Cultivating student curiosity, creativity, and confidence drives our work. Through an interdisciplinary approach, we prepare our students to be independent thinkers, clear communicators, and effective problem-solvers. Together, we’ve created a special community that celebrates individual strengths, ensuring all students are seen and supported, known and needed.
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Co-Head of School, Math
I’ve been working in independent schools for more than 30 years, 15 of them at Crossroads. I live in St. Louis City in the Forest Park Southeast neighborhood, now often called The Grove. I studied philosophy and theology at Saint Louis University and went on to get a Master’s degree in Education at Washington University. I am married to Beth Obertino, and our two children are Crossroads graduates. Hannah (class of 2009) is getting her PhD in social work at the University of Chicago and is interested in immigration, youth, and education. Josh (class of 2011) is a weekend woodworker and a weekday mechanical engineer at Ford Motor Company in Detroit. I love tea and will happily make a cup for you if you stop by my room or office.
MA Washington University:Education
BA St. Louis University:Philosophy and Theology
Co-Head of School, English
Sarah Pierson Wolff
I’ve been at Crossroads for almost 30 years and have served in a number of administrative and teaching positions allowing me to serve the students and their families from in a range of ways, all relationship-based. I earned my BA in English and Education from Colgate University and my MA in English Education from New York University (valedictorian in 1990). My first love is the classroom and anything to do with kids, books, writing, and ideas (though time spent on the coast of Maine is a close second). I chose to settle with my family right around the corner from Crossroads, making this community more than just my workplace.
At Crossroads, I know my students well, and when they know I see them and believe in them, I can push, support, challenge, and engage them most meaningfully. I also love that humor and humility are center stage for all of us at Crossroads.
MA New York University:English Education
BA Colgate University:English
Receptionist and Administrative Assistant
I am the proud mom of three grown daughters and one grandson (17 months). I recently gained a second son-in-law. I have been in education for almost 40 years and have had wonderful experiences teaching kids as young as second grade and most recently juniors and seniors. I am a huge supporter of women in STEM! I live in south city and spend a good deal of my free time walking for exercise while taking in all the fun yoga pop ups in city parks
I have been at Crossroads for more than 20 years and am the parent of three Crossroads alums. My teams have won five conference championships and have been the runner-up in a number of District Championship games. The teams that I put on the court and field have a reputation for being aggressive and fast-paced, and play with a great deal of passion and energy. I played college baseball at The Catholic University of America. I also served as the Assistant General Manager of the New York Yankees Class A affiliate in Virginia and coached college baseball at East Stroudsburg University. I spent nine years at the prestigious Sidwell Friends School in Washington DC, where I served as a football, basketball, and baseball coach. I am currently the Commissioner of the South Central Athletic Association.
BA Catholic University:Philosophy
Director of Business and Operations
I support the school as the Director of Business and Operations. My career started in public accounting, but my passion was always to serve a not-for-profit. I hold a CPA license, as well as a Masters in International Accounting from City University in London. Seeing the world and experiencing different cultures is a true passion, but St. Louis will always be my home! I live just a few blocks from Crossroads with my husband, two children, and two dogs. Exploring the neighborhood, walking in Forest Park, and finding the best places to eat help keep my family busy!
BS Maryville University-Saint Louis:Accounting and Marketing
MS City University-London:International Accounting
I have been joyfully and gratefully working with students and their families for more than 30 years as a teacher, coach, and counselor. While attending a small liberal arts college in West Virginia called Davis & Elkins, it became clear that working with children and adolescents would be her life’s work. It was later at Washington University’s Brown School of Social Work that I learned the skills to support their needs. I am a cook, baker, and avid pickleball player. I love to play and watch all sports. I live with my partner and two rescue geriatric golden retrievers named Rosie and Biscuit.
MSW Brown School of Social Work, Washington University in St. Louis:Clinical Social Work
BA David & Elkins College:History & Political Science
I have been at Crossroads for more than 34 years and have seen many transformations of the school, including working for every Head of School since the founder, Arthur H. Lieber. I received my BS in Business Administration from the University of Missouri–St. Louis. I love to spend her free time with my nieces and nephews (my “babies”), go to movies, and listen to books. I spend every summer vacation in Rhode Island, the most beautiful place on earth.
BS University of Missouri-St. Louis:Business Administration
I teach Mandarin, and have a passion for people, language, and music. I am a former member of the KU Symphony Orchestra and chamber ensemble, have studied, worked, and traveled throughout China, and have taught full immersion Chinese at the Middlebury-Monterey Language Academy summer program. I live in North St. Louis with my husband, Michael, and three children. I get excited about world travel, theme parties, hors d’oeuvres, karaoke, board games, and cello covers of popular music.
