Deputy Director of Development, Midwest

  • Job posted by Barack Obama Foundation

Job Type

Full Time




United States


About the Organization

Founded in January 2014, the Obama Foundation is a living, working center for citizenship in the 21st century aimed at identifying, training, and connecting the next generation of leaders and engaged citizens. The Foundation is developing the Obama Presidential Center on the South Side of Chicago to serve as headquarters for the projects it will undertake across the city, the nation, and around the world.

As President Obama said in his farewell address, “I am asking you to believe. Not in my ability to bring about change — but in yours.” That concept is one the Obamas championed from the beginning, and it is now a cornerstone of the Obama Foundation’s efforts to support and develop the next generation of active citizens and emerging young leaders at home and around the world.

Real change—big change—takes many years, and requires each generation to believe that its participation matters and embrace the obligations and opportunities that come with the most important office in a democracy: that of Citizen. Together, we have made extraordinary progress. Because there is more to do, this work lives on in the Obama Foundation.

For more information on the Obama Foundation, please visit

About the Position

As a member of the Development team, the Deputy Director of Development, Midwest will be part of a two-person regional team responsible for the qualification, cultivation, solicitation and stewardship of prospects and donors at the principal and major gift levels in the Midwest. The Deputy Director will support the Director of Development, Midwest in their cultivation efforts, manage a portfolio of major gift prospects and support the organizational lead for details related to fundraising in the region. The Deputy Director will also oversee the accurate tracking of data, the planning of events, the creation of materials related to Midwest development activity and the timely communication of regional work to HQ.


Research, Cultivation & Solicitation

  • Within 3 months of hire: Develop cultivation and solicitation plan targeting key markets in region to meet goals
  • Within 6 months of hire: Active cultivation in region underway, with meaningful qualification, solicitation, and stewardship activity progress demonstrated
  • Within 9 months of hire: Utilizing relationships built in region, identify additional prospects for cultivation and solicitation in year two
  • Within 1 year of hire: Significant solicitation activity and progress toward collective Midwest goal

Project Management

  • Work closely with Director of Development, Midwest to identify key needs of individual donors. Within the first month of hire, create a plan for travel and fundraising events for the region that will happen in the next six months and execute on these trips and events flawlessly (including all day-of event logistics, such as briefing materials, travel arrangements, etc.)
  • All information about the Midwest region’s donor pipeline is tracked and reported to the right people at the right time
  • Create and submit data-driven materials relating to upcoming development activities to HQ in a timely manner
  • All engagement, correspondence, solicitations and gifts with/from donors in the region is timely and is tracked accurately in our database

Key Responsibilities

Research, Cultivation & Solicitation

  • Research and identify new prospects, analyzing their giving histories and developing cultivation strategies
  • Cultivate, solicit and steward a small portfolio of major gifts prospects, while assisting and providing meeting support to Director of Development, Midwest with principal prospects
  • Plan and execute multiple principal and senior staff prospecting visits to region per quarter
  • Help staff development committee(s) or network of volunteers to support fundraising efforts
  • Partner with Director of Development, Midwest to develop comprehensive prospect strategies for full portfolio
  • Execute regional prospecting events, as necessary, to meet regional fundraising goals

Project Management

  • Maintain accurate tracking of prospects and donors within region to ensure appropriate cultivation, solicitation, negotiation and stewardship
  • Lead preparation of development-related communication including correspondence, proposals, spreadsheets, reports and briefing memos
  • Develop operating budget and expense forecasts for regional activity, ensuring goals are met on time and in budget
  • Exercise excellent judgement while handling sensitive and confidential information

Candidate Requirements

Project Management

  • Has a proven track record of exceptional project management – effectively plans long-term projects, backwards planning to meet goals
  • Continually promotes and achieves high standards of quality at work, applies attention to detail to the execution of all projects and constantly looks for problems to solve and ways to improve
  • Possesses a systems orientation and designs, implements and manages complex, long-term projects through the development of processes/systems to meet deadlines, fulfill commitments, track progress and achieve goals

Functional Knowledge: Fundraising

  • Has a track-record of meeting (or surpassing) ambitious fundraising goals in a fast-paced, competitive environment over a sustained period
  • Demonstrates comfort engaging with high-net worth individuals in order to make asks and close large ($500K+) gifts
  • Is adept at navigating the intricacies of tactical fundraising systems/processes (e.g., prospect tracking and scheduling, CRM maintenance, etc.)

Influencing and Motivating

  • Cultivates and maintains strong, productive relationships with a range of internal and external stakeholders
  • Possesses exceptional written and verbal communication skills; drafts effective written content with minimal instruction and oversight
  • Takes a collaborative approach to their work; understands the limitations of their own perspective and works hard to understand the interests/perspectives of others


Salary and benefits will be competitive and commensurate with experience.

Equal Opportunity Employer The Foundation is committed to creating a diverse work environment and is proud to be an equal opportunity employer. The Foundation does not discriminate on the basis of race, color, national origin, sex, gender identity, religion, sexual orientation, age, disability, parental status, veteran status, or any other protected status under applicable laws. We encourage individuals of all backgrounds to apply. If you are a qualified candidate with a disability, please email us at if you require a reasonable accommodation to complete this application.

Level of Language Proficiency


Professional Level

None specified

Minimum Education Required

4-year degree