Operations Manager

Lucky Lincoln Gaming, LLC; Chicago (IL); On-site; USD 80,000 - 95,000; Full time

Job summary

Lucky Lincoln Gaming, LLC in Chicago is seeking an Operations Manager to own day-to-day route performance. You will lead a field team, ensure equipment uptime, and maintain cash integrity across your district.

You report to a District Manager and focus on service quality, revenue protection, and customer satisfaction while driving data-driven improvements across the route.

Qualifications

• 5+ years in operations, field service, route management, or warehouse leadership.
• Experienced in leading hourly teams with clear accountability.
• Able to obtain Illinois Gaming Board credentials and pass background checks.

Responsibilities

• Lead a team of technicians (4–10) and ensure route performance.
• Maintain vault accuracy, cash integrity, and route-wide reconciliation.
• Oversee schedules, route assignments, and technician efficiency.
• Monitor equipment performance, repairs, and regulatory compliance.
• Drive rapid service responses and uphold site standards across the region.
• Build partnerships with location owners to support retention.

Skills

Team leadership

Cash handling

Operational excellence

Regulatory compliance

Communication

Education

High school diploma or GED

Job description

Lucky Lincoln is the 5th largest Route Gaming Terminal Operator in Illinois, with $100M+ 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 District Manager and play a key role in service quality, revenue protection, and customer satisfaction.

Key Accountabilities

• Lead, train, and hold accountable a team of 4–10 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 District Manager 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

• High school diploma or GED
• Minimum age 21
• 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

Lead Route Collectors 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.

We Run on EOS

At Lucky Lincoln Gaming, we run on EOS (Entrepreneurial Operating System). EOS is a set of concepts and tools designed to prioritize our vision, align our teams, and streamline processes, ultimately driving growth and accountability throughout the organization.

Our Core Values

• Get it done attitude! We take ownership of our tasks and challenges, actively seeking solutions and utilizing available resources. While we strive to resolve issues independently, we are also open to seeking guidance when necessary, bringing forward options and ideas to effectively collaborate.
• 5 Star Hospitality! Our customers are paramount, and we prioritize their needs with a sense of urgency and attentiveness, with the aim of exceeding their expectations. We extend this hospitality mindset to our employees and colleagues, recognizing that their satisfaction contributes to overall success.
• Positive Culture! We engage our customers and coworkers with respect, positivity, and open communication. We always have each other's backs and foster a culture of collaboration and teamwork.
• Self-propelled! We have a strong desire to learn and grow both personally and professionally. With a pilot mentality, we are self‑motivated and believe we can get anywhere we want to go.
• Communicate Forward! Effective communication is fundamental to our success. We prioritize keeping everyone informed and aligned, sharing information through appropriate channels to ensure clarity and transparency

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.

Salary Description

$80,000-$95,000