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.

Food Supervisor

Company: Sodexo

Location: Chicago, IL

Posted Jan 22, 2025

Insurance Agent (Base salary + Uncapped commissions)

Company: Comparion Insurance Agency

Location: Hoffman Estates, IL

Posted Jan 22, 2025

Comparion Insurance Agency is hiring a Sales Agent in Hoffman Estates. The role involves building a local network, relationship building, and selling insurance products like Auto, Home, and Life. The compensation ranges from $55k - $75k initially, with potential for top performers to earn over $100k in the first year. Benefits include uncapped pay, recognition, paid training, sales support, comprehensive benefits, and more. Preferred qualifications include sales experience and a state insurance license.

Retail Sales Specialist - Part-Time -$18.00 per hour, plus commission and incentives!

Company: Spectrum

Location: Upper Alton, IL

Posted Jan 22, 2025

Spectrum, a leading TV, internet, and voice provider, is offering a part-time retail sales role with competitive earnings. The position involves selling wireless, TV, and internet products, with targeted hourly earnings of $22.50. Part-time employees working at least 20 hours per week are eligible for comprehensive benefits including insurance and discounted Spectrum services. The role is ideal for digitally savvy, competitive individuals with wireless sales experience. Spectrum provides extensive training, competitive base salary, and generous commission structure. Career advancement is achievable, with most managers having started as Retail Sales Specialists. The job requires thriving in a fast-paced environment, strong communication skills, and the ability to lift up to 35 lbs.

Electrical Engineer - Systems Test Equipment (Onsite)

Company: RTX

Location: Rockford, IL

Posted Jan 22, 2025

Collins Aerospace is seeking an experienced Electrical Engineer for an onsite role in Rockford, Illinois. The role involves designing, building, and testing electrical systems for aircraft power generation systems, contributing to the advancement of electric power technologies in aviation. Key responsibilities include evaluating test plans, designing harnessing and feeders, incorporating instrumentation into test setups, and coordinating the build, checkout, operation, maintenance, and troubleshooting of electrical systems. The ideal candidate should have a STEM degree with 5+ years of relevant experience or an advanced degree with 3+ years of experience. Preferred qualifications include experience in electrical design and integration, collaboration with test operators, and proficiency in LabView software development. Collins Aerospace offers a competitive benefits package, including medical, dental, vision insurance, generous vacation, a 401(k) plan, tuition reimbursement, and more. This role is also eligible for the Re-Empower Program, a 14-week initiative to help professionals rebuild capabilities and enhance leadership skills.

Teachers at Spring Street KinderCare

Company: KinderCare Learning Companies

Location: South Elgin, IL

Posted Jan 22, 2025

KinderCare Learning Companies, the first and only early childhood education provider recognized with the Gallup Exceptional Workplace Award, offers a variety of early education and child care options. They invest in teachers, center staff, and field leaders, who are considered the heart and soul of the business. The company provides comprehensive benefits, including discounted child care, medical, dental, and vision coverage, and employee assistance programs. KinderCare operates in more than 2,000 sites and centers across 40 states, committed to providing high-quality child care to all families, regardless of their background.

Automotive Technician

Company: CarMax

Location: Schaumburg, IL

Posted Jan 22, 2025

CarMax is currently hiring Automotive Technicians in Schaumburg, Illinois. The role involves diagnosing, repairing, and reconditioning vehicles to meet CarMax's high standards. Technicians work in a fast-paced environment, solving technical problems, and delivering great results. CarMax offers a range of benefits including paid time off, medical/dental coverage, 401k with company match, vehicle discount, tuition reimbursement, and more. The company is known for its commitment to training, diversity, and providing a supportive work environment. The hourly rate for this position is $19.80 - $38.90, with commission eligibility.

(USA) Area Manager - Maintenance (Fashion, Import, Print Solutions, Regional, Returns, Sam's, Wm.Com)-2

Company: Walmart

Location: Joliet, IL

Posted Jan 22, 2025

The role involves communicating with various individuals or groups, implementing business plans, managing staffing and scheduling, maintaining quality and safety standards, supervising and developing associates, managing maintenance department operations, and ensuring compliance with regulations. The leadership expectations emphasize respect for individuals, integrity, service to customers, striving for excellence, and competitive compensation including benefits like health, financial, and paid time off benefits.

Principal - Dental SME- Healthcare

Company: Infosys

Location: Chicago, IL

Posted Jan 22, 2025

HealthcareInfosys Consulting is hiring a Principal Management Consultant with extensive experience in dental insurance. The candidate will lead a project team on a large core administrative platform implementation program, possessing solid knowledge in dental insurance operations, technology, and consulting. They should have 7+ years of experience with large Dental carriers and at least 5 years in advisory consulting. Key responsibilities include analyzing dental insurance products, developing recommendations for improvements, and implementing technology-enabled transformations. The ideal candidate should have an MBA or equivalent, strong client-facing skills, and experience with healthcare core administrative platforms like QNXT, Facets, and HealthRules Payer.

Analyst, Case Management (Field - Must reside in Winnebago/Jo Daviess County, IL or surrounding areas)

Company: CVS Health

Location: Rockford, IL

Posted Jan 22, 2025

CVS Health is seeking a Case Management Coordinator to collaborate and inform the case management process, facilitating appropriate healthcare outcomes for members. The role requires 2 years of experience in behavioral health, social services, or related fields. Key responsibilities include appointment scheduling, assisting with benefits, and using care management tools. The position offers a pay range of $21.10 - $44.99 and a comprehensive benefits package. CVS Health emphasizes a human-centric approach to healthcare, with a purpose to 'Bringing our heart to every moment of your health.'

Retail Supervisor, Full Time, Product Operations - Eastland-Bloomington

Company: Gap Inc.

Location: Bloomington, IL

Posted Jan 22, 2025

Old Navy is a fashion retailer that aims to democratize style and make shopping enjoyable. Established in 1994, the company offers high-quality, affordable essentials for the whole family. The role involves supporting store leadership, modeling selling behaviors, and ensuring a positive customer experience. Key responsibilities include treating customers and employees with respect, promoting loyalty programs, and maintaining productivity. The ideal candidate is tech-savvy, flexible, and committed to continuous improvement. Old Navy offers competitive benefits, including merchandise discounts, paid time off, and a robust 401(k) plan.

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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