Enter a job title or keyword

OPERATIONS SPECIALIST Chicagoland

PENN Entertainment


Job Location:

Chicago, IL - USA

Monthly Salary: Not provided by the employer
Posted: 21 August 2026 (14 days ago)
Application Deadline: 18 November 2026
Vacancies: 1 Vacancy

Job Summary

WERE CHANGING ENTERTAINMENT. COME JOIN US.

Were always looking for talent that believes in having fun. At PENN Entertainment youll get to be a part of an exciting industry where the days and nights are fast paced. Youll work with an incredibly diverse set of coworkers driven by their enthusiasm for helping people find and have more fun. Youll also get to work at a company that cares about your career growth and will help you get the support you need to expand your possibilities.

Initial placement within the salary range is based on an individuals relevant knowledge skills and experience. Base salary is just one component of our competitive Total Rewards package which includes wellness programs designed to support our team members financial physical and mental benefitssuch as day-one medical coverage 401(k) matching and annual performance bonusmayvaryby time off is earned according to the local policy and increases with the length of employment.

Click HEREto discover how we empower team members to grow thrive and advance in their careers.

WE LOVE OUR WORK.

ESSENTIAL DUTIES AND RESPONSIBILITIES

The following and other duties may be assigned as necessary:

  • Assist in pipeline management ensuring sales records are complete and up to date in Salesforce.
  • Coordinate with internal teams to ensure the accuracy completeness and integrity of organizational records while maintaining data integrity standards.
  • Interact with customers throughout the licensing process to ensure smooth installations and removals.
  • Generate and analyze reports related to sales performance licensing and compliance tracking.
  • Support the sales team by identifying missing or incomplete records and ensuring all necessary actions are completed.
  • Administer municipal tax and sticker fee processes for machine installations removals and renewals ensuring accurate documentation and regulatory compliance.
  • Maintain accurate licensing records in Salesforce ensuring all installations and removals are properly documented.
  • Interface with municipalities to ensure compliance with all regulations.
  • Serve as a point of contact for internal teams regarding licensing requirements and municipal fee tracking.
  • Ability to travel up to 50% of the time in a company-provided vehicle to support business operations.
  • Other duties as assigned.
BRING US YOUR BEST.

To perform this job successfully an individual must be able to perform each essential duty satisfactorily. The requirements listed below are representative of the knowledge skill and/or ability required. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions. Must be at least 21 years of age.

  • Experience with Salesforce or similar CRM platforms strongly preferred but not required
  • Strong organizational skills and attention to detail.
  • Ability to communicate effectively with internal teams external partners and municipalities.
  • Experience in a licensing compliance or administrative role is a plus.
  • Sales operations data management or reporting experience is beneficial but not required.
  • Ability to work independently and collaborate with teams across the organization.
STAY IN THE GAME. FOLLOW US.

Weve grown to become the leading provider of integrated entertainment sports content and casino gaming experiences thanks to our 43 destinations across North America online sports betting and iCasino via theScore Bet Sportsbook and Casino.

Being an industry leader means more than being a purveyor of fun. We are also committed to values like diversity and sustainability for our community our team members our vendors and our planet.

Were changing entertainment.Follow us.

Equal Opportunity Employer

STARTING SALARY
Starting at $62000.00 annually based on experience

Required Experience:

IC


About Company

Earn PENN Play Member Rewards — formerly mychoice Loyalty Rewards — and redeem for dining and hotel discounts, PENN Cash and other player comps.

View Profile View Profile