Supportive Leadership Jobs in Chicago, IL

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Looking for Supportive Leadership jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Supportive Leadership position in the Chicago, IL area.

Software Engineer

Company: Morningstar

Location: Chicago, IL

Posted Oct 22, 2025

Lead or contribute to technical architecture discussions and design reviews. Own the full development lifecycle—from design and implementation to deployment and…

Executive Chef

Company: Parlor Pizza Bar

Location: Chicago, IL

Posted Oct 21, 2025

Responsible for the selection, training, and development of the personnel within the department; planning, assigning and directing work: appraising performance;…

Advancement Reporting Analyst

Company: The University of Chicago

Location: Chicago, IL

Posted Oct 23, 2025

Conducts requirements analysis, translating requirements into a scope document and developing reporting deliverables based on the design.

Director of Service & Brand Alignment

Company: Encore Global

Location: Schiller Park, IL

Posted Oct 22, 2025

Brand Integration: Serve as primary Encore authority on Hilton service performance, embedding key principles from Hilton’s training philosophy into our own…

Project Manager

Company: Luma Health

Location: Chicago, IL

Posted Oct 22, 2025

Bachelor's Degree or related field. Serve as the project owner and main customer liaison throughout the implementation process, ensuring clear communication and…

Copywriter

Company: Caterpillar

Location: Chicago, IL

Posted Oct 22, 2025

Degree in a relevant field and experience in a creative role within an agency or in-house corporate environment or equivalent working experience.

Customer Success Lead

Company: Coinflow

Location: Chicago, IL

Posted Oct 22, 2025

4–7 years of experience in customer support, operations, or technical support — ideally within fintech, payments, or SaaS.

Project Manager - HR (Hybrid)

Company: United Airlines

Location: Chicago, IL

Posted Oct 22, 2025

Program design and implementation skills required. Measure project performance using appropriate tools and techniques in order to monitor the progress of the…

Frequently Asked Questions

What are the typical salary ranges for Supportive Leadership roles at different seniority levels?
Entry‑level supportive leaders (Team Lead, Junior Coach) earn $60,000–$80,000 annually. Mid‑level managers ($80,000–$120,000) handle multiple squads and OKR ownership. Senior leaders (Director, Head of People) command $120,000–$170,000, while VP‑level roles range $170,000–$250,000, and CxO positions can exceed $250,000 depending on company size and region.
What skills and certifications are most valued for a Supportive Leadership position?
Key skills include emotional intelligence, coaching (ICF Associate Certified Coach), conflict resolution, data‑driven people analytics, and Agile facilitation. Certifications that boost credibility are SHRM‑CP/SCP, PHR/SPHR, PMI‑ACP, Certified ScrumMaster (CSM), and leadership programs like the Leadership in a Digital Age (LIDA). Practical experience with HRIS platforms such as Workday or SAP SuccessFactors and collaboration tools like Miro and Slack is also highly prized.
Is remote work available for Supportive Leadership roles?
The majority of supportive leadership roles are offered as fully remote or hybrid. However, senior positions that involve executive alignment or cross‑departmental strategy often require occasional on‑site presence for quarterly alignment meetings or leadership retreats.
What career progression can a Supportive Leader expect?
A typical trajectory moves from Team Lead → Manager → Senior Manager → Director → Vice President → CxO. Progression typically takes 2–4 years to reach a manager level, 3–5 years to a director, and 5–7 years to reach VP or executive roles, depending on performance and organizational size.
What are the current industry trends affecting Supportive Leadership?
Key trends include a heightened focus on employee experience and well‑being, AI‑driven people analytics for predictive engagement, inclusive and bias‑free leadership practices, remote‑first culture integration, and the adoption of digital coaching platforms that combine video, analytics, and real‑time feedback. Companies are also investing in continuous learning ecosystems to keep leaders updated on emerging technologies and leadership frameworks.

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