MA University of Kansas:Teaching and Curriculum
BA University of Kansas:Chinese Language and East Asian Language and Culture, Cello Performance (minor)
I have 25 years of experience as an art educator. I earned my BFA in photography and Printmaking from the University of the Arts in Philadelphia, and my MFA in Photography and Ceramics at Rochester Institute of Technology. I have served as an Adjunct Professor at the University of Missouri, St. Louis, and Maryville University. I have also taught at Craft Alliance and at COCA, working with a wide range of students from kindergarteners to adults. I have received a number of awards and grants for her artistic endeavors and my work has been included in various exhibitions regionally and nationally.
MFA Rochester Institute of Technology:Photography and Ceramics
BFA The University of the Arts, Philadelphia:Photography and Printmaking
I began teaching in 2007. Prior to joining Crossroads, I taught in Chicago, Kathmandu, Nepal, and Champaign, IL. Mistakes are my favorite part of the problem-solving process in math class. I encourage my students to appreciate the beauty and the struggle of learning something new. I am passionate about finding excuses for me and my students to leave their comfort zones. Whether that is volunteering to share in class, camping in bear country, or navigating a crowded overnight bus in rural Asia. International travel, yoga, and spending time outdoors feed my soul. I live with my partner, Mimi, and a handful of semi-thriving houseplants.
MAT National Louis University:Secondary Math
BA University of Missouri-Columbia:Interdisciplinary Studies
I have been teaching biology at Crossroads for more than 20 years. Before that, I taught at Thomas Jefferson Independent Day School in Joplin, Missouri. I earned a BS in biology from Emory University in 1988, and a PhD in molecular genetics from Washington University in 1996. In addition to chairing the science department, I also coach our state- and nationally-ranked chess team. I love to share my passion for the sciences with my students, many of whom have gone on to careers in STEM fields (the greatest reward for a career science teacher). I also love to fly fish, and tie my own flies. I am married to Jodi Granok, a professional organizer and Saint Louis native.
PhD Washington University:Molecular Genetics
BS Emory University:Biology, Religion (minor)
I joined Crossroads after a long career in business, most recently as a principal at a large, national financial services organization. I have taught a variety of subjects at Crossroads, including Leadership, Personal Finance, and Sociology. I coach Girls Varsity Tennis, Boys Varsity Baseball, and Boys Varsity and JV Basketball. I have recently taken on an expanded role in Middle School athletics, with an eye toward introducing new activities, such as fencing, and building for the future. As the parent of three Crossroads alums, I have had a lifelong passion for and connection to education. I have served as Executive-in-Residence at Eastern Illinois University, Adjunct Instructor at Maryville University, Advisory Board Member at Baylor University MBA Program, and frequent lecturer at Saint Louis University, WashU, and Mizzou. A Navy veteran, I live with my wife and best friend Linda, and pups Beau and Juno.
Masters, University of Georgia:Research
BA, Southern Methodist University:Economics
I teach math at Crossroads. I’ve taught in the public sector and have written content for high stakes standardized tests. I earned my Master’s degree in Mathematics from Southern Illinois University–Carbondale along with two Bachelor’s degrees from Southeast Missouri State University in Secondary Education and Applied Mathematics. I am a hobbyist and spend my free time developing games, losing at chess, and tinkering with new dinner recipes. The majority of my time is spent with my beautiful newborn, Valerie, my wife, Mariah, and two dogs Ramsey and Teddy.
MA Southern Illinois University:Mathematics
BS Southeast Missouri State University:Secondary Education and Applied Mathematics
I graduated from the University of Missouri–St. Louis with a bachelor’s degree in Spanish. I taught Spanish at Crossroads from 2008 to 2017 and then returned during the 2018-2019 school year. I enjoy international travel. In addition to teaching, she also serves as a volunteer minister as one of Jehovah’s Witnesses.
BA University of Missouri-St. Louis:Spanish
I followed in my wonderful mother’s footsteps by becoming a teacher and have more than 21 years of experience teaching Spanish. I have a passion for traveling the world, learning about different cultures, and speaking Spanish and French. I majored in Spanish at Washington University in St. Louis, studied for a year at the University of Salamanca in Spain, and later took Masters courses in Madrid. I enjoy volunteering and visiting family and friends in other countries. I am very interested in learning traditional dishes from around the world to cook with my students and for friends. I often teach a life skills class to assist high school students learn the art of independent living by infusing together real-life activities, such as cooking, organic gardening, budgeting, and meditation. I enjoy supporting the city of St. Louis, helping to organize fun events at our school, eating at new restaurants, listening to music, walking, film, art, animals, collecting unusual objects, campfires, and admiring Stephen Colbert.
BA Washington University:Spanish
I bring more than 20 years of professional and educational theater experience to Crossroads. Passionate about quality theater programming for students of all ages, I have worked as an actor, director, and teaching artist throughout the country with Literally Alive NYC, Missoula Children’s Theatre, Historical Perspectives for Children, and Children’s Theatre of Charlotte as highlights. After moving to St. Louis, I created multi-disciplined theater, music, and movement classes designed for infant to middle-school students. I live in the Southampton neighborhood with my spouse, two children, and two hairless cats.
