Director of Operations + Executive Assistant, Chicago

Position:  Director of Operations + Executive Assistant (DOEA), Chicago 

Position Type: Internal-External

FLSA Classification: Exempt

Reports to: Dominique Myles,  Managing Director of Talent & Operations, Chicago 

Start date: March 2023

Location: Chicago, IL

Salary Range: $72,000-$75,500 is the hiring salary range (i.e. the range a candidate would be offered to start).

About OneGoal

A postsecondary education unlocks opportunities and economic mobility not only for students, but entire communities. Yet for millions of underserved students, it remains out of reach: only 22% of students in low-income communities earn a postsecondary degree compared to 67% of students from high-income communities. This is not for lack of ambition or talent, but for lack of opportunity and support. OneGoal’s model, honed over 15 years, delivers a culturally relevant experience that works: 82% of OneGoal high school graduates enroll in a postsecondary institution and 73% of those persist one year after high school graduation. We are looking for individuals to join us in our pursuit of equity. 


The Person

The Director of Operations + Executive Assistant is charged with leading high quality operations and culture building for the Chicago region.  They will do this by providing support to the Executive Director and the Chicago Leadership Team, creating infrastructure that allows for smooth operations in Chicago, and by leading key projects and initiatives to build a strong and joyful team culture on the Chicago team.  The Director of Operations will work collaboratively with team members across multiple functions both regionally and nationally and must operate with an equity lens to ensure that each staff member in Chicago has the resources and tools to do their jobs well and experience joy at work.  They will employ a customer service attitude with communications both internally and externally.


As the Director of Operations + Executive Assistant, key aspects of your role include:


  • Communication & Operations – Develop and lead the execution of operations, communication and administrative strategy  to support the Chicago Executive Director (ED), the entire Chicago region, and effectively liaise  with the National Business Operations team (35%)
    • Understand the evolving priorities for the Executive Director and make decisions on how her time should be spent. This includes, but is not limited to,  ensuring that she is clear on scheduling, has materials needed to be successful on a daily and weekly basis, and managing expenses, travel, and correspondence as a  “proxy” in her absence. 
    • Participate in weekly External Affairs strategy meetings to collaborate with External Affairs team members and gain critical insights to support the ED in Board of Directors and donor-related responsibilities
    • Create a regional communications strategy that aligns with National communications guidelines, is roooted in our DEI plan  and supports regional clarity. 
    • Develop and manage regional operations budget for the Chicago region


  • DEI & Regional Culture – Lead the development and execution of regional engagement strategies and support the execution of regional  DEI initiatives. to provide strong infrastructure and positively impact the culture of OneGoal-Chicago. (55%)
    • Collaborate with the Managing Director of Talent and Operations to develop a regional DEI plan that is informed by regional engagement survey  results and principles of liberatory consciousness. 
    • Leverage systems to track progress to goal for staff engagement and regional operations, and make recommendations and adjust strategy and communication in response to outcomes. 
    • Develop systems to collect, respond to, and share updates regarding staff feedback to positively impact staff culture and provide important insights to the Chicago Leadership Team
    • Develop, assess and evaluate regional structures, policies, and procedures that influence culture to identify opportunities for improvement and greater staff engagement (such as the professional development funding process, regional celebrations and staff appreciation efforts).
    • Set vision and direction for Chicago Culture Cabinet Committees, and manage leads to positively impact regional engagement and culture through goal setting and responsive planning throughout the year. 
  • Uphold OneGoal Core Values – Work to achieve meaningful outcomes, contribute to building a strong team and culture, and commit to individual learning + development aligned to OneGoal’sCore Values. (10%)


The DOEA, Chicago is likely to see himself/herself/themselves in the following examples as they are designed to help you determine if this opportunity aligns with your own passion, purpose, skills, and experiences.   


You are committed to diversity and inclusion.

  • You seek to understand and celebrate the unique identities of the individuals with whom you interact; you advocate for and elevate the voices of marginalized people and communities especially those from which our Fellows come; you interrogate your own understandings, bias, and privilege and reflect on how they play out in your work. 
  • You see becoming a more equitable and inclusive educator as a lifelong journey and regularly pursue opportunities that will cause you to reflect, learn, and grow. 


