Job Description

Training Specialist 

 

About Heartland Roadshow

Heartland Roadshow is seeking a professional, adaptable, and people-focused Operations Training Specialist to join our Training Team in Hoffman Estates, IL. This role plays a critical part in developing new buyers through operational classroom training, field support, and hands-on coaching focused on company standards, processes, professionalism, and customer interaction.

This is a dual-role position that combines both classroom instruction and Field Trainer/Buyer responsibilities throughout the year.

We are looking for someone who thrives in an adult learning environment and can effectively teach, coach, and connect with individuals from many different backgrounds, personalities, and professional experiences across the country.

The ideal candidate is patient, versatile, highly adaptable, and able to pivot quickly while maintaining professionalism and reinforcing company standards consistently.

Position Details

Schedule

This position requires a flexible schedule based on operational and training needs. While the typical schedule is Monday through Friday during standard business hours, extended days and occasional schedule adjustments may be required. Due to the dynamic nature of the role and field support responsibilities, candidates should be comfortable adapting to varying schedules, including potential Tuesday–Saturday coverage when needed. 

Travel Expectations

• Some light travel throughout the year may be required while supporting Field Training initiatives and operational needs

Work Location

• On-site in Hoffman Estates, IL

Key Responsibilities

• Lead engaging classroom training sessions for new buyers and team members

• Teach company processes, procedures, operational standards, safeguards, and professionalism expectations

• Deliver training through demonstrations, roleplay scenarios, practical exercises, and guided operational instruction

• Reinforce company policies, documentation standards, and compliance procedures

• Adapt training methods to a wide variety of adult learning styles and professional backgrounds

• Evaluate trainee progress through observation, assessments, and coaching feedback

• Collaborate with leadership to update training materials and operational content as processes evolve

• Maintain a positive, professional, and approachable classroom environment

• We are seeking a professional, adaptable, and people-focused individual who exemplifies Heartland culture through strong communication, professionalism, accountability, and operational consistency. The ideal candidate leads by example, thrives in an adult learning environment, embraces coaching and change, and can effectively connect with individuals from diverse backgrounds while reinforcing company standards, processes, and expectations with confidence and positivity. 

Qualifications

• Minimum 2 years of adult classroom instruction, corporate training, or professional operational coaching experience required

• Strong background in adult learning and professional development

• Excellent communication, presentation, and interpersonal skills

• Strong people-driven background with the ability to connect with diverse personalities and learning styles

• Ability to pivot quickly and adapt in a fast-paced operational environment

• Strong professionalism, organization, and attention to detail

• Ability to accept direction, implement operational updates, and consistently reinforce company standards

• Previous experience in sales, operations, retail leadership, training, field leadership, or customer-facing environments preferred

• Willingness to support both classroom and field operational responsibilities throughout the year

Important Note

This position is specifically focused on adult learning and operational development. We are seeking professionals who are comfortable teaching and coaching adults in a professional environment while maintaining company standards, operational consistency, and a strong people-first approach.

What We Offer

• Competitive hourly compensation

• Health, dental, and vision insurance

• Paid time off and holiday pay

• 401(k) with company match

• Professional growth and development opportunities

Heartland Roadshow is an Equal Opportunity Employer and is committed to creating an inclusive environment for all employees.

The Heartland Roadshow is committed to a fair, respectful, and inclusive hiring process, evaluating candidates based on their experience and alignment with the role.

If you need assistance or accommodation at any point during the application or interview process, please contact our Human Resources team at Careers@heartlandroadshow.com

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