Senior Associate of College Success & Postsecondary Student Experience

Job Type

Full Time



Application Deadline



247 South State Street
Suite 700
United States


About Chicago Scholars

Chicago Scholars is transforming the leadership landscape of our city by resolving the fundamental barriers to success for academically driven, first generation college students from under-resourced communities. Through college counseling, mentoring, and by providing a supportive community to our Scholars through each phase of our program: College Access (Launch), College Persistence (Lift) and College to Careers (Lead), we ensure that they realize their full potential as students and leaders.

86% of Chicago Scholars graduate college within 6 years. Per the University of Chicago Consortium on Chicago School Research, only 49% of their peers earn a degree within 6 years. Upon graduation, our Scholars move into leadership positions across Chicago, helping to drive the economic future of their communities and our thriving city.

Our Values

These are a set of guiding principles that apply to all stakeholders within the Chicago Scholars ecosystem. We select and retain stakeholders based on these stated expectations for how we achieve our mission and vision. Each are supported with core competencies and narrative for the sake of clarity.

We Dream Big. We speak up, innovate, push the boundaries and keep the creativity flowing. We don’t accept the status quo because the stakes are too high. We have an incredible belief that growth and change is possible. While we dream big, we are laser focused on our intended goals and outcomes for our Scholars, our city and the world.

We Show Up. We show up every day; not just physically, but with a positive attitude and willingness to work, connect, challenge, engage, solve problems and have fun. We don’t wait for someone to tell us what to do. We take action and get the job done. If we don’t know how, we figure it out through our knowledge, exploration or our network.

We Embrace Our Differences. We represent a multicultural nation and our collective backgrounds, experiences, styles, values, perspectives and beliefs are an asset to the world. We recognize that together we achieve better outcomes more quickly. Justice and equity starts with us using our collective voice.

We Model the Way. We exhibit the behavior that we want to see in others and in the world. Titles are granted, but our behavior is what earns us respect. In order to model the way, we must be clear about our guiding principles, celebrate our accomplishments and learn from our challenges and failures.

We Care For Each Other Along the Way. We adapt to the needs of the person in front of us. We pause, reflect and listen. We do our best work when we are in good relationship together. We care personally and challenge directly.

We Keep Our Word. When we commit, we are all in. Whether for events, a Scholar, a peer or ourselves. Our words are as powerful as our actions and are the building block of trust, respect, self worth and integrity.

Job Summary

The Senior Associate of College Success and Postsecondary Student Experience supports a cohort of our Scholars during their transition from high school to college to ensure that they persist and complete college. The Senior Associate will also prepare Scholars for the transition from college to career to become the next generation of leaders who will transform their neighborhoods and our city. 

Key Responsibilities

Scholar Transitions: 

  • Ensure the Scholar experience is foregrounded across the programming efforts of the College Success team to enhance Scholars’ virtual and in-person engagement with the organization
  • Prepare students for the transition from high school to college
  • Identify and address known challenges that first-generation students face during their transition to college

Cohort Management:

  • Manage a cohort of Chicago Scholars on college campuses to ensure that students persist and graduate
  • Monitor a cohort of approximately 350 total students and provide intensive supports for a subset of approximately 20% of Scholars
  • Build relationships with Scholars so that they will seek support and guidance during their transition to college and throughout their postsecondary journey
  • Engage regularly with students to identify those who are struggling socially, emotionally, academically, or financially
  • Connect Scholars to resources within the organization, on their campus and virtually 
  • Maintain accurate and timely records of interactions with students to measure their engagement with Chicago Scholars and identify those who are at risk
  • Identify and analyze metrics to ensure the success of the College Success program and track progress against goals; address risks to remain on track
  • Request and provide supports, interventions and resources through Chicago Scholars, Mentors, partners or on college campuses to address student needs

Postsecondary Success and Leadership Development Programming

  • Manage all aspects of application promotion, review, selection and payment for Scholars receiving the Educational Leadership Development grant
  • Establish, monitor and maintain relationships with local community colleges
  • Facilitate on-campus events, trainings, Scholar focus groups and visits
  • Work closely with the Career and Leadership Development team to ensure leadership development is infused throughout postsecondary programming and initiatives
  • Integrate leadership, career exploration/development, and interview preparation into student interactions; facilitate and deliver workshops and training

Additional Responsibilities:

This position will require travel to local college campuses. The Senior Associate will occasionally work on nights and weekends for Scholar events and programming and will facilitate workshops, trainings, and events.

Attend and support mandatory all staff events: the UnTied Gala, College Choice Celebration, New Student Orientation, All Scholar Retreat, First Look, the Onsite Admissions Forum, New Student Interview nights, and our Quarterly Staff Retreats. Attend and support mandatory all Program team events: Chicago Scholars Day and Scholar Holiday Party.


  • Education: Bachelors degree required
  • Experience: 3-5 years experience

Core Competencies:

  • Strong verbal and written communication skills
  • Ability to navigate ambiguity and offer a solutions-oriented approach to challenges that align with an established budget
  • Ability to speak in public and engage all stakeholders (students, parents, mentors, volunteers, college representatives)
  • Demonstrated ability to cultivate and sustain relationships with diverse audiences (educational level, socio-economic circumstance)
  •  Ability to plan and organize tasks and work responsibilities to achieve objectives; allocate and use resources well
  • Ability to work independently and collaboratively in a team environment
  • Ability to remain flexible and adapt to changing needs and priorities
  • Proficiencies with technology and standard office applications; willingness to adapt to new technologies
  • Ability to collect, enter and track accurate data to inform decision making
  • Ability to propose new approaches, methods or technologies to improve practices, processes and outcomes
  • Ability to coordinate mentors, scholars, volunteers, and interns to expand our impact
  • Ability to handle sensitive and confidential information with discretion

Professional Level

Entry level

Minimum Education Required

4-year degree

How To Apply

To Apply

- Please click 'Apply' to submit your application which should include a resume and cover letter. Submit all application materials by October 29, 2018 by 5pm

- In your cover letter, please discuss some of the challenges first-generation students face in their journey to college. Briefly describe some of the approaches you would use to address these challenges in this rolescuss any skills and/or expertise not mentioned on your resume that make you a strong candidate for the role. 

- All Candidates must be available to interview on the following dates:

- Round 1, Monday 11/5

- Round 2, Wednesday 11/14

- Round 3, Tuesday 11/20