Head of VIP and Loyalty - iGaming | Sweepstakes | Remote.
Open - Strong Base + Bonus (Commensurate Experience)
Remote job
Leadership industry
North America, Remote
Job ref39024
Post DateJune 24, 2026
Head of VIP & Loyalty
Location: Remote (North America preferred)
Our client is a fast-growing online gaming company redefining how players engage with casino entertainment across North America.
We are seeking a Head of VIP & Loyalty to join the leadership team and own the strategy, execution, and evolution of VIP and loyalty programs. This role is ideal for a commercially minded, player-first leader who thrives at the intersection of hospitality, analytics, and retention strategy in a fast-paced gaming environment.
Position Summary
The Head of VIP & Loyalty is responsible for developing and scaling VIP, loyalty, and high-value player strategies that drive long-term retention, profitability, and player satisfaction. Reporting directly to the General Manager, this role owns the lifecycle, engagement, and value of the company’s most important player segments while building a scalable VIP and loyalty framework to support growth.
The ideal candidate brings a strong balance of relationship management, commercial decision-making, and data-driven thinking, with hands-on experience managing high-value players in online gaming environments.
Key Responsibilities
Qualifications
Why Join The Team?
Location: Remote (North America preferred)
Our client is a fast-growing online gaming company redefining how players engage with casino entertainment across North America.
We are seeking a Head of VIP & Loyalty to join the leadership team and own the strategy, execution, and evolution of VIP and loyalty programs. This role is ideal for a commercially minded, player-first leader who thrives at the intersection of hospitality, analytics, and retention strategy in a fast-paced gaming environment.
Position Summary
The Head of VIP & Loyalty is responsible for developing and scaling VIP, loyalty, and high-value player strategies that drive long-term retention, profitability, and player satisfaction. Reporting directly to the General Manager, this role owns the lifecycle, engagement, and value of the company’s most important player segments while building a scalable VIP and loyalty framework to support growth.
The ideal candidate brings a strong balance of relationship management, commercial decision-making, and data-driven thinking, with hands-on experience managing high-value players in online gaming environments.
Key Responsibilities
- Own the end-to-end VIP strategy and lifecycle management for high-value and emerging VIP players
- Develop segmentation frameworks to identify, grow, and retain VIP players
- Create personalized experiences that strengthen engagement, retention, and long-term loyalty
- Monitor player value, profitability, retention, and lifetime performance
- Partner with CRM and Product teams to evolve loyalty, rewards, and engagement programs
- Design benefits, experiences, and promotional frameworks that drive sustainable player value
- Establish reinvestment frameworks and player treatment guidelines
- Evaluate offer effectiveness, promotional efficiency, and player profitability
- Balance premium player experience with responsible commercial decision-making
- Champion exceptional service standards for VIP and high-value players
- Partner cross-functionally with Customer Support, Payments, Risk, Product, and Analytics teams to remove friction across key player journeys
- Lead, develop, and scale the VIP team while setting performance standards and operating processes
- Act as a key advocate for the voice of the player within the leadership team
Qualifications
- 5+ years of experience in VIP, loyalty, CRM, or player development roles
- Background in online casino, iGaming, sports betting, sweepstakes, or social casino
- Strong understanding of player retention, engagement, and lifecycle management
- Proven experience managing high-value player segments
- Strong analytical, commercial, and strategic decision-making skills
- Excellent communication and leadership capabilities
Why Join The Team?
- You enjoy building meaningful, long-term player relationships
- You thrive in roles that blend hospitality, analytics, and commercial strategy
- You want ownership and influence within a growing gaming business
- You value autonomy, leadership impact, and cross-functional collaboration
- You believe loyalty is earned through exceptional experiences and thoughtful engagement
Jaylin Lyles
Recruitment Consultant
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Head of VIP and Loyalty - iGaming | Sweepstakes | Remote
Remote, North America, Remote
Open - Strong Base + Bonus (Commensurate Experience)
Head of VIP & Loyalty
Location: Remote (North America preferred)
Our client is a fast-growing online gaming company redefining how players engage with casino entertainment across North America.
We are seeking a Head of VIP & Loyalty to join the leadership team and own the strategy, execution, and evolution of VIP and loyalty programs. This role is ideal for a commercially minded, player-first leader who thrives at the intersection of hospitality, analytics, and retention strategy in a fast-paced gaming environment.
Position Summary
The Head of VIP & Loyalty is responsible for developing and scaling VIP, loyalty, and high-value player strategies that drive long-term retention, profitability, and player satisfaction. Reporting directly to the General Manager, this role owns the lifecycle, engagement, and value of the company’s most important player segments while building a scalable VIP and loyalty framework to support growth.
The ideal candidate brings a strong balance of relationship management, commercial decision-making, and data-driven thinking, with hands-on experience managing high-value players in online gaming environments.
Key Responsibilities
Own the end-to-end VIP strategy and lifecycle management for high-value and emerging VIP players
Develop segmentation frameworks to identify, grow, and retain VIP players
Create personalized experiences that strengthen engagement, retention, and long-term loyalty
Monitor player value, profitability, retention, and lifetime performance
Partner with CRM and Product teams to evolve loyalty, rewards, and engagement programs
Design benefits, experiences, and promotional frameworks that drive sustainable player value
Establish reinvestment frameworks and player treatment guidelines
Evaluate offer effectiveness, promotional efficiency, and player profitability
Balance premium player experience with responsible commercial decision-making
Champion exceptional service standards for VIP and high-value players
Partner cross-functionally with Customer Support, Payments, Risk, Product, and Analytics teams to remove friction across key player journeys
Lead, develop, and scale the VIP team while setting performance standards and operating processes
Act as a key advocate for the voice of the player within the leadership team
Qualifications
5+ years of experience in VIP, loyalty, CRM, or player development roles
Background in online casino, iGaming, sports betting, sweepstakes, or social casino
Strong understanding of player retention, engagement, and lifecycle management
Proven experience managing high-value player segments
Strong analytical, commercial, and strategic decision-making skills
Excellent communication and leadership capabilities
Why Join The Team?
You enjoy building meaningful, long-term player relationships
You thrive in roles that blend hospitality, analytics, and commercial strategy
You want ownership and influence within a growing gaming business
You value autonomy, leadership impact, and cross-functional collaboration
You believe loyalty is earned through exceptional experiences and thoughtful engagement
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Location: Toronto, ON (Hybrid)
Salary: $70,000 - $85,000 CAD
About the Role
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Deliver compliance training and help build awareness across teams
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Provide day-to-day operational and administrative support to the Legal & Compliance function
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$100,000 - $130,000/Year
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Location: Toronto, ON (Hybrid)
Salary: $100,000 - $130,000 CAD
About the Role
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