both Milwaukee area natives. A Highland parent since 2009 and a Board Member since July, 2013, Trent now has two children at Highland.

Kate McChrystal


My parents’ motto growing up was “Only boring people get bored.”  For good or bad, I’ve carried those words with me and that has resulted in a very busy life!  I am a business owner, family law attorney, regular volunteer at the Marquette Volunteer Legal Clinic and Milwaukee Justice Center, avid fundraiser for Meta House, ARCW and the ACLU, the 2017 honoree of The Howard J. Eisenberg Public Service Award and, most importantly, mom to 4 year-old Finley (Ms. Carrie’s class) and wife to Jake Manian (who is also an attorney and passionate volunteer).  When Jake and I were exploring schools for Finn, our primary goal was to find a close-knit, diverse and nurturing school community.  We are so fortunate to be part of all of that and more here at Highland!  We truly feel that we found the perfect school for our daughter and our family.   The opportunity to grow the school’s mission is what attracts me to the HCS board.  I’m excited about the opportunity to continue ensuring HCS exceeds our children’s needs each day while exploring new opportunities and establishing Highland’s success far into the future.  I want our kids, faculty and staff to be happy and fulfilled on a daily basis and I want them, years from now, to see the school that they loved continuing to thrive.  I have a background in board work with AIDS Resource Center of Wisconsin (ARCW) where I was a founding member and past president of the ARCW Junior Board and a member of the Development Committee.  I believe that my experience there and my passion for HCS would be an asset to our school’s board.

Sharlen Moore


Sharlen Moore has committed her life to building and sustaining grassroots leadership for change. She currently serves as Executive Director of Urban Underground, located in Milwaukee, Wisconsin. A native of Montego Bay Jamaica, Sharlen immigrated to the United States with her family at the age of 6. Her commitment to youth was shaped by her early experiences with racial and economic injustice in Milwaukee. A parent of 3 Highland students, Sharlen has served on the Board of Directors since July, 2007.

Jennifer Raymond


Jennifer Raymond has been a Highland parent since 2012. She currently has two children at Highland, Edwin (7) and Eowyn (4). Jennifer earned her undergraduate degree from University of Wisconsin- Stevens Point with a double major in Communications and Spanish. She also earned her master’s degree in Curriculum and Instruction from UW-Milwaukee. She currently holds the title of Senior Director of Academic Coaching with the Boys & Girls Clubs of Greater Milwaukee.