Cash & Route Collection Supervisor

Lucky Lincoln Gaming, LLC; Chicago (IL); On-site; USD 35,817 - 38,572; Full time

Job summary

Lucky Lincoln Gaming, LLC is seeking a Lead Route Collector to oversee the day-to-day performance of the route collection team with a focus on accuracy, security, and discipline. You’ll coach collectors in the field, monitor compliance, and collaborate with the Ops Manager and vault team to resolve discrepancies within 72 hours.

This hands-on leadership role offers a clear development path toward Operations Manager and future Operations Leader roles, reporting to the Operations Manager and

Qualifications

• High school diploma or GED is required.
• Must be at least 21 years old with a clean driving record and valid license.
• Ability to obtain and maintain Illinois Gaming Board credentials and related cards.
• Ability to pass an extensive Illinois Gaming Board background check.

Responsibilities

• Lead, train, and hold accountable a team of route collectors across assigned routes.
• Ensure all cash collections, transfers, and reconciliations meet security standards.
• Enforce SOPs, safety protocols, and compliance across the team.
• In-field coaching to drive speed, precision, and professional conduct.
• Maintain communication with Ops Manager and vault team to resolve discrepancies within 72 hours.
• Execute secure collections and document using company tools.
• Record VGT meter readings and perform basic equipment checks.
• Refill redemption terminals and ATMs as required.
• Identify issues, report risks, and suggest improvements to route efficiency and safety.
• Promote integrity, discipline, and continuous improvement culture.

Skills

Hands-on leadership

Attention to detail

Clear communication

Safety compliance

Troubleshooting basics

Education

High School Diploma or GED

Tools

Illinois Gaming Board Terminal Handler License

FOID card

PERC

Firearm Control Card (FCC)

Job description

Who We Are

Lucky Lincoln is the 5th largest Route Gaming Terminal Operator in Illinois, with $100M+ in annual revenue and a mission to become #1. As we scale to a regional district model, our collection teams are critical to protecting revenue, maintaining trust, and keeping operations running smoothly.

Description

The Lead Route Collector plays an essential leadership role; setting standards, driving accountability, and raising the bar for one of the most important functions in the business.

The Role

Lead Route Collectors oversee the day‑to‑day performance of the route collection team, ensuring every collection, transfer, and record is executed with accuracy, security, and discipline. You’ll lead by example, coach collectors in the field, monitor compliance, and make sure every location is handled with professionalism and consistency. This is a hands‑on leadership role with real responsibility. You’ll report to the Operations Manager and work closely with the District Manager, gaining visibility into route operations, vault processes, and field standards. For the right performer, this is a clear development path toward Operations Manager and future Operations Leader roles.

Key Accountabilities

• Lead, train, and hold accountable a team of route collectors across assigned routes
• Ensure all cash collections, transfers, and reconciliations meet Lucky Lincoln’s accuracy and security standards
• Enforce SOPs, safety protocols, and compliance requirements across the team
• Conduct in‑field coaching to drive speed, precision, and professional conduct
• Maintain strong communication with the Ops Manager and vault team to resolve discrepancies within 72 hours
• Execute secure collections and system‑verified documentation using company tools
• Record accurate VGT meter readings and perform basic equipment checks
• Refill redemption terminals and ATMs as required
• Identify issues, report risks, and recommend improvements to route efficiency and safety
• Promote a culture of integrity, discipline, and continuous improvement

Who You Are

• A hands‑on leader who sets a high standard and keeps the team aligned
• Strong operational instincts with exceptional attention to detail
• Clear communicator who builds trust with teammates and location partners
• Mechanically curious with the ability to troubleshoot basic machine issues
• Calm, reliable, and professional in high‑pressure or safety‑sensitive situations
• Able to walk, lift, drive, and ride for extended periods

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

Salary

$26 - $28 per hour

Equal Employment Opportunity

Lucky Lincoln Gaming is an equal opportunity employer that values diversity and inclusion. 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 prohibit 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.