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Assist Director of Strategy & Operations

Job in Chicago, Cook County, Illinois, 60601, USA
Listing for: High Jump
Full Time position
Listed on 2026-08-27
Job specializations:
  • Non-Profit & Social Impact
    Fundraising / Charity
Job Description & How to Apply Below
Position: Assist Director of Advancement Strategy & Operations

Assistant Director Of Advancement Strategy & Operations

The Assistant Director of Advancement Strategy & Operations translates High Jump's fundraising goals into coordinated plans, campaigns, systems, and measurable action. Working closely with the Chief Advancement Officer and across the Advancement team, this role connects strategy to execution—ensuring fundraising priorities have clear goals, audiences, timelines, ownership, and measures of success.

This position leads High Jump's Annual Fund and Sustaining Leaders (annual major donors) strategies and manages the planning and execution of key fundraising campaigns, including Giving Tuesday, year-end giving, recurring giving, and other targeted donor initiatives. The role also owns the operational infrastructure that supports Advancement, including the CRM, gift processing and donor records, fundraising reporting and analytics, and continuous improvement of department systems and processes.

Ideal candidates are strategic executors who can move comfortably between a fundraising goal and the systems and detailed plans required to achieve it. They are analytical, organized, collaborative, and motivated by a central question:
How do we build the fundraising systems and strategies that allow Advancement to raise more?

Core Responsibilities Fundraising Strategy & Campaigns
  • Lead the strategy, planning, implementation, and evaluation of key Advancement campaigns, including Giving Tuesday, year-end giving, recurring giving, and other targeted fundraising initiatives.
  • Lead strategy and execution for High Jump's Annual Fund, Sustaining Leaders Fund, and mid-level giving programs.
  • Establish clear goals, audiences, segmentation strategies, timelines, responsibilities, and success measures for fundraising campaigns.
  • Coordinate campaign execution across Advancement, partnering with Marketing & Communications on creative and messaging and other team members on donor engagement.
  • Develop strategies to improve donor acquisition, retention, renewal, upgrades, and recurring giving.
  • Analyze campaign results and translate findings into recommendations for future fundraising efforts.
  • Manage the annual Board giving and pledge process and Board Customized Letter campaign in partnership with the Chief Advancement Officer, including timelines, participation, tracking, materials, and follow-up.
Advancement Operations, CRM & Data
  • Own the day-to-day management and integrity of High Jump's Advancement CRM and related fundraising systems.
  • Lead gift and pledge processing, donor record management, acknowledgments, and related Advancement operations, ensuring timely and accurate execution. Partner closely with the Associate Director of Advancement Engagement to maintain appropriate quality-control checks, shared visibility, and backup coverage for these critical functions.
  • Serve as the primary Advancement partner to Finance for gift reconciliation, revenue reporting, and alignment between fundraising and financial records, with the Associate Director of Advancement Engagement providing secondary review and cross-checking as appropriate.
  • Maintain accurate and comprehensive donor and constituent records, including gifts, pledges, interactions, prospect information, and other relevant activity.
  • Establish and maintain clear procedures, documentation, and workflows for Advancement operations.
  • Serve as the primary resource for Advancement technology, including Raiser's Edge, Omatic, Constant Contact, Classy, and other fundraising platforms.
  • Identify and implement technology and process improvements that increase accuracy, efficiency, and team effectiveness.
  • Build lists, segmentation, and data processes needed to support fundraising campaigns and donor strategies.
Fundraising Analytics & Portfolio Support
  • Develop and maintain fundraising dashboards, reports, and performance tools that provide visibility into revenue, donor activity, campaign performance, and progress toward goals.
  • Analyze fundraising data to identify trends, opportunities, risks, and areas requiring additional attention.
  • Use data and fundraising results to inform strategy, forecasting, annual planning, and goal setting.
  • Support…
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