Vice President of VIP
- Location
- Philadelphia, PA (Remote)
- Job type
- Full-time
- Level
- Executive
- Experience
- 10+ years
- Listed
- 31 days ago
Skills & highlights for this role
- VIP player development
- CRM
- host operations
- customer retention
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, theScore Bet Sportsbook, or theScore 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 theScore 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
The Vice President of VIP Interactive will be responsible for leading PENN Interactive's VIP and Player Development business, with a focus on driving VIP growth, strengthening high-value player relationships, and delivering revenue performance across the interactive business.
This role will oversee VIP strategy, customer relationship management, VIP team development/performance, compliance, and revenue growth across all regions Penn Interactive operates, include the US and Canada. The ideal candidate will have prior online gaming experience, deep knowledge of high-end VIP customers, and the ability to build meaningful relationships with the most valuable players in the business.
This leader will be accountable for building a strong leadership bench, driving host effectiveness, increasing player retention, and supporting sustainable VIP revenue growth.
About You
- 10+ years of progressive leadership experience in player development, casino marketing, VIP operations, online gaming, or related gaming industries.
- Minimum 5+ years of VIP leadership experience within online casino, iGaming, sportsbook, or interactive gaming environments.
- Demonstrated success leading multi-market teams and developing high-performing leaders.
- Proven track record of driving VIP revenue growth, customer retention, and profitability through effective team leadership.
- Deep understanding of VIP player development, customer acquisition, retention strategies, CRM, and host operations.
- Extensive experience managing relationships with high-value VIP customers.
- Established network of high-value players and industry relationships within the online gaming industry.
- Strong knowledge of VIP customer behavior, competitive industry offerings, and market trends.
- Exceptional leadership, coaching, communication, and strategic planning skills.
- Ability to analyze performance data and translate insights into actionable growth strategies.
#LI-REMOTE
- 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.
About the Work
- Lead PENN Interactive's VIP and Player Development organization across the US and Canada
- Develop and execute the strategic vision for VIP growth, customer retention, and revenue performance
- Drive VIP customer lifecycle strategies to maximize player value and profitability
- Lead, coach, and develop a team of Regional Directors, Managers, Executive Hosts, VIP Hosts, and Associate Hosts by creating a culture of accountability and high performance
- Build a strong leadership bench through succession planning, talent development, mentorship, and performance management
- Establish and monitor key performance indicators (KPIs) to drive consistent execution and business results across all markets
- Develop and maintain relationships with PENN Interactive's highest-value customers, serving as a strategic ambassador for the VIP business
- Leverage deep knowledge of high-value player behavior, industry trends, and competitive offerings to identify growth opportunities and inform business strategy
- Analyze business performance and customer trends to optimize VIP performance, customer retention, and revenue growth
- Collaborate with Product, CRM, Analytics, Finance, Compliance, and Operations teams to support VIP business objectives
- Ensure compliance with all regulatory, responsible gaming, and company policies across multiple jurisdictions
- Own the overall performance of the VIP organization, with success measured by team results, revenue growth, customer retention, leadership development, and achievement of strategic business objectives
Equal opportunity and legal notices
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.
From Penn Interactive's careers page, first listed on Rolev.ai on October 10, 2026. Rolev.ai is not the employer.
How Rolev.ai helps with this application
Rolev.ai is a job search and application tool for US job seekers. For this Vice President of VIP role at Penn Interactive, it shows how your resume fits, tailors your resume to the posting, and prepares the application for you to review.
See how you fit
Openings from employer career sites are ranked against your whole resume—and searchable inside Claude, ChatGPT, and Cursor via Rolev.ai MCP.
Tailor without inventing
Every change to your resume is checked against your original. New experience goes in only with your yes—zero fabricated claims.
Draft the full kit
Tailored and Full Match resumes, role-specific cover letters, and answers to employer screening questions are prepared in seconds.
1-Click Extension Autofill
The Chrome extension fills the employer's Greenhouse, Workday, Lever, or Ashby form in 1 click. You review it and press Submit.
Common questions
Where is the Vice President of VIP job at Penn Interactive located?
Yes, this Vice President of VIP opening at Penn Interactive is listed as Philadelphia, PA (Remote). Always check Penn Interactive's application page for specific state eligibility or relocation policies.
What qualifications are required for Vice President of VIP at Penn Interactive?
For the Vice President of VIP role, Penn Interactive highlights 10+ years of relevant experience; experience with VIP player development, CRM, host operations, customer retention. Rolev.ai can score your existing resume against these requirements and show any skill gaps before you apply.
How do I apply for the Vice President of VIP position at Penn Interactive?
This listing links directly to Penn Interactive's Greenhouse application page. You can apply directly on Penn Interactive's site, or use Rolev.ai to check your resume fit, generate a zero-hallucination tailored resume and cover letter for this posting, and autofill the Greenhouse application form in 1 click with the Rolev.ai Chrome extension. You always review the form and press Submit yourself.