Director of CRM, loyalty, & Player Reinvestment | iGaming/Casino.
$150,000 to $175,000
Hybrid job
Marketing industry
North America
Job ref38942
Post DateJune 2, 2026
Pentasia is partnering with a fast-growing, licensed online casino operator to identify a Director of CRM, Loyalty & Player Reinvestment. This is a high-impact leadership role responsible for shaping and executing the strategic vision across customer lifecycle management, retention, loyalty programs, and player reinvestment. The successful candidate will own how promotional spend is deployed across the player base ensuring optimal balance between engagement, profitability, and long-term player value. This position sits at the intersection of marketing, analytics, and commercial strategy, offering significant ownership and influence within a scaling organization.
Key Responsibilities
CRM & Lifecycle Strategy
- Own end-to-end customer lifecycle strategy from acquisition through long-term retention
- Design and optimize lifecycle journeys including onboarding, first-to-second deposit conversion, engagement, churn prevention, and reactivation
- Define promotional cadence, trigger-based journeys, and reinvestment thresholds
- Continuously analyze performance to improve retention and player lifetime value
- Lead the overall framework for promotional reinvestment and bonus allocation
- Develop clear strategies for distributing incentives across segments and value tiers
- Establish governance for all promotional mechanics including bonuses, free spins, free play, and loyalty incentives
- Balance generosity with commercial sustainability and profitability
- Develop sophisticated player segmentation frameworks aligned with value and behavior
- Define eligibility criteria for campaigns, rewards, and VIP treatments
- Ensure reinvestment is efficiently directed toward high-value and high-potential players
- Partner with data teams to enhance predictive modeling and value scoring
- Implement controls to reduce bonus abuse and optimize spend efficiency
- Design and evolve loyalty and VIP programs, including tier structures and reward systems
- Optimize engagement, retention, and player experience within VIP segments
- Collaborate with VIP and customer teams to enhance service models and retention outcomes
- Drive continuous improvement based on player behavior and program economics
- Own CRM and reinvestment budgets in collaboration with Finance and Marketing
- Develop forecasting models and performance frameworks for promotional spend
- Monitor key metrics including bonus cost, redemption, bonus drag, and ROI
- Ensure reinvestment strategies support both short-term revenue and long-term value growth
- Translate strategy into clear campaign briefs for operational teams
- Define targeting, offer structures, objectives, and success metrics
- Ensure delivery aligns with broader lifecycle and player value strategy
- Partner with Acquisition, Product, Analytics, VIP, Compliance, and Operations teams
- Align CRM strategies with business goals and product roadmap priorities
- Support responsible gaming initiatives through eligibility and segmentation frameworks
- Ensure compliance with regulatory requirements across all promotions
Essential Experience
- 5+ years in CRM, lifecycle marketing, retention, or loyalty
- 2+ years leading CRM strategy, loyalty programs, or reinvestment functions
- Proven experience developing customer lifecycle and segmentation strategies
- Strong understanding of player value, retention economics, and LTV
- Experience managing budgets and measuring campaign profitability
- Advanced analytical skills with ability to interpret behavioral and performance data
- Background in iGaming, online casino, sports betting, or similar regulated/subscription industries
- Familiarity with key gaming KPIs (GGR, NGR, bonus cost, retention, LTV, etc.)
- Experience designing and scaling loyalty or VIP programs
- Exposure to CRM platforms such as XtremePush or similar tools
- Understanding of responsible gaming frameworks and regulatory environments
- Strategic thinker with strong commercial acumen
- Data-driven decision maker with attention to detail
- Strong communicator capable of translating strategy into execution
- Highly collaborative with the ability to influence stakeholders
- Comfortable operating in a fast-paced, high-growth environment
Performance in this role will be measured across:
- Player retention (30/60/90 day)
- Deposit conversion rates (FTD to repeat)
- Reinvestment ROI and incremental revenue
- Bonus efficiency and cost control
- Churn reduction and reactivation success
- Loyalty and VIP engagement levels
- Growth in overall player lifetime value
Why Apply?
This is a rare opportunity to take ownership of CRM and reinvestment strategy within a high-growth operator. You will play a pivotal role in shaping how the business acquires, engages, and retains its player base while directly influencing long-term profitability and customer value
Austin Barber
Recruitment Consultant
Apply for this job.
