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.

Operations Manager

Company: CVS Health

Location: South Elgin, IL

Posted Jan 22, 2025

CVS Health is seeking an Operations Manager to lead a store team, driving execution and performance while enhancing customer service. The role involves overall store management, sales and inventory management, employee staffing and development, and financial management. The ideal candidate will have strong leadership, communication, and analytical skills, and be able to work flexible hours. CVS Health offers competitive pay, comprehensive benefits, and opportunities for professional growth.

Senior Manager Data Science

Company: Discover

Location: Riverwoods, IL

Posted Jan 22, 2025

Campus Marketing Intern

Company: Sodexo

Location: Glen Ellyn, IL

Posted Jan 22, 2025

Pharmacy Technician

Company: CVS Health

Location: Aurora, IL

Posted Jan 22, 2025

Director Security Solutions Sales

Company: Mastercard

Location: Chicago, IL

Posted Jan 22, 2025

Mastercard is seeking a Director of Sales for the North American Services Team. The role involves leading a portfolio of key accounts, developing sales strategies, and driving revenue growth. The ideal candidate should have extensive experience in sales, particularly in the banking industry, and a deep understanding of cybersecurity trends. They must possess excellent relationship management skills, sales performance analysis capabilities, and a track record of quota achievement. The position offers a competitive salary range of $139,000 - $222,000 along with comprehensive benefits.

Inland Marine Underwriter

Company: The Hartford

Location: Chicago, IL

Posted Jan 22, 2025

The Hartford is seeking an Inland Marine Underwriter with 3+ years of experience in commercial underwriting, particularly in construction, transportation, and renewable energy risks. The role involves building strong relationships with agents and brokers, managing the sales process, and developing cross-sell and up-sell opportunities. The company offers a collaborative environment, opportunities for career growth, and a hybrid work arrangement. Qualifications include a Bachelor's Degree, excellent communication skills, analytical thinking, and the ability to work in a fast-paced, changing business environment.

Lead Business Process Engineer

Company: Argo Group

Location: Chicago, IL

Posted Jan 22, 2025

Trust Officer

Company: Charles Schwab

Location: Chicago, IL

Posted Jan 22, 2025

Senior Manager, Business Architecture

Company: CVS Health

Location: Northbrook, IL

Posted Jan 22, 2025

CVS Health is seeking a Senior Manager, Business Architecture for its PBM Caremark division. The role involves leading strategic initiatives to ensure durability, sustainability, feasibility, reusability, reliability, and standardization within the organization's architecture. The Business Architect will develop business architecture blueprints, identify and catalog business capabilities, and apply techniques like Capability Modeling, Customer Journey Mapping, and Value Stream analysis. Required qualifications include 2+ years of experience in business capability modeling and value stream analysis, 5+ years in architecture/management consultancy, and 2+ years of experience with enterprise Architecture frameworks. The role offers a competitive pay range and comprehensive benefits, including medical, dental, vision, 401(k), life insurance, disability benefits, well-being programs, and PTO.

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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