MA Kansas State University:Theater
BA University of Saint Mary:Theater
Director of Community Engagement
Working alongside families, alumni, and donors, I direct the Crossroads Family Organization, Alumni Association, and annual UNGALA in service of raising funds for scholarships. With our Director of Advancement, I identify and cultivate relationships with the community and beyond while integrating equity and inclusion goals pursuant to the school’s primary tenet. I joined Crossroads after 15 years teaching in public, independent, and alternative elementary learning communities, many of those years supporting the work of culturally relevant teaching. My husband and I have three children, including Tate (class of 2023).
BA University of Florida:BA voice and opera
MEd University of Florida:Elementary education and teaching
Director of Enrollment
I oversee all aspects of admission and recruitment at Crossroads. Before returning to the school in 2021 (she taught Spanish and was Director of Admission earlier in her career), I taught Spanish at The New City School for 16 years, and am a National Geographic Certified Educator. I bring a multicultural perspective to my work. I grew up in Malaysia, attended high school in Santiago, Chile, and was drawn to St. Louis to attend Washington University. I enjoy fitness, the outdoors, and creative arts.
BS Washington University:Spanish & Marketing
Here at Crossroads I am the facilities manager! I’m a father of three kids and enjoy hanging out with them and my wife. My main hobbies are being with the family and watching sports with my two sons. I enjoy camping, just chilling by a fire, and hanging out by the water!
I joined Crossroads after teaching at a new charter school in Dutchtown called Kairos Academies. Before that, I taught English at Salisbury School in Connecticut and at Sherborne School in the UK. I am passionate about the transformative power of reading and writing, social-emotional learning, and design thinking. I am an active writer and artist, and also spend my free time playing board games, meditating, and doing anything outside, especially camping, biking, and canoeing.
BA Princeton University:English Major, Creative Writing Minor
MA Lesley University:Clinical Mental Health Counseling
I joined Crossroads in 2018 after bouncing around the Midwest. After spending a year in the public affairs department at Monsanto, I relocated to Cincinnati where I earned my Master’s degree in Secondary Education. I taught high school English and coached golf and tennis for almost six years. Following another move to Grand Rapids, MI, I spent the next seven years working as an advisor for the TRiO program, a Federal outreach program to provide services for individuals from disadvantaged backgrounds, and teaching first-year writing seminars at Aquinas College. Now back in St. Louis, my family and I have settled in Webster Groves. I am married to my college sweetheart, Jillian, and have two wonderful kids, Megan and Colin. When not teaching, I’m reading non-fiction and try to play as much golf and tennis as my family’s schedule allows. I dream of one day playing in Scotland and Ireland.
MEd University of Cincinnati:Secondary Education
BA DePauw University:English Composition
Director of Curriculum, Social Studies
I began teaching social studies at Crossroads in 2010 and have served as the department’s chair since 2013. I have always lived in St. Louis, including during my time attending Washington University for undergraduate and graduate school, but I have family across the country and globe and enjoy traveling to visit them and to explore other cultures. My other hobbies include calligraphy, cooking, and trivia, and I was a two-time Jeopardy! champion in 2017.
MAT Washington University:Education/Social Sciences
BA Washington University:Anthropology (History, Political Science, and Persian minors)
I’m in my ninth year at Crossroads and my 30th year as an educator. I have taught many subjects, but primarily World History, Economics, and subjects related to political and economic ideas and philosophy. I also teach two courses in our Makerspace. I earned a Bachelor’s in History and Economics from Knox College where I also lettered in football and baseball. I earned a Master’s from the University of Missouri–St. Louis in History. Part of my graduate work was completed at the Jagiellonian University in Krakow, Poland, where I studied the Polish language and history. I am currently a PhD student in Historical Studies researching Race, Ethnicity, and Ideology at Southern Illinois University at Edwardsville. My wife, DeAnn, is also an educator and we have two children, Nicole and Ella (class of 2018). When not at school, I am reading, in my home shop building something, or enjoying a middle-aged hipster life in the Cherokee neighborhood of the city.
MA University of Missouri-St. Louis:History
BA Knox College:History and Economics
Middle School, Humanities
I rejoined Crossroads after a year away in Colorado. This year is my 25th year working with middle school students. As the Middle School Coordinator, I am grateful and proud to be a part of educating our youngest students. I hold a Master’s degree in Instructional Strategies, as well as an administrative certificate. My undergraduate work includes a Bachelor’s degree in Political Science and another in Elementary Education with an emphasis in Middle School. Outside of school, I love to cook, read, and be in close proximity to water.
