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We are partnering with a high-growth digital gaming business to appoint a Chief Executive Officer to lead and scale a newly established sweepstakes operation. This is a rare opportunity to take full ownership of a fast-moving, venture-backed business unit, with responsibility for strategy, execution, and commercial performance. The role combines entrepreneurial leadership with operational rigour, balancing rapid growth with long-term profitability in an evolving regulatory environment. The Role Own the full P&L, delivering against revenue, margin, and growth objectives Define and execute the overall business strategy, including product roadmap, go-to-market approach, and market positioning Build, lead, and develop a high-performing leadership team across product, marketing, engineering, and operations Drive player acquisition, engagement, retention, and monetisation strategies, optimising key metrics such as LTV, MAU, and GMV Establish scalable operational processes and infrastructure to support growth Ensure full compliance with sweepstakes regulations across all operating markets Develop and manage strategic partnerships with platforms, affiliates, game suppliers, and third-party vendors Provide clear reporting and insight on business performance, risks, and opportunities to senior stakeholders Balance short-term revenue delivery with long-term value creation and sustainable growth Candidate Profile Strategic leadership with the ability to translate vision into execution Strong commercial and financial acumen, including P&L ownership and unit economics Deep understanding of player behaviour, engagement loops, and monetisation strategies Experience building scalable, data-driven operations Solid understanding of regulatory frameworks within sweepstakes or adjacent gaming models Proven ability to build and lead high-performing, cross-functional teams Experience Required 5–10+ years of hands on leadership experience within iGaming, social casino, mobile games or sweepstakes. Track record of building and scaling consumer-facing digital products or business units Strong background in player acquisition, retention, and monetisation strategies Experience with social casino, mobile gaming, or real-money adjacent models Familiarity with virtual economies, in-game currencies, and live operations Experience managing platform relationships (e.g. app stores), vendors, and partners Comfortable operating in high-growth, ambiguous, and entrepreneurial environments Why this role? Lead a high-growth business at CEO level with full ownership and autonomy Work within one of the most dynamic and fast-evolving areas of digital gaming Significant upside through performance incentives and equity participation Opportunity to build a business from the ground up with strong backing

Senior Game Platform Developer Our client is seeking a highly skilled Senior Software Engineer to design, develop, and maintain industry-leading gaming products across tablet, cabinet, and emerging gaming platforms. This role will be responsible for building high-performance game frameworks, implementing scalable game platform components, and contributing to the technical direction of the gaming technology stack. The ideal candidate is a hands-on engineer with deep expertise in C++, game architecture, and real-time interactive systems, combined with a passion for delivering engaging gaming experiences. Key Responsibilities Design, develop, and maintain scalable game engines, frameworks, and reusable software components. Implement game mechanics, bonus features, animations, and user interface functionality. Optimize game performance, memory usage, and responsiveness across supported platforms. Write clean, maintainable, and testable code following software engineering best practices. Participate in technical design reviews, architecture discussions, and code reviews. Troubleshoot, debug, and resolve complex software issues. Ensure compliance with gaming regulations, certification requirements, and quality standards. Support production releases, post-launch maintenance, and continuous platform improvements. Collaborate with designers, artists, product teams, and other engineers to deliver high-quality gaming products. Contribute to development standards, tooling improvements, and the adoption of new technologies. Required Qualifications Bachelor's degree in Computer Science, Software Engineering, or related field. 8+ years of professional software development experience. 5+ years of experience developing gaming, casino, slot, mobile gaming, or interactive entertainment products. Expert-level proficiency in C++. Strong understanding of object-oriented design patterns and software architecture. Experience developing game engines, game frameworks, or reusable gaming platforms. Experience with multithreaded programming and performance optimization. Strong debugging and problem-solving skills. Experience using source control systems such as Git. Preferred Qualifications Experience with Unity, Unreal Engine, or similar game engines. Experience developing regulated gaming products. Knowledge of GLI-11, GLI-14, GLI-15, or equivalent gaming standards. Experience with mobile and tablet-based gaming platforms. Familiarity with Java, C#, or scripting languages. Experience with CI/CD pipelines and automated testing. Previous experience leading technical teams or projects.

