Build and execute $1M+ annual revenue strategy targeting high-net-worth individuals, foundations and family offices, with an emphasis on closing five
and six-figure deals.
Own the full revenue cycle, prospecting, discovery, proposal development, negotiations, close, and expansion. Operate with the urgency and discipline of a quota-carrying sales professional.
Maintain a qualified pipeline of 75+ qualified prospects with systematic tracking, strategic follow up and data-driven forecasting.
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 the ROI for donors.

5+ years in revenue-generating roles with at least 3 years in a closing or quota-carrying capacity. OR equivalent experience in major gifts fundraising with consistent success securing five
and six-figure commitments.
Excellent relationship management and communication skills: Comfortable presenting to C-suite executives, family office principals and foundation boards. Able to command a room, build trust quickly and close complex deals
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
Revenue generation in sales, account management, business development, or fundraising
Experience in financial services, fintech, or fast-growth startups, building client relationships
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
Knowledge of corporate sponsorships, foundation funding cycles and high-net-worth client events is valuable
Familiarity with the financial services industry is also a strong plus

Director of Business Development

Key skills