MA Rockford College:Instructional Strategies
BS University of New Hampshire:Political Science
BS Southern Illinois University-Carbondale:Elementary Education with emphasis in Middle School
Administrative Certification:Eastern Illinois University
I began teaching in 2003 in Chicago and have enjoyed wearing many hats throughout her educational journey. As an endorsed Learning Behavior Specialist, I love working with students to develop new ways to think outside the box. I grew up overseas and enjoy international travel, engaging conversation, and a good sense of humor.
MA Concordia University:School Counseling
MAT National Louis University:Secondary Social Studies
BA University of Arizona:Anthropology
Certification:Learning Behavior Specialist
Director of Development
Dana’s passion for philanthropy and education has put her in fundraising for over 20 years. She holds a BS in Business Management from Drury University. Originally from Springfield, MO she has proudly called St. Louis home for over 15 years. In her spare time Dana enjoys spending time with her husband Mike and their daughter Charlotte. Their favorite family hobbies are attending as many Cardinals and Blues games as possible, watching all the ones they cannot attend on television, cooking, music, and traveling whenever they can.
BS Drury University:Business Management
I provide college counseling to Crossroads juniors and seniors and their families as a partner at McNeal Sams College Consulting. I have an extensive career in university admission and high school college counseling prior to partnering with Cornelia McNeal to form McNeal Sams College Consulting. I have expertise in advising on admission to universities worldwide, advising future college athletes, advising international students seeking a US education, the US military academy process, and advising students with learning differences. Throughout my career, I have earned local, regional, and national praise for my professionalism and commitment, and in 2019 the Princeton Review recognized me as one of the “20 School Counselors Who Make a Difference.”
BA Westminster College:Economics
I first discovered a love for physics as a high school student at the Illinois Mathematics and Science Academy. I enjoy hands-on activities, whether assisting others with car maintenance or attempting repairs on our well-aged house in south St. Louis, where I live with my beautiful wife, Jen, my adorable daughter, Lizie, and our two dogs. I also enjoy working with teenagers and have spent most of my career working with students in various capacities, including at Crossroads, since 2009. When I have spare time, I enjoy exploring the outdoors, watching good movies, and helping with my church’s youth group. I attribute growing up as a Cubs fan for giving him the ability to hope against all odds, and he says he is still in blissful shock that the Cubs actually won the 2016 World Series.
BS Southeast Missouri State University:Engineering Physics, and Mathematics (minor)
I began teaching while in graduate school and quickly realized that I loved sharing science with my students. So I decided to go into the classroom rather than the research lab. I moved to St Louis in 2002 to teach 7th-12th grade at Thomas Jefferson School. After six years at Thomas Jefferson, I moved to MICDS. While at MICDS, I taught Biology, Chemistry, and Physics in the Upper School and was the Director of the Summer Academy. I realized that she missed the energy of a middle school classroom, so I was excited when the position opened at Crossroads and I could join such an active and energetic community. I am married and have a daughter and three dogs. As a St. Louis transplant, I love the zoo and the many restaurants the region has to offer. Cooking is one of my favorite hobbies. In fact, my macaroni and cheese has won awards at competitions!
MS St. Louis University:Chemistry
AB Smith College:Chemistry
Teaching Certifications:Chemistry 9-12, General Science 5-9
Technology Coordinator, Computer Science
I have more than 30 years of teaching experience, much of it at Crossroads. I currently serve as Technology Coordinator and Network Administrator for the school as well as teaching AP Computer Science Principles and Computer Programming. I began my career at Crossroads teaching in the History Department, and taught many courses including AP US History, Modern World History, United States History, and US Government and Politics. My wife Tammy and I have three grown children – an intensive-care nurse, a staff sergeant in the U.S. Marine Corps, and a college student, and two grandchildren.
MS Fontbonne University:Instructional Design and Technology
BS Southeast Missouri State University:Secondary Education
Director of Advancement
Angie leads the Advancement team, which works to move the school forward by building relationships with current and prospective families, alumni, corporations, foundations, and the St. Louis community. The Advancement team is responsible for the marketing, fundraising, and community engagement functions at Crossroads. Over the years, Angie has led branding, digital fundraising, and marketing efforts at educational institutions ranging from early childhood to higher education, and at hospitals, foundations, and large social-service organizations.
BJ University of Missouri-Columbia:Journalism
Music and Cheer Coach
April Lowe Whitehead
I am a teaching-artist, and have been teaching and performing since 2013. My professional career began shortly after graduating from the University of Missouri- St. Louis with a Bachelor’s degree in both Music and Theatre/Dance. Her performance experience ranges from Opera theater to Jazz Ensemble, Praise and Worship Services, to performing with the St Louis Symphony Chorus. I am excited to share my knowledge & passion for the performing arts!
BA University of Missouri-St. Louis:Double Major in Theater/Dance and Music