Staff

Esther Stief Profile

Esther Mellinger Stief

Executive Director

A steadfast advocate of learning and the pursuit of higher education, Esther Mellinger Stief has served as the Executive Director of Crossroads Foundation since 2017. Prior to accepting the position of Executive Director, she worked as the Director for Research and Program Development of Crossroads for five years.

Esther first began her career in education as a high school English teacher, working with students in the classroom for 10 years. Following her years as an educator, Esther used her expertise to provide support to other organizations, working as a Research Site Coordinator, freelance writer, and Educational Consultant before joining Crossroads.

Esther holds undergraduate degrees in Sociology and English from Westminster College, as well as a graduate degree in Education from the University of Pittsburgh.

When she has a moment of free time, you'll find Esther outdoors — hiking, kayaking, skiing, or biking with her family and friends. She's also an avid reader and is usually in the middle of two or three books.

"Working at a small nonprofit like Crossroads provides opportunities for getting involved in almost every part of the organization's functioning — there is always a new challenge, creative idea, or beneficial program to become engaged in. I like being able to immediately problem-solve, measure impact, and effect change; I'm never bored. But most of all, working at a small nonprofit allows me to work tangibly toward our mission every day as I interact with our scholars and see firsthand the results of the work our team does."

Aaron Chapman, College Access Counselor

Aaron Chapman

College Access Counselor

College Admissions Counselor Aaron Chapman is so committed to motivating his students that, in a previous job, he told a student that if they earned straight As, he would cut his hair any way the student wanted. He sported a mohawk for months.

Aaron shares that same commitment with his Crossroads seniors, as they make their decisions about college and career. He has worked in the admissions department of several institutions, including Rosedale Technical College, as well as the Pittsburgh Promise.

Aaron earned a bachelor’s degree in liberal studies, with a concentration in history, from Carlow University. He has a passion for football, both playing and coaching. When he’s not working, he likes to read and watch “Family Feud,” his favorite show. He lives in Bellevue.

“Crossroads is truly amazing. It gives me life.”

Ramona Crawford, Ed.D.

Senior Director of Programs

Dr. Ramona M. Crawford is a skilled and motivated nonprofit leader. With an extensive history working in various educational, nonprofit and family/child service settings, she has brought value to organizations across various systems.  Ramona's passion lies in promoting child and adult development through effective community building, teaching, tutoring and training. Additionally, she works tirelessly to understand organizations to advance educational practices, especially with regards to the interconnectedness of environmental, human health, social equity, and economic systems.

Currently, Dr. Crawford serves as the Senior Director of Programs at Crossroads Foundation.  With this position, she oversees all aspects of programming and program development at Crossroads Foundation, ensuring best practices and regular evaluation of program functioning. In Ramona's previous role she served as the director of research and impact at Green Building Alliance and a community-engaged research assistant at Duquesne University.

She holds a bachelor's degree from Florida State University in Family and Child Science with a minor in Psychology, a master's degree in Counseling Psychology, and a doctorate in Educational Leadership from Duquesne University.

When she is not working she enjoys cycling, reading, writing fiction, traveling, frolicking on the beach, and going to baseball games.

I am excited to join Crossroads Foundation because I strongly believe in working to increase access and opportunity through positive and intentional relationship building with our scholars, their families, our partner schools and the larger community.

Gabriella Davis Profile

Gabriella Davis

Program Manager

As Program Manager, Gabriella Davis plans and implements programs that support the academic, personal-social, and college and career development of the Crossroads scholars. Gabriella specializes in youth programming, particularly involving restorative justice practices and conflict resolution.

A Pittsburgh native, Gabriella volunteers as a community mediator with a local nonprofit called Just Mediation PGH, and serves on the YWCA (Greater Pittsburgh) Young Leaders Board.

Gabriella earned her B.A. in Political Science from Delaware State University. On her days off, she enjoys spending time with family/friends and exploring her hometown of Pittsburgh.

"Working at a small non-profit, like Crossroads is inspiring because we have the ability to make such huge impact with such a small team. We are providing necessary support and services for young people looking for opportunities, and that makes a difference."