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Hybrid
Director of CRM, loyalty, & Player Reinvestment | iGaming/Casino
n/a, North America
$150,000 to $175,000
Pentasia is partnering with a fast-growing, licensed online casino operator to identify a Director of CRM, Loyalty & Player Reinvestment. This is a high-impact leadership role responsible for shaping and executing the strategic vision across customer lifecycle management, retention, loyalty programs, and player reinvestment. The successful candidate will own how promotional spend is deployed across the player base ensuring optimal balance between engagement, profitability, and long-term player value. This position sits at the intersection of marketing, analytics, and commercial strategy, offering significant ownership and influence within a scaling organization.
Key Responsibilities
CRM & Lifecycle Strategy
Own end-to-end customer lifecycle strategy from acquisition through long-term retention
Design and optimize lifecycle journeys including onboarding, first-to-second deposit conversion, engagement, churn prevention, and reactivation
Define promotional cadence, trigger-based journeys, and reinvestment thresholds
Continuously analyze performance to improve retention and player lifetime value
Player Reinvestment Strategy
Lead the overall framework for promotional reinvestment and bonus allocation
Develop clear strategies for distributing incentives across segments and value tiers
Establish governance for all promotional mechanics including bonuses, free spins, free play, and loyalty incentives
Balance generosity with commercial sustainability and profitability
Segmentation & Offer Governance
Develop sophisticated player segmentation frameworks aligned with value and behavior
Define eligibility criteria for campaigns, rewards, and VIP treatments
Ensure reinvestment is efficiently directed toward high-value and high-potential players
Partner with data teams to enhance predictive modeling and value scoring
Implement controls to reduce bonus abuse and optimize spend efficiency
Loyalty & VIP Strategy
Design and evolve loyalty and VIP programs, including tier structures and reward systems
Optimize engagement, retention, and player experience within VIP segments
Collaborate with VIP and customer teams to enhance service models and retention outcomes
Drive continuous improvement based on player behavior and program economics
Bonus Economics & Budget Management
Own CRM and reinvestment budgets in collaboration with Finance and Marketing
Develop forecasting models and performance frameworks for promotional spend
Monitor key metrics including bonus cost, redemption, bonus drag, and ROI
Ensure reinvestment strategies support both short-term revenue and long-term value growth
Campaign Strategy & Execution Oversight
Translate strategy into clear campaign briefs for operational teams
Define targeting, offer structures, objectives, and success metrics
Ensure delivery aligns with broader lifecycle and player value strategy
Cross-Functional Collaboration
Partner with Acquisition, Product, Analytics, VIP, Compliance, and Operations teams
Align CRM strategies with business goals and product roadmap priorities
Support responsible gaming initiatives through eligibility and segmentation frameworks
Ensure compliance with regulatory requirements across all promotions
Requirements
Essential Experience
5+ years in CRM, lifecycle marketing, retention, or loyalty
2+ years leading CRM strategy, loyalty programs, or reinvestment functions
Proven experience developing customer lifecycle and segmentation strategies
Strong understanding of player value, retention economics, and LTV
Experience managing budgets and measuring campaign profitability
Advanced analytical skills with ability to interpret behavioral and performance data
Preferred Experience
Background in iGaming, online casino, sports betting, or similar regulated/subscription industries
Familiarity with key gaming KPIs (GGR, NGR, bonus cost, retention, LTV, etc.)
Experience designing and scaling loyalty or VIP programs
Exposure to CRM platforms such as XtremePush or similar tools
Understanding of responsible gaming frameworks and regulatory environments
Key Competencies
Strategic thinker with strong commercial acumen
Data-driven decision maker with attention to detail
Strong communicator capable of translating strategy into execution
Highly collaborative with the ability to influence stakeholders
Comfortable operating in a fast-paced, high-growth environment
Success Metrics
Performance in this role will be measured across:
Player retention (30/60/90 day)
Deposit conversion rates (FTD to repeat)
Reinvestment ROI and incremental revenue
Bonus efficiency and cost control
Churn reduction and reactivation success
Loyalty and VIP engagement levels
Growth in overall player lifetime value
Why Apply?
This is a rare opportunity to take ownership of CRM and reinvestment strategy within a high-growth operator. You will play a pivotal role in shaping how the business acquires, engages, and retains its player base while directly influencing long-term profitability and customer value
Apply nowOn-site
Director of Database Marketing | Casino | On site/Chicago Area
Chicago, North America
Dependent on Experience
My client, a fast-growing US gaming operator, is seeking a Director of Database Marketing to join their leadership team at a newly developed casino property.
This is a high-priority, business-critical hire supporting the transformation of a marketing function within a property currently operating in a temporary facility while a major permanent resort is under construction. The successful candidate will play a key role in shaping the long-term customer strategy ahead of full-scale operations.
