Chief Operating Officer - iMentor

Location: New York, NY

Type: Full Time

Min. Experience: Senior Executive

About iMentor

iMentor empowers first-generation college students to succeed in college and achieve their ambitions. iMentor partners with public high schools and matches every student in the school with a mentor. This model reimagines the counseling function in a school by providing 1:1 support for every student and focusing these relationships on college access, persistence, and success. Mentors commit a minimum of three years to a single student before having the option to extend their relationship through college completion. iMentor provides the structure and support mentor-mentee pairs need to be consistently effective, including a research-based curriculum to guide mentor-mentee interaction and a full-time case manager (trained as a college counselor) who is responsible for the success of the relationship. Since its inception, iMentor has supported 29,000 mentoring relationships in 17 communities across the country.

Over the last five years, iMentor served 17,500 students, expanded national partnerships ten-fold, grew annual revenue by $6M, built out its executive and senior leadership teams, and opened regional offices in Chicago and the Bay Area. Entering this next five-year strategic plan, iMentor is focusing on growth and improvement, launching widespread impact strategies, financial sustainability, and deepening its diversity & equity work. Building on its track record of success supporting first-generation college students, iMentor is committed to leveraging its resources and stature to not only deepen impact programmatically, but to challenge the structures that fuel inequity and make this work necessary.  

iMentor is one of the nation’s most innovative and quickly growing college success organizations. The team is mission-focused, results-oriented, passionate, fun and inclusive.


Position Overview

The COO will be responsible for the leadership and management of iMentor’s national organization, ensuring excellence in all aspects of our work, and preparing iMentor for the next level of complexity, scale and impact. The COO will ensure iMentor is on track to meet the objectives of its next strategic plan and will be responsible for developing the systems, processes, practices, and culture to ensure iMentor is a high performing, financially sustainable, inclusive and learning organization within a national-regional structure. 

Ideal candidates have a track record of successful leadership at an organization of similar scale.  Additionally, candidates must be deeply interested in organizational learning and culture, equity, questions of scale and sustainability, cultivating leadership and supporting high capacity leaders.


Responsibilities & Outcomes

Strategy and Leadership

  • Collaborate with the CEO in setting and driving organizational vision
  • Steward iMentor’s 2018-2023 strategic plan and translate strategy into operational plans
  • Collaborate with the CEO to lead iMentor’s Board of Directors, including serving as the primary lead for relevant Board committees (Finance & Audit, Personnel, Investment)
  • Design and lead organization-wide goal setting, performance management, and annual operating planning
  • Cultivate and grow leadership at iMentor, including responsibility for leadership teams, meetings, and collaboration

People and Culture

  • Evolve iMentor’s staffing model to meet long-term strategic and programmatic goals
  • Build highly inclusive culture ensuring team members thrive and organizational outcomes are met; continually build, evaluate and improve systems and routines/ practices to ensure engagement is high and outcomes are achieved
  • Collaborate with iMentor’s Chief Talent and Equity Officer to execute a multi-year diversity equity and inclusivity strategy
  • Ensure effective recruiting, onboarding, professional development, performance management, and retention
  • Oversee human resources and benefits
  • Coach leaders to inspire high-performing teams, address performance issues, and ensure a culture of excellence

Organizational Learning, Research, and Evaluation

  • Set the vision and agenda for iMentor’s learning, including cultivating a learning culture among all teams, setting learning agendas, and utilizing learning for continual improvement
  • Oversee the evaluation of iMentor’s programs and collaborate with teams to leverage findings to drive program evolution, performance management, fundraising, communications, and strategy


  • Evolve iMentor’s financial model to support and accelerate iMentor’s strategic, scale, and impact goals
  • Design and oversee the process for creating multi-year financial forecasting, setting annual budgets, and deploying strategic capital
  • Leverage technology and innovate on business process to ensure that iMentor’s financial operations and tools are best-in-class to support effective financial management


  • Oversee the development of the iMentor platform, iMentor’s custom software for running all aspects of its program, and licensing its model to partners
  • Oversee organizational IT and informational and technology systems


  • Lead design and/or improvement of systems, processes and communication protocols to ensure iMentor performs at high level, while building a culture of inclusivity and collaboration in a national-regional structure
  • Oversee facilities management and workplace planning, including a relocation in 2019
  • Oversee risk and legal/compliance, including proactive risk management, all contracting, and support for iMentor’s regions in these areas



  • Demonstrated commitment serving young people from low-income communities who will be the first in their family to complete college
  • Ideally at least twenty years professional experience, including at least ten years in a senior leadership position
  • Direct experience leading all or almost all internal aspects of an organization
  • Experience leading in an organization with a national and regional structure
  • Experience designing and stewarding a strategic planning process, and articulating strategic plans into work streams and tactics
  • Sophisticated knowledge of finance and budgeting
  • Highly seasoned multi-layered team manager who manages teams to results through strong performance management, goal setting, delegation and prioritization
  • Promotes the growth and development of individuals through empowering, advocating and differentiated support
  • Imparts an equity and diversity lens/ builds equitable, representative culture
  • Engages colleagues and stakeholders; collaborative, builds rapport and consensus


Compensation & Benefits

  • Competitive salary commensurate with experience
  • Up to 100% employer funded comprehensive medical and dental coverage
  • 18 days paid annual vacation, 13 paid holidays (most iMentor functions closed between Christmas and New Year’s Day)
  • 401K match up to 4%
  • Significant opportunities for professional development and growth 
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