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About the role
Key responsibilities & impact- Responsible for advancing regional revenue, strengthening iMentor’s presence in the market, and building partnerships that expand opportunity for young people.
- Lead the execution of a comprehensive external relations strategy across philanthropy, corporate partnerships, government engagement, and brand visibility.
- Serve as a key representative of iMentor in the Chicago region, cultivating relationships with funders, civic leaders, and institutional partners.
- Activate the Regional Board as a driver of revenue, engagement, and network expansion.
- Collaborate with national philanthropy and marketing & communications teams, and regional leadership to translate enterprise priorities into effective regional strategies and outcomes.
Requirements
What you’ll need- 8–10+ years of experience in fundraising, partnerships, or external relations, with increasing scope of responsibility.
- Experience leading multi-stream revenue strategies (corporate, foundation, individual, and/or public funding).
- Demonstrated success securing and managing high-value gifts and partnerships, including six- and seven-figure investments.
- Experience engaging and activating boards or senior volunteer leaders.
- Experience working within federated or national–regional organizational structures, with the ability to translate enterprise strategy into locally relevant market strategies.
- Demonstrated ability to balance local ownership with national alignment, navigating complexity and influencing across teams and stakeholders.
- Mindset of an adaptive leader, with a willingness to build, iterate, and flex as the organization grows and changes, regardless of title or hierarchy.
- Strong judgment and decision-making skills, with the ability to navigate complexity without relying on fixed answers or rigid structures.
- Experience taking initiative, managing ambiguity, and making sound, high-impact decisions.
- Proven ability to operate as an external ambassador and build relationships with senior stakeholders, including executives, board members, and civic leaders.
- Strategic thinker who can translate vision into execution and measurable results.
- Excellent communication, negotiation, and presentation skills.
Benefits
Comp & perks- Up to 100% employer-funded comprehensive medical and dental coverage.
- 18 paid days annual vacation (increasing annually to 21, 23, 25).
- 13 paid holidays, plus your birthday, plus one floating holiday.
- iMentor closed between Christmas Eve and New Year’s Day.
- Plus 8 sick days annually.
- 401k match up to 4%.
- Flexible Home/Office/School working arrangement.
- Pre-tax commuter benefits.
- Dependent care and health care flexible spending plans.
- 1 hour of wellness time off per week for wellness activities of your choosing.
- Flexible personnel wellness budget for reimbursements or marketplace purchases.
- Every staff member is eligible for organization-sponsored professional development annually.
- 9 weeks of paid parental leave
ATS Keywords
✓ Tailor your resumeApplicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard Skills & Tools
fundraisingpartnershipsexternal relationsmulti-stream revenue strategieshigh-value gifts managementboard engagementstrategic planningdecision-makingnegotiationpresentation
Soft Skills
adaptive leadershiprelationship buildingstrategic thinkinginitiativenavigating complexityinfluencingcommunicationjudgmentcollaborationflexibility