Recruiting Operations Manager Jobs in Chicago, IL

Description

Lucky Lincoln is the 5th largest Route Gaming Terminal Operator in Illinois, with $110M+ in annual revenue and a mission to become the largest. As we shift to a regional district model, Operations Managers are the frontline leaders who keep our routes running smoothly, reliably, and profitably. This is a hands-on role for someone who thrives on discipline, accountability, and fast-paced field work. 

THE ROLE 

As an Operations Manager, you will own the day-to-day operational performance of a defined route within a geographical district. You'll lead a team of technicians, ensure equipment uptime, protect cash integrity, and maintain strong relationships with location owners. You'll be the operator who ensures every site in your area runs smoothly, consistently, and up to Lucky Lincoln standards. 

You'll report to a Regional Director and play a key role in service quality, revenue protection, and customer satisfaction. 

KEY ACCOUNTABILITIES 

• Lead, train, and hold accountable a team of 10-15 technicians 
• Maintain vault accuracy, cash integrity, and route-wide cash reconciliation 
• Oversee schedules, route assignments, and technician efficiency 
• Equipment performance and management: Repairs, Swaps/Transfers, Regulatory compliance  
• Ensure rapid service response times and equipment reliability 
• Uphold location-level operational standards across the region 
• Build strong partnerships with location owners to support retention 
• Track route KPIs and use data to drive performance improvements 
• Support the Regional Director with insights, problem-solving, and operational execution 

Requirements

 WHO YOU ARE 

• 5+ years in operations, field service, route management, or warehouse leadership 
• Experienced in leading hourly teams with clear accountability 
• Strong operational instincts - you know how to run a tight route 
• Comfortable with cash handling and accuracy under pressure 
• Mechanically curious and able to guide techs through troubleshooting 
• Calm under pressure and decisive in the field 
• Strong communicator who builds trust with both teams and partners 
• Gaming or regulated industry experience is a plus 
• Able to obtain IGB credentials 

REQUIRED QUALIFICATIONS

• College Degree
• Clean driving record and valid driver's license
• Ability to obtain and maintain:
  • Illinois Gaming Board Terminal Handler License
  • FOID card
  • PERC
  • Firearm Control Card (FCC)
• Ability to pass an extensive Illinois Gaming Board background check
• Firearm handling experience preferred

WHY THIS ROLE MATTERS

Operations Managers are the frontline stewards of our revenue and reputation. You'll be trusted with high-impact responsibilities, direct access to operations leadership, and a meaningful path to advance into broader operational roles as Lucky Lincoln continues to grow.

OUR COMMITMENT 

Lucky Lincoln Gaming is an equal opportunity employer that values diversity and inclusion. We provide accommodations upon request throughout the hiring process to ensure an accessible and equitable experience for all candidates. 

Equal Employment Opportunity 

Lucky Lincoln Gaming, Cloud9 Cannabis, Take Flight Hospitality, Midwest Real Estate, Aviator Coffee and Cocktails, and Pilot Pizza all provide equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation, and training. We are committed to an inclusive, equitable and accessible workplace. Accommodations are available upon request for candidates taking part in all aspects of the selection process.