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VIP Associate

Job in Calgary, Alberta, D3J, Canada
Listing for: PENN Interactive
Full Time position
Listed on 2026-02-23
Job specializations:
  • Entertainment & Gaming
    Online Gaming / Sports Betting, Casino, Gaming Manager, Customer Service Rep
Salary/Wage Range or Industry Benchmark: 50000 - 55000 CAD Yearly CAD 50000.00 55000.00 YEAR
Job Description & How to Apply Below
PENN Entertainment, Inc. is North America’s leading provider of integrated entertainment, sports content, and casino gaming experiences. From casinos and racetracks to online gaming, sports betting and entertainment content, we deliver the experiences people want, how and where they want them.
We’re always on the lookout for those who are passionate about creating and delivering cutting‑edge online gaming and sports media products. Whether it’s through Hollywood Casino, the Score Bet Sports book, or the Score media app, we’re excited to push the boundaries of what’s possible. These state‑of‑the‑art platforms are powered by proprietary in‑house technology, a key component of PENN’s omnichannel gaming and entertainment strategy.
When you join PENN Entertainment’s digital team, you’ll not only work on these cutting‑edge platforms through the Score and PENN Interactive, but you’ll also be part of a company that truly cares about your career growth. We’re committed to supporting you as you expand your skills and explore new opportunities.
With locations throughout North America, you can build a future at PENN Entertainment wherever you are. If you want to challenge conventions in gaming, media and entertainment, we want to talk to you.
About the Role  We are looking for a VIP Associate for our northeast region to assist our VIP team and help build and maintain our Player Loyalty Retention Operations. In this role, you will focus on helping expedite payments and withdrawals as well as outbound calls to our the Score BET players under the VIP mark. We are looking for someone who has a passion for sales and is hungry to engage more players to our various gaming platforms.
About the Work   Communicate with VIPs in a professional manner
Answer VIPs questions in a manner that reflects an understanding of the department and property in general
Execute applying bonuses and expediting payments and withdrawals for players and VIP Host team players while adhering to all VIP policies and guidelines, including responsible gaming policies
Develop relationships and offer tailored rewards through regular correspondence
Drive key VIP sales metrics, contributing to customer engagement, and net revenue
Research VIP competitor activity in each market
Communicate different promotions that the sports book and casino are offering
Demonstrate empathy and care with VIPs to ensure that their issues are resolved promptly and thoroughly
Collaborate with the Marketing Team to identify who is a VIP player and who needs expedited service when requested
In partnership with the CRM team identify unique and creative ways to establish value for high‑end players
Complete applicable workflows to meet player satisfaction criteria
Attend and assist with VIP events as needed
Must be available nights, weekends and holidays as needed
Perform other duties as assigned
About You  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 sports betting, gaming economies, and player behavior strongly requested
Excellent relationship building skills
Excellent problem‑solving abilities
Ability to travel (up to 50% of the time) to attend and assist with running VIP events
Must be at least 21 years of age
Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions
Must be able to qualify for licenses and permits required by federal, state and local regulations
Comfort working in a fast‑paced, highly collaborative, and entrepreneurial environment
Willingness to travel and work nights and weekends
Passionate about providing top level service
Salary Range  $50,000 - $55,000 CAD
Penn Interactive is proud to be an equal opportunity workplace. We will consider all qualified applicants for employment without regard to race, color, religion, age, sex, sexual orientation, gender identity, national origin, disability, veteran…
Position Requirements
10+ Years work experience
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