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Leader Trainee Jobs in Chicago, IL (NOW HIRING)

The Cary Company

Leadership Trainee

Addison, IL · On-site

Future Leadership Program - Leadership Trainee Location: Addison, IL Program Duration: Comprehensive rotational program (details below) Benefits: Medical, Dental, Vision Insurance, Company-Funded ...

7-Eleven

Store Leader (Manager) Trainee

Portage, IN · On-site

If you enjoy working as part of a management team and have previous supervisory experience, we would love the opportunity to talk with you about our Store Leader Trainee role! We're hiring ...

The Cary Company

Leadership Trainee

Addison, IL · On-site

$50K - $60K/yr

Future Leadership Program - Leadership Trainee Location: Addison, IL Program Duration: Comprehensive rotational program (details below) Benefits: Medical, Dental, Vision Insurance, Company-Funded ...

JX Enterprises, Inc

Leadership Trainee

Bolingbrook, IL · On-site

$27/hr

The Leadership Trainee Program is a comprehensive 2-year training program designed to develop the future leaders of JX Enterprises. Primarily focused on a future in our dealership operations, you ...

JX Enterprises, Inc.

Leadership Trainee

Bolingbrook, IL · On-site

$27/hr

The Leadership Trainee Program is a comprehensive 2-year training program designed to develop the future leaders of JX Enterprises. Primarily focused on a future in our dealership operations, you ...

JX Truck Center

Leadership Trainee

Bolingbrook, IL

$27/hr

The Leadership Trainee Program is a comprehensive 2-year training program designed to develop the future leaders of JX Enterprises. Primarily focused on a future in our dealership operations, you ...

ULINE

Finance Leadership Trainee

Waukegan, IL · On-site

Finance Leadership Trainee Corporate Headquarters 12575 Uline Drive, Pleasant Prairie, WI 53158 Unlock your career potential! Join Uline's three-year training program to gain hands-on experience in ...

ULINE

Finance Leadership Trainee

Glenview, IL · On-site

Finance Leadership Trainee Corporate Headquarters 12575 Uline Drive, Pleasant Prairie, WI 53158 Unlock your career potential! Join Uline's three-year training program to gain hands-on experience in ...

Dayton Freight

Sales Management Trainee

Des Plaines, IL · On-site

$60K/yr

Develop Leadership skills * Develop Sales knowledge Qualifications * Must possess a valid Bachelor's degree from an accredited college * Must be willing to relocate to any Service Center * Must be ...

Dayton Freight

Sales Management Trainee

Crest Hill, IL

$60K/yr

The Sales Management Trainee Program is geared toward recently graduated or soon-to-be graduating ... Develop Leadership skills * Develop Sales knowledge * Must possess a valid Bachelor's degree from ...

Dayton Freight

Sales Management Trainee

Crest Hill, IL · On-site

$60K/yr

Develop Leadership skills * Develop Sales knowledge Qualifications * Must possess a valid Bachelor's degree from an accredited college * Must be willing to relocate to any Service Center * Must be ...

Menard, Inc

Manager Trainee

Chicago, IL · On-site

Endless Career Advancement Opportunities Menards success relies on our promote-from-within culture that is filled with home-grown leaders that have completed the Manager Trainee program. Upon ...

Menard, Inc

Manager Trainee

Long Grove, IL

Endless Career Advancement Opportunities Menards success relies on our promote-from-within culture that is filled with home-grown leaders that have completed the Manager Trainee program. Upon ...

Menard, Inc

Manager Trainee

Mount Prospect, IL

Endless Career Advancement Opportunities Menards success relies on our promote-from-within culture that is filled with home-grown leaders that have completed the Manager Trainee program. Upon ...

Menard, Inc

Manager Trainee

Vernon Hills, IL

Endless Career Advancement Opportunities Menards success relies on our promote-from-within culture that is filled with home-grown leaders that have completed the Manager Trainee program. Upon ...

Menard, Inc

Manager Trainee

Crystal Lake, IL · On-site

Endless Career Advancement Opportunities Menards success relies on our promote-from-within culture that is filled with home-grown leaders that have completed the Manager Trainee program. Upon ...

Dayton Freight

Sales Management Trainee

Des Plaines, IL · On-site

$60K/yr

The Sales Management Trainee Program is geared toward recently graduated or soon-to-be graduating ... Develop Leadership skills * Develop Sales knowledge * Must possess a valid Bachelor's degree from ...

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All JobsLeader JobsLeader Trainee JobsLeader Trainee Jobs in Chicago, IL

Leader Trainee information

See Chicago, IL salary details

$26.3K

$44.8K

$65.4K

How much do leader trainee jobs pay per year?

As of Aug 8, 2026, the average yearly pay for leader trainee in Chicago, IL is $44,843.00, according to ZipRecruiter salary data. Most workers in this role earn between $34,000.00 and $52,500.00 per year, depending on experience, location, and employer.

What is a leader trainee?

Leader Trainees are individuals who are in a program or position designed to develop their leadership skills and prepare them for future management or supervisory roles within an organization. They typically participate in structured training, mentorship, and hands-on work experiences to learn about company operations, team management, and strategic decision-making. The goal of a Leader Trainee program is to equip candidates with the knowledge and abilities needed to lead teams effectively and advance into higher-level positions.

What is the difference between Leader Trainee vs Team Leader?