Compliance Analyst Location: Toronto, ON (Hybrid) Salary: $70,000 - $85,000 CAD About the Role We are looking for a detail-oriented and proactive Compliance Analyst to join a fast-growing, global digital entertainment business. In this role, you will play a key part in supporting regulatory compliance efforts, strengthening internal policies, and helping mitigate risk across the organization. You’ll collaborate with a dynamic Legal & Compliance team and work cross-functionally with departments such as Product, Marketing, Finance, and Technology to ensure adherence to applicable laws and industry standards. Key Responsibilities Assist in maintaining and enhancing Anti-Money Laundering (AML) and Counter-Terrorism Financing (CTF) policies and procedures Monitor transactions for suspicious activity and support reporting obligations in line with regulatory requirements Draft, review, and update internal policies and procedural documentation Track regulatory developments and support implementation of necessary changes Prepare compliance reports and regulatory submissions Conduct compliance audits and identify areas for improvement Support the development and maintenance of AML/KYC frameworks Deliver compliance training and help build awareness across teams Assist in developing internal controls to identify and mitigate risks Contribute to privacy compliance initiatives, including privacy impact assessments (Canada-focused, particularly Ontario and Alberta) Provide day-to-day operational and administrative support to the Legal & Compliance function What You Bring Bachelor’s degree in Business, Finance, Law, or a related field Experience in compliance, risk, or regulatory environments Strong understanding of AML/CTF frameworks and compliance best practices Experience drafting policies, procedures, and conducting compliance audits Knowledge of Canadian privacy regulations (especially Ontario and Alberta) Excellent analytical and problem-solving skills Ability to manage multiple priorities in a fast-paced environment Strong written and verbal communication skills Proficiency in Microsoft Excel and PowerPoint Experience in regulated digital industries (e.g., fintech, online platforms, or gaming) is an asset. Why Join Us? Competitive salary and benefits package Opportunity to work in a high-growth, innovative industry Exposure to global regulatory frameworks and cutting-edge digital products Collaborative and fast-paced team environment Career growth and professional development opportunities If you're looking to build your compliance career in an exciting and evolving industry, we’d love to hear from you!  

Finance Manager Location: Toronto, ON (Hybrid) Salary: $100,000 - $130,000 CAD About the Role We are seeking an experienced and commercially minded Finance Manager to oversee end-to-end financial operations for a growing Canadian business within a global digital organization. This role offers the opportunity to lead financial planning, reporting, and compliance while partnering closely with senior stakeholders to support strategic decision-making. You’ll play a key role in ensuring financial accuracy, managing risk, and optimizing performance in a fast-paced, high-growth environment. Key Responsibilities Develop and implement financial policies and procedures aligned with accounting standards and regulatory requirements Lead budgeting, forecasting, and financial planning processes Monitor financial performance, analyze variances, and recommend corrective actions Oversee third-party accounting providers, including bookkeeping, financial reporting, and tax filings Prepare and present financial reports to senior stakeholders Ensure timely and accurate monthly financial reporting Manage cash flow, treasury functions, and approval of payments including payroll Oversee audit processes and ensure compliance with local accounting and tax regulations Identify and mitigate financial and operational risks Partner with cross-functional teams to support business objectives Provide actionable financial insights to guide strategic decisions What You Bring CPA or CA designation (required) 5+ years of experience in a Finance Manager or similar role Strong knowledge of Canadian accounting standards, financial regulations, and tax laws Experience managing external accounting or bookkeeping providers Proven ability to manage financial planning, reporting, and compliance processes Excellent analytical skills with a strong attention to detail Strong communication and stakeholder management skills Comfortable working in a fast-paced, dynamic environment Proficiency in financial systems and tools (e.g., spreadsheets, reporting tools) Experience in regulated digital industries (e.g., fintech, online platforms, or gaming) is an asset. Why Join Us? Competitive salary and benefits package Opportunity to work in a fast-growing, global business High-impact role with exposure to senior leadership Collaborative and innovative team culture Career growth and development opportunities If you’re looking for a role where you can combine technical expertise with strategic impact, we’d love to hear from you.  

Overview An opportunity to join a fast-growing, fully remote market maker focused on prediction markets. The business combines strong financial backing and industry expertise with the agility of a startup. The team is lean, highly technical, and focused on building high-performance trading systems through pragmatic engineering and rapid iteration. This is an opportunity to play a key role in shaping trading strategy, with direct ownership of performance, data, and execution. The Role This is a hands-on, live trading role overseeing highly automated strategies within sports prediction markets. You will be responsible for monitoring and improving real-time trading performance, identifying edge, and safely deploying strategy enhancements into production environments. The position is directly tied to live US sports markets and requires flexibility, including evenings and weekends, as part of a shared team rotation. Key Responsibilities Oversee live automated trading: Monitor real-time performance, exposure, and risk across markets during live sporting events, adjusting algorithmic parameters where required and intervening when necessary Improve trading strategy: Research, prototype, and validate pricing improvements, signal enhancements, and risk logic Own strategy rollout: Deploy updates through controlled methods, measure impact, and iterate based on performance Analyse trading data: Build and maintain reporting to track P&L attribution, fill quality, slippage, exposure, and model performance Backtesting & simulation: Validate all changes rigorously before applying to live markets Collaborate with engineering: Work closely with developers to translate strategy into production systems and improve trading infrastructure Contribute to product design: Apply trader insight to how markets are structured, priced, and settled Requirements Experience in sports betting, financial trading, or prediction markets Strong understanding of probability, expected value, and market dynamics Ability to work with data using Python and/or SQL Comfortable contributing to or working alongside production trading systems Quantitative background in Mathematics, Statistics, Computer Science, Engineering, Economics, or similar Experience analysing and interpreting large datasets Willingness to work flexible hours aligned with US sporting schedules (including evenings and weekends) Strong ownership mindset with the ability to operate in a fast-paced startup environment Curiosity and comfort working with AI tools to enhance research and analysis Domain Experience (One or More) Sportsbook or betting operator (trading, pricing, risk, or trading operations) Personal betting track record with demonstrable edge Financial markets or systematic trading background Nice to Have Experience with prediction markets or exchange-based products Sports modelling (e.g. in-play, player props, correlated markets) Machine learning applied to trading or pricing Experience building data pipelines, dashboards, or reporting tools Exposure to C#/.NET or similar trading system environments Experience operating automated strategies in production Why Apply? Shape trading strategy from an early stage Direct ownership of performance and P&L Work with a small, high-performing and technical team Backed by a leading iGaming organisation Fully remote with flexibility across US time zones Competitive compensation with equity upside  

