Meet the people behind Journeymen

Jordan Bowman

Executive Director

At 14 years old, Jordan attended a Rites of Passage experience that changed the trajectory of his life. Wanting every young person to experience this type of community and support, he and his dad, Jeff Bowman, started Journeymen Triangle. After years of training as a mentor, board member, and obtaining a degree in Business Administration with a concentration in Entrepreneurship from NC State he took the role of ED in 2019.

Currently Residing in Raleigh, NC - Jordan seeks to provide community support circles around the Triangle and throughout the state and region. When he is not engaged in Journeymen, he is busy with other projects focused on social entrepreneurship, education, and community building.

Shawn Deena

Program Manager

Shawn became part of Journeymen when his then 12-year-old stepson joined the program in 2019. Initially his role was primarily as a parent and supporter but that soon turned into a desire to do more which provoked him into joining Journeymen as a mentor, facilitator, and eventually, board member. Behind his service is his burning desire to not only be a mentor to support future generations of men but also to be part of a group that is benefiting the community and working toward a more positive outcome for today's teen boys. He brings with his commitment to Journeymen, years of expertise as a parent, a career communicator in journalism and marketing and a willingness to do the work that needs to be done.

Caleb Carwell

Program Manager

Caleb Carwell, from Rocky Mount, NC, began mentoring with Journeymen Triangle in 2022 as a senior at NC State. Inspired by a visit from ED Jordan Bowman in his nonprofit leadership class, Caleb sought to reconnect with his community post-pandemic and apply his mentoring experience. A graduate of Psychology, he now leads programs fostering self-awareness, healthy masculinity, and interpersonal relationship-building among young men.

Caleb is passionate about sustaining spaces for youth to grow into men of integrity and self-determined purpose. When not mentoring, Caleb enjoys learning about history, exploring the rich world of music, facilitating book club discussions, and going for a decompressing run.

Joey Spry

Marketing Coordinator

A recent graduate of NC State with a degree in Communication, Joey brings a fresh perspective to the team. As a former intern, he has a strong understanding of Journeymen Triangle's mission and values. In his free time, Joey enjoys cheering on the Wolfpack, hitting the gym, diving into a good book, and challenging friends to board games.

Sheffield Pulley

Board Member

Shef Pulley has been involved with Journeymen for almost 5 years assisting in fundraising efforts, mentoring, and most recently joined the board. He is passionate about seeing individuals, especially young men, draw out of themselves their most authentic selves and share that self in fullness with the world leading to a more fulfilling, enriching life. He has decades of experience helping businesses and organizations grow and is deeply committed to seeing Journeymen grow throughout this region and beyond. Shef is an author, coach, seminar facilitator, meditation teacher, breathwork instructor, and public speaker who really loves to laugh, hang out with his buddies, follow hoops, and get out into nature.

Matt Whitley

Board Treasurer

[Bio coming soon.]

John Craichy

Board President

John Craichy, MBA, MSW, LCSWA, is a management consultant, personal coach, and family therapist. After years of volunteer work with men and adolescents, John pursued training and licensing in clinical social work with an emphasis on change models and substance use disorders. Specializing in authentic communication, substance use issues, trauma facilitation, addictions, change processes, crisis management, family dynamics, and personal leadership development, John has been able to create individual leadership opportunities, group processes and workshops to help people communicate and lead more effectively.

Jamie Wineland

Board Member & JourneyMOM

Jamie found Journeymen in August of 2024 when doing an internet search for mentorship for her teenage son. Through her families experiences with Rites of Passage weekend and Homecoming, Jamie became a fast champion for Journeymen and its mission to help develop boys into men of integrity. Jamie is currently passionate about increasing parent involvement. As a current JourneyMom, she experiences and understands the importance of parents feeling supported, having communication lines with mentors, and having knowledge to support their Journeyman.

