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At Oakland Kids First, our culture is all about inclusiveness, collaboration, and caring for others. We value diversity and ensure that every voice is heard, making our workplace welcoming and vibrant. Collaboration is central to our success, and we believe that together, we can address complex challenges effectively. We extend our culture of care beyond the organization, striving to make a positive impact in the communities we serve, driven by empathy and dedication.

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careers at OKF

Castle Cares Program Manager

Under the supervision of Oakland Kids First’s Associate Director, the Castle Cares Program Manager plans, oversees, and coordinates our new Castle Cares initiative at Castlemont High School. This new initiative is designed to integrate group support, workforce readiness, and individual case management to support students with multiple risk factors who are not on track to graduate.

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Academic Mentor

Oakland Kids First is hiring After School Academic Mentors for the 2024-25 school year. Academic Mentors will provide assistance and tutoring in core high school subjects for students at Castlemont High School during after school hours on Mondays, Tuesdays, Wednesdays and Thursdays. 

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Senior Finance Manager

Oakland Kids First is hiring a full time Senior Finance Manager. The Senior Finance Manager is responsible for all organizational finances including: bookkeeping, accounting, organization-wide and program specific budgeting, completion of audits and IRS tax forms, and payroll during an exciting period of organizational growth. 

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Academic Mentor

Under the supervision of Oakland Kids First’s Community Programs Manager, the Academic Mentor Arts Facilitator will provide assistance and tutoring to students at Castlemont High School in the after school program. After School Tutors will provide opportunities for students
to develop & strengthen academic skills and success 3-4 days a week.

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Join Us In Shaping A Brighter Tomorrow!

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Image of Senayt Sium

Senayt Sium


(She/Her/Hers) is a Program Coordinator for REAL HARD and facilitates after school programs at Oakland Tech and Oakland High School. She attended OUSD public school and is a proud alumni of Oakland High School. Senayt is a first generation college graduate from University of California, Davis in Sociology with concentration in Law and Society, Public Health Science and Chicano/a Studies. One of her key passions is advocacy. She strongly believes in addressing and combating systemic issues that affect marginalized communities.

She strives to empower and support youth in developing essential skills while fostering activism. As a former REAL HARD student organizer, Senayt is very excited to be working with youth, and provide them with the necessary resources to support and help them accomplish their goals.

Peter Truong

Peter Truong


Peter (he/him/his) supports staff across OKF programs to incorporate best practices in positive youth development. Peter oversees the REAL HARD after school program and supports all chapters to develop youth-led transformational school culture campaigns.

Peter also writes curriculum for Oakland Kids First programs and supports organization-wide youth organizing campaigns such as development of the Student Justice Platform. A life long learner and educator, Peter earned a degree in Ethnic Studies at the University of Oregon.

Cara Holiday

Cara Holiday


Cara (she/her/hers) is the Senior Development Manager who oversees fundraising, communications, grant writing and reporting and also serves on the senior management team. She has been part of the OKF community since 2009 in a range of roles including volunteering as a board member from 2009-2012, and then working on staff.

Cara currently works for OKF remotely from her hometown of St. Louis, MO. Throughout her career, Cara has focused on supporting students to reach their individual goals to graduate and access post-secondary education while also advocating to improve systems and equity in public schools. She earned a MA in Education Policy, Organization and Leadership Studies from Stanford University, a teaching credential from San Francisco State University, and a BA in English from Washington University in St. Louis.

Previous positions include working as Assistant Director at the Gephardt Institute for Civic and Community Engagement at Washington University, as a Community Programs Manager for Alternatives in Action and as an English teacher on the McClymonds high school campus in OUSD. In her free time, Cara enjoys hiking with her family and two dogs, and exploring the local food scene.