This is an opportunity for a strategic database marketing leader to step into a highly visible role, working directly with executive leadership and influencing reinvestment, lifecycle marketing, and overall revenue performance.
Key Responsibilities
Own and lead the database marketing strategy, with a strong focus on reinvestment optimization and player lifecycle management
Develop and execute data-driven, targeted marketing campaigns across channels including Direct Mail, Email, SMS, and VIP programs
Oversee the end-to-end database marketing function, including segmentation, campaign execution, analytics, and performance optimization
Drive customer acquisition, retention, and loyalty strategies using advanced data insights
Manage and improve database integrity, usability, and campaign effectiveness
Lead campaign analysis, including ROI, player value, and revenue trends, making recommendations to senior leadership
Produce executive-level reporting, forecasting models, and performance insights
Collaborate cross-functionally with Marketing, IT, and senior leadership to align strategies
Oversee budgeting, reinvestment strategy, and financial planning for database marketing initiatives
Build, mentor, and lead a high-performing team (Manager, Specialist, Analyst)
Candidate Profile
Proven experience as a strategic database marketing leader, not just execution-focused
Strong expertise in player reinvestment strategy and lifecycle marketing
Demonstrated experience managing marketing budgets and driving ROI
Background in casino gaming, loyalty marketing, or data-driven environments
Exposure to online gaming (iGaming) or digital-first environments is highly desirable, bringing more advanced segmentation and personalization approaches
Experience supporting new property openings or major business transformations is a plus
Requirements
5+ years’ experience in casino database marketing, CRM, or gaming analytics
Strong technical skills including SQL and database querying
Experience in campaign analytics, reporting, and customer segmentation
Proven ability in forecasting, budgeting, and performance modeling
Strong leadership, communication, and stakeholder management skills
Bachelor’s degree in Marketing, Business, Analytics, Computer Science, or a related field
Why Apply?
Join at a pivotal stage of property development and expansion
Take ownership of a critical, high-visibility marketing function
Work directly with senior leadership to shape customer and revenue strategy
Opportunity to build and evolve a best-in-class database marketing function
Strong Base + Bonus & Relocation Package
Apply nowHybrid
Mid/Senior CRM Manager | Crypto Sportsbook | Hybrid/Toronto
Toronto, North America
$130k to $150k CAD
My client is a Toronto based Crypto Sportsbook operator who is searching for a hands on, Senior CRM Manager with igaming experience to join their growing marketing team. In this role, you’ll own the strategy, execution, and optimization of their customer messaging programs including automated lifecycle flows, in app and web messaging, SMS, and push notifications.
You’ll play a key role in driving engagement, retention, and personalization across the iGaming brand using data driven, thoughtfully crafted campaigns.
This is a hybrid role based in Toronto, requiring 3 in office days per week.
Key Responsibilities
Automated Flow Development
Design, build, and iterate on lifecycle, onboarding, engagement, and retention flows in Customer.io.
Support CRM strategy across the brand with tailored user journeys.
In App, Web App & SMS Messaging
Plan and deploy targeted in app and web app messages across all major touchpoints.
Manage SMS campaigns for audiences without access to push notifications.
A/B Testing & Optimization
Develop and execute A/B tests to refine messaging, timing, segmentation, and UX.
Analyze results and implement data backed improvements.
Rapid Flow Deployment
Quickly build or adjust flows in response to evolving business needs, ensuring an agile CRM operation.
Segmentation & Personalization
Create advanced audience segments using behavioral, demographic, and event based data.
Personalize message content to enhance relevance and performance.
Performance Tracking & Reporting
Monitor campaign metrics and user behaviors, providing insights and recommendations to key stakeholders.
Continuously optimize flows to improve engagement and ROI.
Cross Functional Collaboration
Partner with product, data, and marketing teams to ensure CRM initiatives align with broader business goals and user expectations.
Requirements
3+ years of experience in CRM, lifecycle marketing, or retention strategy preferably in iGaming, mobile gaming, or related digital industries.
Previous experience in sports betting, online casino, or daily fantasy sports environments.
Strong understanding of A/B testing methodologies and statistical best practices.
Experience with in app and web messaging ecosystems and tools.
Ability to quickly build, modify, and troubleshoot flows based on business needs.
Basic ability to write SQL (e.g., SQL Server) queries.
Analytical mindset with experience evaluating CRM and engagement metrics.
Excellent written communication skills and collaboration abilities.
Apply now