Holy Trinity High School is committed to hiring exceptional faculty and staff who have a passion for excellence and a commitment to serving. Explore the current openings and consider joining the team.

Current Job Openings:

Job Opening: Accounting Manager

The Opportunity:

The Accounting Manager works directly with the school’s President, Chief Financial Officer,
Finance Committee and Board of Trustees in helping to set and guide the school’s financial
future. This position manages the school’s finances and the finances of the Heart & Mind
Foundation (a supporting organization created to receive and manage gifts on behalf of Holy
Trinity High School).

• Manages all financial matters that affect Holy Trinity High School and the Heart & Mind
• Maintains an accurate system of accounting following established GAAP guidelines
• Prepares and presents monthly Financial Reports to the school’s Finance Committee and
develops updated forecasts during the fiscal year
• Prepares and presents financial reports of the Heart & Mind Foundation to its Board of
Directors on a bi-monthly basis
• Maintain General Ledger and all associated accounts
• Prepares all of the materials for the Annual Audit for the school and the foundation
• Responsible for overseeing corporate purchase card program.
• Implements internal control procedures and all purchasing policies and procedures
• Processes payroll and provides for the payroll to be distributed to all employees
• Oversees collections of tuition and all Accounts Receivables, processes disbursements,
and record keeping of all funds for the institution and the foundation

• Work with school secretary to track PTO time for faculty. Responsible for track non-
teaching staff PTO time.

• Maintains all insurance records, procedures, policies, and claims
• Other duties as assigned by the President, Chief Financial Officer or Finance Committee

• Bachelor’s Degree in Business Administration, Accounting or Finance
• Strong accounting skills and experience, including preparing monthly financial
statements, annual budget and financial forecast
• Strong communication, organizational, and leadership skills
• Ability to multi-task and work effectively with a large number of constituents
(administrators, faculty, staff, parents, students, alumni, etc)

• Demonstrates a hands-on, detail-oriented and can-do attitude that supports the mission
of the school
• Experience with QuickBooks, Blackbaud Financial Edge, G-Suite, Microsoft Office (Word,
Excel, Powerpoint) and payroll software

To apply, please send resume and cover letter to Katrina Cooke, Chief Financial Officer at kcooke@holytrinity-hs.org

Status: Full-time Exempt Mon-Fri; evenings & weekends as needed for special events and meetings

Hire Date: August 1, 2022

Job Summary

The Major Gift Officer executes and oversees a portfolio of individual donors and develops a portfolio of new major gifts for a 25 year old scholarship and mentoring program that supports approximately 50 Holy Trinity High School students. This role is focused on a pool of existing donors giving to Holy Trinity High School through this scholarship and mentoring program.

The person in this position is part of Holy Trinity High School’s Development Team and works closely with and reports to the Sr. Director of Development. The Major Gift officer plays a vital role in advancing the organization by implementing strategic growth initiatives and securing resources essential to the School’s success and sustainability via fundraising events, donor cultivation, existing school programs, and new school programs.

The Major Gift Officer is responsible for donor relations including prospect identification, cultivation, appeals, stewardship, acknowledgment, and tracking of major gifts and prospects. The ideal candidate is a mission and values-driven, engaging, entrepreneurial, and highly motivated fundraiser, extremely skilled in communication, storytelling, persuasion, and organization with high integrity, and work ethic. This individual has a passion for Holy Trinity High School’s mission and is inspired to make a difference in the lives of young people; a skilled relationship manager with experience building and managing a philanthropy program; a self-starter with experience proactively identifying, cultivating, and soliciting potential donors and corporate partners, and engaging them in the organization’s work and impact. 

Having acquired a deep understanding of the School, its students, and the commitment of the administration, faculty, and volunteer leadership, the successful candidate must be able to inspire and ignite a passion for Holy Trinity High School’s mission in others by reaching out to various constituencies, sharing stories of the School’s outcomes, identifying affinities, and making connections effectively to attract positive attention and grow philanthropic support. The candidate must have a finger on the pulse of the business and philanthropic communities in Chicago and be able to navigate within this environment. 


Existing Major Gift Portfolio

  • Responsible for the management and implementation of the strategy to steward and grow major gifts for Holy Trinity High School (HTHS).

  • Work with donors giving to HTHS’s scholarship and mentorship programming.

  • Coordinate with the Sr. Director of Development to establish long-term goals and objectives and strategize fundraising efforts.

  • Prepare monthly reports and analyze progress toward goals; ensure maintenance of up-to-date, accurate, and consistent entries in Raisers Edge database.

  • Formalize a giving program to ensure the greatest mutual benefit for existing donors and prospective donors.

  • Cultivate and steward gifts from individuals by maintaining frequent contact with current donors and developing new relationships with prospects.