Sandy Profile

Sr. Sandy Kiefer

Academic Advisor

An early and steadfast champion of Crossroads Foundation, Sr. Sandy Kiefer has been a part of our organization for 35 years, serving in every capacity from Counselor to Executive Director. Currently, she functions as a teacher, mentor, and advocate for scholars and coordinates Crossroads’ academic support systems, including daily tutoring, guidance, and intervention. During her time here, she has advised over 700 scholars!

Sr. Sandy has been a member of the Sisters of St. Joseph of Baden for 50 years, during which time she has served as a missionary in the Amazon, a middle school teacher, and the principal of Holy Rosary School. Sr. Sandy also holds her B.A. in Education and Biology from Carlow University and a Master’s in Theology from Duquesne University.

A deeply caring and compassionate individual, Sr. Sandy has fostered over 90 children. She also enjoys gardening, spending time in nature, reading poetry, and watching sports in her free time.

"I believe in the importance of equitable educational opportunities for all children, and that's the reason that Crossroads exists. I am so blessed to have had the inspirational privilege and honor of accompanying our young scholars on their journeys for over 30 years."

Justin Pacini

Justin Pacini

Lead Counselor

Justin Pacini has worked for Crossroads for almost two years and is a dedicated Counselor. While he primarily works with scholars at Central Catholic and Serra Catholic High School, he takes every opportunity to influence young people in a positive way and support their growth. Prior to joining Crossroads, Justin worked for five years as an educator, teaching social studies and providing academic guidance to students in a cyber-school environment.

Justin earned his B.S. in History and his Secondary Social Studies teaching certificate from St. Vincent College in Latrobe, PA. Additionally, Justin holds an M.S.Ed. from Duquesne University in Instructional Technology and is a certified Instructional Technology Specialist.

A major hockey fan, Justin never misses a Penguins' game. He also enjoys exploring the city of Pittsburgh with his lovely wife and their pup, cooking for his friends and family, and reading — particularly history books.

"I believe that education is one of the most powerful agents of social change and am humbled to be in a position to help others take charge of their own education. At Crossroads, we aim to help every scholar find a vocation that truly speaks to them and ensure that their potential finds its path. I'm grateful to be a trusted member of such a dedicated, close-knit team."

Maria Shoop

Admissions Counselor

As Admissions Counselor, Maria Shoop is frequently the first Crossroads representative that prospective scholars and families meet. She joined the staff in late 2022. Throughout her career, Maria has been passionate about implementing Diversity, Equity, and Inclusion (DEI) policies. She brings that passion to her work at Crossroads, along with a commitment to reaching out to families from various backgrounds who could benefit from a Crossroads high school experience.

Maria previously worked at Student Support Services at the University of Pittsburgh, where she learned the importance of preparing freshmen, especially those from low-income and/or first-generation college families, for the challenges of higher education.

Maria earned a Master of Arts degree in creative writing from Chatham University. A native of Swissvale, she now lives near Oakmont with her wife, Kim, and their three-year-old twins. When not working, Maria likes to create and view theater and film, play video games, and spend time with her twins.

“There is an immediacy and an intimacy to working at a small non-profit like Crossroads that I love; we can see the impact of our work happening in real time. Our drive to increase educational access and opportunities for scholars and families is personal and passionate, and in turn we are lucky enough to see young people doing great things.”

Michael Machosky profile

Michael Machosky

Communications & Grants Manager

As Communications and Grants Manager, Michael Machosky looks for stories to tell about Crossroads and helps find partners to support its programs.

Mike has been a professional movie critic, restaurant critic, book reviewer, music journalist, and travel writer -- and has had more than 3,000 stories published in major-market newspapers and websites like the Pittsburgh Tribune-Review, Pittsburgh City Paper, NEXTPittsburgh, and the Times of Israel.

Mike lives in Greenfield with his wife and son and an unnecessary amount of books and records. When he’s not working, he can usually be found lost in the dusty stacks at Jerry’s Records, watching his son’s Little League games at Blue Slide Park, or staying up way too late watching movies. 

