About the role

  • Director of Major Gifts driving relationships for fundraising at Greenwood Project. Seeking candidates with experience in high-level sales or major gifts fundraising to join during growth phase.

Responsibilities

  • Own and execute a revenue growth strategy that secures $1M+ annually from individuals, foundations, and corporate partners, with an emphasis on closing five- and six-figure deals.
  • Build and execute a cultivation strategy targeting new high-net-worth individuals, family foundations, and institutional funders. Maintain pipeline of 75+ qualified prospects with systematic relationship building and strategic follow-up.
  • Own end-to-end major gift process from prospect research to cultivation, proposal development, solicitation meetings, and stewardship - driving five and six-figure commitments.
  • Collaborate with the CEO and cross-functional teams (Programs, Partnerships, Governing Board, Young Professionals Board) to align donor engagement with organizational priorities.
  • Implement and manage the infrastructure that drives success; CRM tracking, reporting, pipeline forecasting, and performance metrics. Maintain pipeline discipline with systematic relationship tracking across all prospect interactions.
  • Represent Greenwood Project at high-level meetings and events, delivering compelling pitches that clearly communicate ROI and impact for partners and donors.

Requirements

  • 5–7+ years of experience in high-level sales, business development, or account management with a track record of closing significant accounts or partnerships. OR equivalent experience in major gifts fundraising with a strong record of securing five- and six-figure gifts. We’re especially interested in sales professionals eager to apply their skills in a mission-driven setting
  • Excellent relationship management and communication skills
  • Self-starter with exceptional organizational discipline and strategic thinking - a prospecting athlete comfortable managing complex, long-cycle relationships
  • Proficiency in CRM platforms (HubSpot preferred)
  • Deep commitment to Greenwood’s mission of education, access, and workforce development
  • Familiarity with Chicago’s philanthropic community is helpful, but we are equally enthusiastic about candidates from sales or business development backgrounds who are excited to apply their expertise in a new and impactful space
  • Experience driving revenue through sales, account management, business development, or fundraising, in the education, workforce development, finance, or other growth-oriented sectors
  • Knowledge of corporate sponsorships, foundation grants, and donor events is valuable
  • Familiarity with the financial services industry is also a strong plus

Benefits

  • access to employee health care
  • dental and vision coverage
  • disability insurance
  • 401(k) plan
  • generous paid time off

Job title

Director of Major Gifts

Job type

Experience level

Lead

Salary

$110,000 - $125,000 per year

Degree requirement

Bachelor's Degree

Location requirements

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