  • Create, manage and execute a strategy for a base of existing individual donors.

  • Work with the Sr. Director of Development and President on strategic recognition efforts for annual donors and oversee special stewardship projects including follow-up letters after events, holiday card mailings, invitations to special events, personal calls to donors, etc.

  • Meet with donor prospects and existing donors to cultivate long-term relationships.

  • Lead the planning and execution of all Major Gift Cultivation Events.


Development Team 

  • Assist with all Development and donor events; work with staff, volunteers, and committee members to execute successful events. This includes annual alumni events, a fundraising gala, a fall cultivation event, and others as added.

  • Work closely with the Development team on all fundraising activities. 

  • Engage in occasional evening or weekend functions, meetings, or appointments.


  • Bachelor’s degree required

  • Minimum 5 years of experience in Development with increasing responsibility and success.

  • Proven track record of successful fundraising and stakeholder engagement in the nonprofit, public, or civic setting.

  • Experience of having expanded and cultivated existing donor relationships over time.

  • Strong written, oral, interpersonal, and persuasive presentation skills.

  • CRM/donor database management experience required; Raiser’s Edge experience preferred.

  • Excellent judgment and creative problem-solving skills; self-reliant and results oriented.

  • Proven ability to drive fundraising results in a complex, fast-paced, dynamic environment.

  • Ability to balance and contribute to high-level strategy development and tactical details of implementation.

  • Mission-oriented with demonstrated experience in expanding donor relationships over time.

  • Excellent communication skills, both written and oral; ability to engage, collaborate with, influence, and engage internal and external stakeholders; capacity to collaborate across a complex organization structure.

  • Ability to work closely with people from diverse cultures and socio-economic backgrounds.

  • Familiarity with individual, foundation, and corporate giving in Chicago.

  • Self-motivated, accurate, detail-oriented, with an ability to manage and meet multiple deadlines


  • Medical insurance
  • Dental insurance

  • Vision insurance

  • Life insurance

  • Paid time off


How to Apply: Send a cover letter and resume to President Tim Bopp tbopp@holytrinity-hs.org


Job Description

School Counseling Department

School Counseling is a collaborative office. The School Counselors work together, under the general direction of the Principal, to accomplish the various tasks of the office in a fair division of labor. Each counselor has the opportunity to take on leadership/responsibility for different tasks. This may vary from year to year.

The School Counseling Department is responsible for oversight and implementation of the following:

  • Oversees and maintains all standardize testing program, disaggregation and analysis of student data
  • Oversees and implements an effective program of academic planning and support for student success, including grade level parent meetings and parent informational sessions
  • Works closely with students and parents on the college planning process, overseeing a coherent program that spans all four years of high school
  • Develops and maintains relationships with partner agencies and organizations who provide additional support to Holy Trinity students
  • Develops and implements a program of classroom guidance appropriate for each grade level addressing social/emotional issues and character development
  • Organizes and schedules group guidance programs as needed
  • Oversees a program of career-planning, including current and future opportunities and organization of Career Days
  • Serves as a liaison to consulting social service agencies, therapists or supplemental support staff
  • Serves on the Academic Board
  • Implements all appropriate policies and procedures to insure best practice and excellent
  • communication with parents, faculty, and staff
  • Prepares an annual department budget proposal
  • Participates in the screening and interview process for department members
  • Collaborates with the Principal and Assistant Principal on creation of the master schedule to meet
  • students’ needs
  • Fulfills others responsibilities at the request of the administration
  • Each Counselor provides for their individual student roster in the following ways:
  • Oversees the individual student’s academic program
  • Is available for consultation concerning any scheduling conflicts or questions prior to issuance of student schedules after completion of the master schedule
  • Initiates at least two individual conferences with each student per year
  • Maintains individual student cumulative files
  • Conducts group guidance classes and classroom guidance
  • Develops an agenda for and coordinates student staffing
  • Schedules present and transfer students for class
  • Follows procedures to alter a student’s schedule or to recommend schedule alterations to the principal
  • Maintains a record of students’ failures and provides students and parents direction on how to recover missed credits in a timely and effective manner
  • Ensures that students complete an effective academic program to enable them to graduate and attend college
  • Works with teachers, the principal and the Dean of Students for the welfare of the student
  • Works with the Admissions Office, Faculty and Staff in support of student recruitment and admissions
  • Fulfills others responsibilities at the request of the administration

Job Type: Full-time


  • 8 hour shift
  • Monday to Friday

Ability to commute/relocate:

  • Chicago, IL 60642: Reliably commute or planning to relocate before starting work (Required)


  • Bachelor’s (Required)


  • School Counseling Certification (Preferred)

Work Location: On location


  • 401(k)
  • Dental insurance
  • Employee discount
  • Health insurance
  • Life insurance
  • Paid time off