About Us

Dreamcatchers is a comprehensive mentoring 9-year program that develops small, purposeful learning communities, called student cohorts, and connects them to caring adults as they move from early middle school until the 2nd year of their post-secondary experience (College/Credential and/or Career).



To raise aspirations, build resiliency, and promote critical life skills in the lives of young people by expanding their horizons and surrounding them with long-term, individualized support systems.



To raise aspirations for the children and families and make a positive impact on the Immokalee community.



By 2027, we will have 180 students enrolled in the Dreamcatchers program. These students will have higher high school graduation rates, and higher college aspirational and persistent rates than their peers not engaged with Dreamcatchers.


Our Story

We were founded in 2018 as an offspring of the 1by1 Leadership Foundation. While the commitment of 1by1 to the community of Immokalee continues to grow, the 1by1’s Board of Directors decided to start a new organization dedicated to creating a comprehensive, long-term youth development model. The Board deeply desired to create a program that would be relationship centered and committed to young people’s lives over the course of their entire adolescence and by doing so, develop a community that would have a lasting and meaningful impact on the lives of youth and their families.

The founding members of Dreamcatchers have decades of experience with effective mentoring models through their previous work with other nonprofit organizations, and have brought their learnings, wisdom, and guiding principles to the founding of Dreamcatchers.


Sinclaire Williams
Vice President of Community Engagement

Sinclaire’s professional experience spans throughout various industries and disciplines. It also expands from small businesses to large nonprofits, including in that range are academic settings, churches, mental health center, community based agencies, schools and universities. Sinclaire has served in Leadership positions for various nonprofits for several years.

He received a Bachelor’s degree from Southern Wesleyan University and a Master’s degree in Business Administration (MBA) from St. Thomas University. He is also certified as a Professional Life Coach. Currently, he is pursuing his Doctorate degree in Leadership and Organization Change.

His leadership experience has helped organizations developed a cutting edge in production and organization efficiency. In academics, he has enabled students to develop their competency in Science and Mathematics. He has also written curriculums in Mathematics and Leadership. He is currently writing a book on the Role of Nonprofits in Rural Communities.

Sinclaire has consulted with several organizations in developing a strategy for employee retention. He has coached employees on how they can fulfill their true potential in life.
Currently, Sinclaire serves as Director of Operations for One by One Leadership Foundation of Southwest Florida. The organization works to empower youth to become leaders in their communities by adopting a Service Learning philosophy through its programs.

Sinclaire also serves in a variety of Leadership roles on several nonprofits Boards, including VP of a Statewide Board and committee, as well as several local Boards. He was the recipient of Outstanding Young Man of America award, and served as president of his local Rotary Club.

Kristina O’Hern
Program Director

Kristina O’Hern is a graduate of the University of St. Thomas in St. Paul, Minnesota where she earned a B.A. in Elementary and K-12 Education with a Specialty in World Languages and Cultures. Ms. O’Hern is fluent in Spanish and has more than eight years of experience empowering migrant farm working families living in Immokalee, Florida. She previously held a certification as an accredited representative through the U.S. Department of Justice which allowed her to assist immigrant children and parents with their immigration matters before the Department of Homeland Security. Ms. O’Hern has a deep passion for building community and creating positive social change for Immokalee’s youth and families. She resides in Southwest Florida along with her husband.

Alaina Ennamorati
Program Manager

Alaina moved to Immokalee from Midcoast Maine to work as Dreamcatchers’ newest Program Manager. She grew up in Maine and after high school, attended Northeastern University in Boston where she earned her undergraduate degree in Journalism with a Spanish minor. She then served several terms in AmeriCorps where she became passionate about nonprofit youth work. Alaina served with City Year Boston, Hardy Girls Healthy Women in Waterville, Maine and with Trekkers, Inc. in Thomaston, Maine. These experiences compelled her to attend SIT Graduate Institute in Brattleboro, Vermont for a degree in Intercultural Service, Leadership and Management with a Concentration in Youth Program Leadership. For the past 5 years, Alaina worked in direct programming at Trekkers, mentoring youth and leading expeditions with 7th-12th grade students across the state and country. Her career naturally led her to Dreamcatchers in Southwest Florida as it adapts and expands the Trekkers comprehensive long-term youth mentoring model into a 9-year program. Alaina loves the long-term relationship-building focus of this work. In her spare time, she loves to travel, play soccer and be outdoors in the sunshine!

Jessica Mackey
Marketing Manager

Jessica has over a decade of experience in branding, digital and social media, and fundraising. After working on large brands such as Intel, Smirnoff, Captain Morgan, and Delta, she has more recently dedicated her time and skillset to the nonprofit sector. In 2010, she launched and ran her own organization, Cheti, dedicated to the educational development of children in Arusha, Tanzania. While this organization closed their doors in 2014, her passion for empowering others and making a positive impact has not ended. She has since worked with organizations such as CNFA, the YMCA, and Essential Partners. She is passionate about storytelling and the ability it has to inspire change. When she’s not working, she can be found chasing her two little children and enjoying all that SWFL has to offer.