“I come from a family of teachers, so I’ve always felt attuned to the stresses, struggles, and small victories of educators. I’m attracted to the work done by Crossroads because it point to a way forward for a lot of kids who would otherwise be stuck in the system.”

Kristin Kalson

Business Development Coordinator

Business Development Coordinator Kristin Kalson brings decades of volunteering experience to Crossroads. She has been the president of the parent association at her daughters' school and lead a Women's Association that raised over $100,000 for scholarships at the graduate level for international geotechnical engineering students. 
She has a degree in Business Administration from the University at Albany, with a  concentration in Finance and Management. 

"Throughout my life I have always had a fondness for learning and spending time with children. I am honored to be part of the team at Crossroads. Working here enables me the opportunity to combine my experience in fundraising, desire to improve the lives of young people, and love of education. For me there is no greater calling than to repair the world."

Ivana Myers Profile

Ivana Myers

Counselor

Ivana Myers is a Counselor at Crossroads, primarily at Oakland Catholic and Our Lady of the Sacred Heart.

She grew up in Pittsburgh's Hill District and went to Schenley High School, graduating the year before it was closed. Myers attended Point Park University, majoring in undergrad Instructional Studies/Education, then Walden University for graduate studies in social work. Previously, Myers worked as a parent educator, "trying to elevate parents to be the best parents they can be." 

She has a 14-year-old son who plays travel basketball and a longtime group of friends that love to get together every month for birthdays and house parties. When she has free time, she loves to read -- particularly self-help, romance, and science fiction. 

I love working with children; I like the mentoring part of it. I enjoy being able to motivate and advocate for the students. So far, my journey has been amazing. The staff at Crossroads are wonderful. This is the first time I’ve felt welcomed in an environment where it feels like home.

Cj Rosado

C.J. Rosado

Counselor

C.J. Rosado is a counselor who primarily assists scholars at Central Catholic. He is orginally from the small town of Apple Valley in Southern California. "It has nary an apple," he notes. "It's known for Joshua trees, tumbleweeds, and dirt. It's a desert." 

He arrived in Pittsburgh to study pychology and music technology at Carnegie Mellon University, and recently completed a Master's degree in Social Work at Pitt. 

At Carnegie Mellon, he wrote for the campus music magazine, The Cut, where he enjoyed digging deep into albums and analyzing their themes. In his spare time, he likes to draw -- particularly animals like ants, bugs, horses and bears.

Working with Crossroads is such a special experience, because there is no shortage of creativity and inspiration that comes from the students we work with. All of our scholars have big dreams, and big potential to match their dreams. I’m excited to be a part of this team of people who are so closely dedicated to helping these students realize their dreams, realize their potential, and make valuable memories all along the way.

Holly King

Alumni Success Coordinator

As Alumni Success Coordinator, Holly King will work with Crossroads scholars after they leave our program and move into higher education. 

She has an extensive history as a teacher -- most recently at the Waldorf School in Pittsburgh -- and has also worked as a curriculum writer and yoga instructor. King grew up in Lancaster, Pennsylvania, and earned a Master's degree in Education from Pitt.

"I wanted to teach in the city and this place felt big enough and small enough at the same time," says King. "That was the '90s when a lot of people were leaving Pittsburgh. I liked the small-town feel of it, but it also had the amenities of a bigger city."  

"This job is a lot of things," says King. "It's about helping support the transition of seniors into college, getting them the resources they need, and building an alumni network."

It's also a chance to connect current students to our alumni, who have a lot in common -- they've been through many of the same things, after all. "It's a chance to reengage alumni in giving back; it fosters stewardship," says King. "I’d love to see alumni mentoring new grads or high school students and see them build connections to internships from alumni out in the world." 

King has two college-age children. She enjoys reading and spending time outdoors, especially in Frick Park. 

"I’ve been teaching for a long time in both public and private schools. One of the things I loved was building relationships with my students and acting in an advisory role -- transitioning students into college, removing barriers to access, and helping students develop skills. That’s all very interesting to me. It’s important for students to be empowered."