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A publication of the Association of California School Administrators
A publication of the Association of California School Administrators

Mentoring as a core schoolwide strategy

A case for relational leadership in serving vulnerable students

By Carlos Guillen | May | June 2026
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Educational equity efforts have increasingly recognized that academic interventions alone are insufficient to address the needs of students facing compounded adversity. Students from historically marginalized backgrounds — including those impacted by poverty, homelessness, foster care placement, language barriers, disability, academic disengagement, and justice involvement — often experience an accumulation of risk factors that significantly impede engagement and persistence. In response, schools are adopting relationally grounded approaches that prioritize mentoring, identity development, and belonging as foundational components of school culture.
This article examines emerging practices designed to better serve vulnerable student populations, with particular attention to continuation school settings. Drawing from the implementation of mentoring-centered initiatives at Orange Grove High School, the discussion highlights mentoring not as a supplemental program, but as the cornerstone of student engagement, discipline reform, and leadership development. The Lead to Empower and EmpowHER Collective initiatives serve as case examples of how intentional, adult-driven mentoring structures can foster trust, disrupt cycles of violence and disengagement, and reframe students’ perceptions of their own value and future potential.
Accumulated risk and mentoring as the cornerstone of engagement Research suggests that student outcomes are most strongly influenced not by isolated risk factors, but by the cumulative effect of multiple adversities experienced without adequate protective supports (Garbarino, 1999). Continuation schools, in particular, serve students who often navigate overlapping challenges including trauma exposure, family instability, poverty, and involvement in systems of discipline or incarceration.
One salient and often underacknowledged factor in this accumulation of risk is fatherlessness. Students from fatherless households are disproportionately represented among youth experiencing homelessness, behavioral disorders, academic failure, and incarceration. These conditions contribute to weakened attachment, diminished future orientation, and a search for belonging that may manifest through gang affiliation or other high-risk behaviors.
Schools that successfully serve such populations increasingly recognize mentoring as a compensatory factor capable of counterbalancing accumulated risk. When students experience consistent relationships with caring adults who demonstrate belief in their worth and potential, the likelihood of engagement and persistence increases.
At Orange Grove High School, mentoring is not conceptualized as a discrete intervention or enrichment activity; rather, it functions as the focal point of the school’s approach to engaging students. The school operates on the premise that meaningful change occurs through sustained, authentic relationships between students and adults, particularly for those who have historically experienced systems as punitive or dismissive.
This philosophy is operationalized through a clear expectation articulated by school leadership: Every adult on campus is a mentor first. Instructional roles, disciplinary responsibilities, and administrative duties are intentionally framed within a relational context. Adults are expected to approach students with openness, advocacy, and a demonstrated commitment to students’ best interests.
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Lead to Empower: Cohort-based mentoring for young men The Lead to Empower initiative was developed to serve Orange Grove’s most at-promise male students, many of whom are gang-impacted, justice-involved, or identified as campus “alphas.” Rather than viewing these students solely through a behavioral lens, the program intentionally reframes their influence as latent leadership capacity requiring redirection rather than suppression.
Lead to Empower utilizes a cohort-based model in which students participate together in an all-boys class emphasizing leadership, identity development, and accountability. What distinguishes the program is the hands-on involvement of the administrative team. The principal and assistant principals actively collaborate with the classroom teacher to design lessons, participate in discussions, conduct one-on-one mentoring sessions, and monitor both academic and behavioral progress.
This level of administrative engagement serves multiple functions. First, it communicates to students that school leadership is personally invested in their success. Second, it disrupts traditional power dynamics that often position administrators solely as disciplinarians. Finally, it fosters deep relational trust between students and adults who are frequently perceived as authority figures rather than allies.
Over time, this approach has resulted in a sustained culture of trust between the school’s leadership team and students often labeled as “violent” or “high risk.” Students consistently demonstrate an understanding that their principal and assistant principals care for them, advocate for them, and hold them to high expectations grounded in genuine concern for their futures.
Community engagement and social capital An essential component of Lead to Empower involves intentional engagement with community leaders. The program actively exposes students to civic and professional role models who reflect positive leadership within the broader community. These include the city fire chief, chamber of commerce president, chief of police, and city mayor.
These interactions serve not merely as motivational experiences, but as opportunities to expand students’ social capital and reframe their understanding of who belongs in positions of leadership. Notably, the relationship established with the city mayor has resulted in multiple students receiving one-on-one mentoring, access to city employment opportunities, and pathways to civic engagement previously unimaginable to them.
Perhaps more significant than these tangible outcomes is the symbolic message conveyed to students: the city, school leadership, and broader community care about them. Through repeated relational interactions, students internalize a counter-narrative to the messages of disposability and exclusion they have often received. They begin to view themselves as valuable, capable, and worthy of investment.
... A clear expectation [is] articulated by school leadership: Every adult on campus is a mentor first.
Cultural shifts and the EmpowHER Collective The success of Lead to Empower has catalyzed the development of a parallel mentoring initiative for at-promise young women, known as the EmpowHER Collective. While tailored to the specific experiences and needs of female students, EmpowHER Collective operates under the same guiding principle: mentoring is the heart of meaningful change.
Like its predecessor, the initiative emphasizes cohort-based support, administrative involvement, and relationship-driven engagement. The expansion reflects an institutional commitment to ensuring that mentoring remains central to the school’s approach across student populations rather than confined to a single program or demographic group.
Mentoring as a leadership imperative Central to Orange Grove High School’s approach is the belief that mentoring requires more than structural design; it requires an adult posture characterized by openness, advocacy, and intentional presence. Effective mentoring demands that adults maintain an open heart, provide access to opportunity, and consistently place the young person’s best interest at the forefront of decision-making.
As a school leader, this expectation is explicitly communicated and reinforced: Mentoring is not optional, nor is it delegated solely to designated staff. Instead, it is embedded into the professional identity of every adult on campus. This expectation has proven essential in sustaining a relational culture capable of supporting students with complex needs.
Orange Grove illustrates several implications for schools seeking to better serve vulnerable populations:

  1. Mentoring must be institutional, not incidental. Programs succeed when mentoring is embedded within leadership practices and school culture.
  2. Administrative presence matters. Hands-on engagement by principals and assistant principals can significantly enhance trust and credibility with at-risk students.
  3. Cohort models foster identity and belonging. Structured peer groups provide students with alternative sources of affiliation and leadership.
  4. Community partnerships expand possibility. Exposure to civic leaders broadens students’ understanding of their potential roles in society.
  5. Relational accountability outperforms punitive discipline. Students are more receptive to guidance when correction occurs within trusted relationships.
Conclusion As schools continue to confront inequities in discipline, engagement, and graduation outcomes, the need for relationally grounded, mentoring-centered approaches has become increasingly clear. The experience at Orange Grove High School demonstrates that when mentoring is positioned as the cornerstone of school culture — and when leadership actively participates in the work — students who have been historically marginalized can re-engage, reimagine their identities, and begin to envision viable futures. Ultimately, the message conveyed through sustained mentoring is both simple and transformative: Students matter, their lives have value, and their futures are worth fighting for.
References Garbarino, J. (1999). Lost Boys: Why Our Sons Turn Violent and How We Can Save Them.
Carlos Guillen is the principal at Orange Grove High School in the Corona-Norco Unified School District.
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