Six Figure Work

Senior Director, Major Gifts

The Chicago School

Company websitethechicagoschool.edu (The Chicago School, opens in new tab)

Base salary $125K  to $155K

Employer-published annual base salary, USD. Advertised base range in United States

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  • LocationUnited States
  • WorkplaceWorkplace not stated
  • Status at last checkSource accepting applications when checked
  • Last checked (1 h ago) · observed since

About this job

Job Description:

Position Summary 

The Senior Director, Major Gifts is the lead individual fundraiser driving philanthropic support for The Chicago School, including the Illinois College of Osteopathic Medicine.  

This is a builder's role with responsibility for establishing and growing a major gift prospect pipeline where limited fundraising infrastructure currently exists. You will identify, cultivate, solicit, and close six- and seven-figure gifts from individuals, corporations, and foundations, with fundraising focused on three core opportunities: The Chicago School Fund, the IllinoisCOM Fund, and the Clinical Psychology Impact Fellowship. You will work with the President and Executive Cabinet to determine how best to position the institution for these opportunities and build a donor pipeline where a limited one exists today. 

This is an individual contributor fundraising position, not part of a large Advancement department. This role is best suited for a fundraiser who wants full ownership of a book of business with demonstrated ability to independently manage a major gift portfolio and achieve fundraising goals that advance the university’s mission. 

The role is externally focused and based in Chicago, with an expectation that significant time will be spent engaging with donors and prospects outside the campus. Internal campaign management, including employee and trustee giving, is managed by the Director, Major Gifts. Occasional travel may be required. 

The position is offered under an initial one-year employment agreement, with future renewal terms determined based on demonstrated performance and institutional needs. 

What Success Looks Like 

  • A qualified pipeline of principal and major gift prospects, sufficient to support an annual goal of $1M in new commitments across the university’s priority funds 
  • Six- and seven-figure gifts and multi-year commitments secured against the Chicago School’s four priorities: The Chicago School Fund, the IllinoisCOM Fund, the Clinical Psychology Impact Fellowship, and NRCI 
  • A proposal-to-close ratio that reflects disciplined pipeline management, with prospects advancing consistently through identification, cultivation, solicitation, and stewardship 
  • Clear, accurate, and consistent reporting on critical KPIs that advance annual goals  

 

Key Responsibilities  

Portfolio Management & Closing Gifts 

  • Build and manage a portfolio of principal and major gift prospects from the ground up, personally driving each prospect through identification, qualification, cultivation, solicitation, and stewardship 
  • Prepare and negotiate proposals and gift agreements for six- and seven-figure commitments 
  • Build new relationships with local, regional, and national funders aligned to the four priority funds; conduct prospect research and identification as needed  
  • Design and execute donor stewardship plans for major donors, including gift acknowledgment, impact reporting, and ongoing engagement to ensure retention and upgrade of major and principal gift support 
  • Work with the President and Executive Cabinet to determine how best to position the institution for the four priority funding opportunities 

Collaboration and Management 

  • Manage and coach Major Gifts personnel; set portfolio strategy together and review pipeline moves regularly 
  • Oversee execution of employee and trustee giving campaigns, managed by Director, Major Gifts, ensuring alignment with overall fundraising strategy 
  • Coordinate with External Affairs teams (including University Communications, Office of Sponsored Programs, Alumni Relations, and Public Affairs) and other institutional leaders as needed to ensure a cohesive strategy in support of university goals  

 

Data Management and Reporting 

  • Set annual fundraising goals. in conjunction with the President  
  • Maintain and oversee accurate, timely records of all activity, moves, and next steps in Raiser's Edge, ensuring team compliance with university policies and procedures. 
  • Report monthly on key metrics, including visits, proposals, and dollars raised against goal; support additional executive or board-level reporting as needed  

Basic Qualifications 

  • Bachelor's degree or equivalent experience 
  • 7+ years of frontline major gift fundraising experience, with a demonstrated track record of successfully closing six or seven figure gifts 
  • Experience managing a personal portfolio of 50-75 major and principal gift prospects 
  • Some direct or matrixed management experience, such as managing or coaching a coordinator or junior fundraiser 
  • Familiarity and experience with Chicago area funders, corporations, or foundations 
  • Experience building a fundraising pipeline and closing major gifts from limited infrastructure 

Preferred Qualifications 

  • Experience fundraising in higher education, healthcare, or academic medicine 
  • Experience partnering directly with a president, CEO, or executive leadership team on fundraising strategy and execution  
  • Familiarity with clinical psychology, mental health, or osteopathic medicine as a philanthropic priority area 
  • Proficiency with a donor CRM (Raiser's Edge preferred) 

Compensation & Benefits

This opportunity is budgeted at $125,000 - $155,000 annually, commensurate with experience and qualifications, plus eligibility for performance-based incentive compensation. The position is eligible for The Chicago School’s comprehensive employee benefits package.  base compensation. Additional compensation factors may impact total compensation. To learn more about our competitive benefits and additional rewards, including generous paid time-off, medical and dental insurance coverage, life and disability insurance, retirement plan with employer contribution, multiple flexible spending accounts, tuition reimbursement, click the link below.

https://www.thechicagoschool.edu/career-opportunities/

The Chicago School is an Equal Opportunity Employer.

Please note: For the protection of faculty, staff, students, and all who enter our facilities, The Chicago School strongly recommends that all employees are fully vaccinated for COVID-19 per CDC guidance.

Source: The Chicago School on Workday · View original posting (opens in new tab)

Pay in context

This role's base floor ($125,000) is above 30% of the 4,293 Sales roles nationwide listed on this site; 87 others list the same floor. Their median floor is $141,500; the middle half runs from $120,000 to $170,000.

Only jobs on this site count, and each one publishes a base salary of $100,000 or more, so this compares six-figure jobs with each other, not with the whole market. Computed Nov 8, 2026.

This range next to 2 other live The Chicago School roles with the nearest advertised base floor
Chart as a table
This range next to 2 other live The Chicago School roles with the nearest advertised base floor
RolePublished base
Senior Director, Major Gifts (this listing)$125K - $155K
Program Director, MS Physician Assistant Studies Program$140K - $200K
Internal Medicine Section Chief$175K - $250K

Same $100K to $400K scale as every card. All The Chicago School roles · How to read the bar

Observed changes

  1. First observed on the employer's board
  2. Began meeting the published-salary criteria
Observed since
Employer-stated posting date
2026-10-21
Where this pay comes from

Location as the employer wrote it: The Chicago School - Chicago - 400 S Jefferson St

This opportunity is budgeted at $125,000 - $155,000 annually, commensurate with experience and qualifications,

Method
Employer text, read with fixed rules and re-verified
Checked
Rule set
us-base-v2

The pay passage appears in the employer's own job text. Fixed, deterministic rules located it, and the passage below was checked against the stored copy of the posting.

What we verified

  • The pay figures come from the employer's own listing, quoted exactly above.
  • The pay is an annual base salary in US dollars with a minimum of at least $100,000.
  • The role was publicly listed on the employer's job board when last checked.

We do not verify what the employer will actually offer, whether the employer is still recruiting for the role, or anything beyond what the employer published. Full methodology.

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