Reid Carpenter

Reid Carpenter served as president of Leadership Foundations of America (LFA) from 2003-2008. Presently Reid is involved as President of One by One Leadership Foundation which is a local expression of the national movement. He also has a variety of functions he does out of the Founder’s Office.

As a network of over 55 local leadership foundations throughout the world, Leadership Foundations is dedicated to the physical and spiritual transformation of communities. Members and local partners help millions of people by working with the community to build literacy programs, housing, employment, health care, food programs, mentoring, drug and alcohol rehabilitation centers and more.

Mr. Carpenter began his ministry in 1961 as the Pittsburgh, PA, area director for Young Life, a nondenominational youth organization. As regional director (1967-75) he pioneered Young Life ministries in Ohio, West Virginia, Pennsylvania and New York State. From 1975-78 he was director of Young Life’s Northeast Division, which included eastern Canada.

In 1978 Mr. Carpenter founded and became president of the Pittsburgh Leadership Foundation (PLF), a faith-based organization. PLF brings leaders together to tackle the biggest concerns of the region through planning and program organization.

Over the next 23 years he initiated collaborative ventures with hundreds of local partners to assist at-risk youth, prisoners and their families, people with inadequate health care, families in need of housing, and individuals with drug addictions. He secured more than $500 million to support these efforts in the Pittsburgh area.

He initiated, organized and help fund more than 20 organizations, including the ANTI-Racism Institute, Pittsburgh Youth Network, CLEAR (Coalition for Leadership, Education and Advocacy for Recovery) and East Liberty Family Health Care Center. Mr. Carpenter and PLF Also partnered with World Vision to establish its international distribution center and the local collaboration, the Storehouse.

Mr. Carpenter has been an advisor to many faith-based organizations and business corporations. He has served on various boards and committees, including Communities in Schools, International Urban Associates, National Center for Protection of Children and Families and WQED Enterprises (Pittsburgh PBS affiliate).

He received a bachelor’s degree in sociology from Fairfield University (CT), a master’s degree in biblical studies from Young Life Institute, Fuller Theological Seminary (CA), and an honorary doctorate in Humane Letters from Geneva College (PA).

Gloria Padilla

Gloria Padilla, Area Coordinator, has been a resident of Immokalee for all of her life. She holds a BA in Professional Studies with a concentration on Administration from Barry University and has completed the Hispanic Multicultural Leadership course from Hodges University. Ms. Padilla began her professional career at the young age of 18 and was quickly promoted at 21 to supervise the operations of multiple childcare facilities for Redlands Christian Migrant Association, (RCMA) in 1982. Jump forward more than 35 years later and she continues to demonstrate exemplary leadership by managing nine RCMA Child Development Centers and twenty-five Family Daycare Homes in Collier and Lee counties. Ms. Padilla is a compassionate human being and natural people connector. She is a co-founder and active member of the Immokalee Unmet Needs Coalition which came to be following Hurricane Irma in September of 2018. In March of 2018, she was recognized by the United States Congress for her deep and continuing dedication to the people of Immokalee. She has been a proud board member of OBO since 2016. Ms. Padilla is passionate about building community and serving those most in need. She comes from a migrant farmworking family, is a wife and mother of two children, and grandmother of three. She lives by this quote: Heroes…are people who say, “This is my community and it is my responsibility to make it better.”

John Paul

JP is an Accountant with undergraduate degrees in accounting from Marietta College (OH), Business Administration from Hodges University and an Executive MBA degree from Florida Gulf Coast University. He is currently employed as a VP of Finance with Icon management Services, Inc, a management company specializing in HOA and amenity operations.

In addition, JP is also involved with many nonprofit organizations in various capacities. He has been a member of the Trevecca Board of Trustees since 2009 and currently serves as the chair of the Finance and Audit Committees. He is the Treasurer of The 919 Ministries, Inc; the district treasurer of the Southern Florida District Church of the Nazarene; member of the board of One By One Leadership Foundation; Treasurer and board member of Taste of Immokalee; the Treasurer of the Haitian Coalition of Collier County; a founding board member of the Bayshore Education Center and a member of the board of Community Foundation of Collier County.

JP and his wife Deborah have been married for thirteen years. They are parents of two animated sons – Joshua (12) and Caleb (9), and two princesses – Hannah (6) and Priscilla (3). His personal interest revolves around hanging out with his family, researching a cool gadget to save for and finding a reclining chair to exhale on for a few minutes.