AspectLeader TraineeTeam Leader
Required CredentialsTypically entry-level, may require a diploma or relevant certificationUsually requires experience and leadership certifications
Work EnvironmentTraining programs, supervised tasks, developmental focusSupervising team members, managing daily operations
Employer & Industry UsageCommon in retail, hospitality, and service sectorsFound across various industries including retail, manufacturing, and services

The main difference between a Leader Trainee and a Team Leader is that a Leader Trainee is in a developmental phase, focusing on learning leadership skills, while a Team Leader is responsible for managing a team and overseeing daily operations. Leader Trainees are often in training programs, whereas Team Leaders have already gained experience and hold leadership responsibilities.

What are some common challenges faced by leader trainees during the transition into a leadership role?

Leader Trainees often encounter challenges such as balancing hands-on responsibilities with developing leadership skills, adapting to new expectations, and navigating team dynamics. Many trainees find it demanding to shift from being a peer to leading former colleagues, as it requires establishing authority while maintaining positive relationships. Additionally, learning to delegate effectively and manage time across multiple projects can be a significant adjustment. Support from mentors and structured training programs can help ease this transition and build confidence.

What are the key skills and qualifications needed to thrive as a leader trainee, and why are they important?

To thrive as a Leader Trainee, you need strong problem-solving abilities, organizational skills, and a relevant educational background, often a bachelor’s degree in business or a related field. Familiarity with project management tools, Microsoft Office Suite, and sometimes basic data analysis software is typically required. Exceptional communication, adaptability, and a willingness to learn are essential soft skills that help Leader Trainees excel. These qualities are crucial for developing effective leadership capabilities, managing teams, and successfully transitioning into managerial roles.
What are the most commonly searched types of Leader jobs in Chicago, IL? The most popular types of Leader jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Leader Trainee jobs? Cities near Chicago, IL with the most Leader Trainee job openings:
Leader Trainee jobs near you

Leadership Trainee

The Cary Company

Addison, IL • On-site

Full-time

Medical, Dental, Vision, Life

Re-posted 20 days ago

Job description

Future Leadership Program - Leadership Trainee
Location: Addison, IL
Program Duration: Comprehensive rotational program (details below)
Benefits: Medical, Dental, Vision Insurance, Company-Funded Profit Sharing, Short-Term Incentive Plan, Childcare Reimbursement, and moreAbout The Cary Company
The Cary Company is a forward-thinking industrial distribution company committed to excellence in customer experience, innovation, and employee development. Our culture is built on collaboration, integrity, and continuous improvement. We strive to create an environment where employees can thrive and contribute to our mission of providing exceptional products and services.Position Overview
Join our Future Leadership Program as a Leadership Trainee and gain hands-on experience across core areas of our business. This immersive program is designed to build a strong foundation for a rewarding career in management. If you're motivated, organized, and eager to grow, this is your opportunity to lead.Rotational Assignments
  • Customer Relations (4-5 months): Engage directly with customers, understand their needs, and ensure satisfaction.
  • Inside Sales (2-3 months): Learn sales strategies, build client relationships, and contribute to revenue goals.
  • Quality Assurance (1-2 months): Manage cases and ensure compliance with quality standards.
  • Logistics (1-2 months): Gain experience in supply chain management, inventory, and shipping processes.
  • Purchasing (1-2 months): Assist in procurement, supplier negotiations, and inventory optimization.
  • Warehouse Administration (1 month): Learn operational aspects of order fulfillment and inventory control.
  • Additional Options: Accounting, Finance, and Marketing rotations available based on background/skillset.
Qualifications
  • Bachelor's degree from an accredited institution
  • Strong academic background with a high GPA
  • Excellent organizational, time management, and communication skills
  • Professional demeanor and collaborative attitude
  • Ability to work independently and as part of a team
  • Passion for learning and leadership development
Career Path & Growth
Upon completion, you'll be prepared for leadership roles such as:
  • Sales Team Lead/Manager
  • Customer Relations Lead/Manager
  • Operations Manager
  • Logistics Manager
  • Purchasing Manager
  • Product Management
  • Staff Accounting/Financial Analyst
  • Technical Marketing

Ongoing opportunities for professional development and advancement with a strengths-based approach.Perks & Benefits
  • Medical, Dental, Vision Insurance
  • Life and Supplemental Insurance
  • Short-Term Incentive Plan
  • Company-Funded Profit Sharing
  • HRA & Cafeteria Plan
  • Seasonal Company-Sponsored Events
  • Work/Life Balance Initiatives
  • Childcare Reimbursement Program
  • 9/80 Scheduling Option (after 1 year)
About Us
  • Established in 1895
  • Grew from 30 employees in 2005 to over 240 today
  • Locations: Addison, IL (HQ), Indianapolis, IN, Pittsburgh, PA, Salt Lake City, UT, Jurupa Valley, CA, Livermore, CA, Charlotte, NC
  • Distribute rigid packaging products and industrial filtration
  • Recently renovated corporate office/warehouse in Addison
  • Privately owned, focused on autonomy, connectedness, and confidence in your role
Culture Highlights
  • Strengths-based approach to leverage what employees enjoy and excel at
  • 2-4 structured one-on-one meetings per year (replaces traditional performance reviews)
  • Mentorship and guidance from experienced leaders
  • Committees: Culture Committee and Cary Cares
  • Fun Fridays, Weekly Yoga, and other events (check out our Facebook page!)
  • Core Values: Growth, Positivity, Customer Driven, Spirited Work Ethic, In This Together
  • People who thrive here are positive, open-minded, curious, customer-focused, and supportive of co-workers

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