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VIP Associate

Job in Toronto, Ontario, C6A, Canada
Listing for: PENN Interactive
Full Time position
Listed on 2026-01-27
Job specializations:
  • Entertainment & Gaming
    Online Gaming / Sports Betting, Casino, Customer Service Rep, Gaming Manager
Salary/Wage Range or Industry Benchmark: 50000 CAD Yearly CAD 50000.00 YEAR
Job Description & How to Apply Below
Overview  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 to 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.

Responsibilities

Communicate with VIPs in a professional manner

Answers 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 is 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

Qualifications

Experience with sports betting, gaming economies, and player behavior strongly requested

Some previous sales experience required

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 and Benefits
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 status, genetic information, or any other basis protected by applicable law. Base pay is one part of the Total Rewards that Penn Interactive provides to compensate and recognize employees for their work.

Most sales positions are eligible for a Commission under the terms of an applicable plan, while most non-sales positions are eligible for a Bonus. Additionally, Penn Interactive provides best-in-class benefits to eligible employees. We believe that benefits should connect you to the support you need when it matters most, and should help you care for those who matter most. That’s why we provide an array of options, expert guidance and always-on tools, that are personalized to meet the needs of your reality – to help support you physically, financially and emotionally through the big milestones and in your everyday life.

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Position Requirements
10+ Years work experience
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