You are a compelling and effective communicator.  

  • You have tremendous ability to adapt messages to different audiences in order to inspire stakeholders. 
  • You discern the appropriate mode of communication, depending on the situation and audience, to build champions and convert skeptics. 
  • You serve as an ambassador for OneGoal both internally and externally. 


  You excitedly identify and confront challenges and opportunities.

  • You see challenges as opportunities to take your critical thinking skills and impact to the next level.  You operate with a strong sense of personal responsibility when it comes to solving challenges.
  • You analyze data and marshal resources to ensure our students and school partners have what they need to make college possible.


You value working collaboratively and innovatively.

  • You constantly strive to learn from and share learnings with your teammates, no matter your current knowledge or experience.
  • You know when and how to engage other key stakeholders that have the insight and positional authority to help you and others overcome obstacles and seize viable beneficial opportunities in a timely way.
  • You do not operate as a blind executor of pre-existing practices; instead, you thoughtfully evaluate the OneGoal program and identify ways to elevate our program’s effectiveness.


You are able to see your direct impact and influence from behind-the-scenes.

  • You understand that spending time drafting an email, supporting logistics for a senior leadership retreat, or developing a DEI plan with a regional committee will ultimately support our efforts to close the college divide.
  • You draw joy and energy from seeing your colleagues thrive through the systems you create; though you may not be seen as the lead by internal and external stakeholders, you are anchored in the unique value you bring to the team.


  • Lived experience of the Fellows we serve (Preferred)
  • Ability to travel to the OneGoal Chicago office 
  • Prior experience in an operations, support, or executive assistant role


This position requires that the employee be fully vaccinated for COVID-19 on or before the start date.  Consistent with applicable laws, OneGoal will provide reasonable accommodations for otherwise qualified employees and prospective employees with a disability (as defined by applicable law) or sincerely-held religious beliefs, provided that such accommodation would not result in an undue hardship on OneGoal. 


Thinking Of Applying?

Research shows that women and people of color are less likely to apply to jobs unless they meet every single qualification. If you are excited about the role and see connection with what we are looking for, but don’t meet every single requirement, we’d encourage you to apply anyway. Please use the “Apply For This Job Now” link at the bottom of this page to complete an application.


Our Team 

Guided by a clear set of core values and beliefs, you will join an impressive group of more than 190 OneGoal staff across the country who believe in the untapped potential within students. The OneGoal team challenges themselves and others to regularly ask, “Is there a better way?” You believe in an inclusive and culturally competent society and the essence of our commitment to diversity and inclusion. We believe that in order to create the change we seek, each person we hire brings a remarkable and diverse set of experiences, skills and characteristics that individually and collectively, will contribute to the radical change needed to move us towards a more equitable and just nation.

The Tangible Good 

OneGoal offers competitive compensation based on the market for nonprofits our size. Our benefits package* includes: over eight weeks of paid time off (or 43 business days), between vacation days, wellness time, and holidays; paid medical or parental leaves should you have need; medical, dental, vision, short-term and long-term disability, and life insurance; as well as a 401(k) with a 3% match. 

We believe in compensating staff members fairly in relation to each other, their qualifications, and their impact on behalf of the organization, and take internal and external equity seriously. Given our commitment to equity, OneGoal does not negotiate salary offers; instead each salary offer is determined carefully using external and internal benchmarking. You will have an opportunity to discuss salary in more detail after you begin the hiring process.

*OneGoal reserves the right to change benefits at any time according to business needs. 

If you require a reasonable accommodation to submit an application or to participate in the application or interview process, please reach out to our Human Assets Team to request an accommodation. Our Human Assets Team can be contacted at 773-321-2630 or


OneGoal is an equal opportunity employer and does not discriminate against any employee or applicant for employment because of actual or perceived sex, race, color, ancestry, citizenship, ethnicity, national origin, religion, age, disability (mental or physical), sexual orientation, gender identity or expression, marital status, pregnancy, breastfeeding or related medical condition, parenthood, genetic characteristic or information, military or veteran status, marital status, or any other characteristic protected under federal, state, or local law.