Jamie grew up in the Northern Virginia area. She moved to the Raleigh in 2003. She currently resides in Rolesville with her husband and son. Jamie is an occupational therapist and has worked for WCPSS for 20 years. Jamie is passionate about helping children with special needs remove their barriers to success and access their education as best as possible. This passion has carried over to Journeymen, helping young men conquer their barriers as they try to navigate life as a man in 2025.

Her favorite things to do are nurture friendships, exercise, and snuggle with her dogs.

Terrance "TRUTH" Ruth

Board Member

Dr. Terrance Ruth received his PhD in Public Affairs from the University of Central Florida. He received his Master in Education from Nova Southeastern University and his BA from Oglethorpe University. Dr. Ruth completed national fellowships through both Harvard and Boston College with a certification in nonprofit leadership.

Dr. Ruth is an advocate for public education, once serving as a teacher, principal and the parent of a son who attends public schools in Wake County. Dr. Ruth led social justice organizations at the national, state and local levels with a reputation for being the implementation expert. He served as the NC NAACP Executive Director under Dr. Barber and Dr. Spearman and has served as National Director of Programming for the Repairers of the Breach. Recently he partnered with United Way of the Triangle to launch a community investment fund for local community organizers.

Dr. Ruth has worked in K-12 schools across Florida and in Wake County. Currently, Terrance is a Professor at NCSU and is the former President of the Justice Love Foundation. He is deeply engaged in diversity, equity and inclusion work across the city of Raleigh and the Triangle. You can find more information at TruthforRaleigh.com. Dr. Ruth was a Raleigh Mayoral Candidate for November 2024. He received over 42% of voter support, equating to over 61 thousand votes, during his last campaign for Mayor.

Dr. Ruth is leading a coalition of leaders to engage in local solutions through impact investing, design thinking, and creative collaborations. Right now he is facilitating a process to increase the use of faith based assets in improving the affordable housing stock. He is also working with United Way of the Triangle to offering a human centered design lens to the philanthropic network in the Triangle. He is a proud husband to Kiara and father of Miles.

Barry Mitsch

Board Advisor

Barry is the co-founder and Vice-President of The Pyramid Resource Group, a corporate coaching company founded in 1994 and based in Cary. Pyramid provides executive, group, and team coaching for organizations throughout the United States and also hosts the Healthcare Coaching Institute, an accredited professional coach training program. He is a lifelong volunteer beginning with Peace Corps service and has been a member of numerous boards and commissions both locally and statewide. His interest in youth mentoring goes way back to the Wake County Partners program that provided one-on-one mentors to troubled youth in the county, and he annually supports the Cary Chamber’s Youth Leadership program that hosts high school juniors from all Western Wake public schools.

Michael Citrini

Board Advisor

A native of Durham, NC, Michael has enjoyed a School Counseling career in our public schools for the past thirty years. He currently serves as an Instructional Specialist with Wake County Public Schools (WCPSS) - where he facilitates Restorative Practice Circles in elementary, middle, and high schools for students, faculty, and staff. Michael also leads trainings for WCPSS faculty and staff in Community Resiliency Model (CRM), a skills-based program that serves to reset the natural balance of our nervous system.

Michael earned a B.Arts in English from Wake Forest University and an M.Ed in School Counseling from the University of North Carolina - Chapel Hill. He later earned a Masters in Pastoral Studies from Loyola University of New Orleans and is a Certified Spiritual Director.

Michael is the proud uncle of three nieces and six nephews. In his free time, he enjoys writing poetry, taking photographs of landscapes, and leading retreats.

Jon Leidel

Board Advisor

[Bio coming soon.]

Jake Humphrey

Board Advisor

With a background in coaching, facilitation, and organizational strategy, Jake Humphrey brings a diverse set of leadership experiences to Journeymen. He began as a board member at 20, contributing to strategic planning, operations, and fundraising, then served as Program Director (2019–2023), co-leading the organization’s growth from a volunteer-run group to a more established nonprofit. Jake continues to support Journeymen’s mission through rites of passage leadership, organizational consulting, and leadership coaching.

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