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

VP of Fraud & Payments Location: Remote (North America or Europe - must align with North American hours) Compensation: Competitive base salary + performance-based bonus We are partnering with a fast-growing, high-volume online gaming operator to appoint a VP of Fraud & Payments. This is a critical leadership role responsible for building, scaling, and optimizing the company’s fraud prevention and payments ecosystem across multiple products. This is a hands-on, high-impact position for a proven leader who thrives in fast-paced environments and can transform fraud and payments into a strategic advantage, not just a cost center. The Role As VP of Fraud & Payments, you will lead the function end to end, overseeing fraud strategy, payment optimization, tools, and team management. You will build scalable systems that reduce fraud losses, increase payment approval rates, and enhance the customer experience. Key Responsibilities Own and lead the full fraud detection, investigation, and prevention strategy across the customer lifecycle, including registration, deposits, gameplay, redemptions, promotions, and KYC Build, implement, and continuously optimize risk rules to detect and mitigate fraud patterns such as bonus abuse, multi-accounting, synthetic identity, and payment fraud Drive payment performance by managing authorization rates, chargebacks, and dispute processes while optimizing relationships with payment processors and card networks Lead decline analysis, BIN-level performance optimization, 3DS strategy, and chargeback representment programs Own the KYC and identity verification framework, including thresholds, escalation workflows, and manual review processes Evaluate, implement, and optimize fraud, identity, and payments tooling to ensure a scalable and proactive risk infrastructure Build and lead a high-performing fraud and payments team, establishing KPIs, SOPs, and performance standards Partner cross-functionally with Product, Engineering, Data, Compliance, and CX to reduce fraud, improve user experience, and support growth Develop reporting and dashboards to track fraud loss, payment performance, and operational efficiency, and provide regular executive-level insights Ideal Candidate Requirements 7+ years of experience in fraud, payments, or risk within iGaming, online casino, sports betting, DFS, or similar high-volume digital environments Proven track record of building or scaling fraud and payments functions from the ground up Deep expertise in chargebacks, payment processing, card network rules, and fraud prevention strategies Experience with KYC, identity verification systems, and fraud detection tools Strong analytical and data-driven mindset with a hands-on leadership approach Why Join The Team Competitive base salary + bonus structure Fully remote flexibility (North America or Europe-based) Opportunity to build and lead a critical function from the ground up High-visibility role with direct impact on revenue, risk, and growth

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

Senior Accountant / Finance Lead Location: Detroit, MI (Hybrid – 4 Days On-Site) Salary Range: $90,000 – $100,000/year Our client is a national leader in charitable electronic gaming, partnering with organizations across the U.S. to deliver innovative, responsible gaming experiences that positively impact local communities. They combine technology, creativity, and purpose to deliver best-in-class products in a collaborative, mission-driven environment. We’re seeking a hands-on Senior Accountant/Finance Lead to own and manage day-to-day accounting operations while ensuring accuracy, consistency, and strong financial discipline across the organization. This role is ideal for someone who enjoys working directly in the details, taking full ownership of financial processes, and operating in a lean, fast-paced environment. You’ll play a critical role in maintaining the financial health of the business while partnering closely with leadership on reporting and process improvements. Core Responsibilities • Own the general ledger, including journal entries, reconciliations, and month-, quarter-, and year-end close processes • Manage accounts payable, accounts receivable, vendor setup, invoicing, and ensure timely payments • Reconcile bank accounts, credit cards, and expense activity • Maintain all accounting activity within QuickBooks • Prepare monthly, quarterly, and annual financial statements with accuracy and timeliness • Support leadership with reporting, variance analysis, and financial insights • Assist with audit preparation and related documentation • Support payroll processing and employee onboarding/offboarding from a financial perspective • Manage 1099 filings and assist with benefits coordination and insurance renewals • Maintain strong internal controls and ensure compliance with GAAP and regulatory requirements • Support external audits and ongoing financial reporting needs Qualifications • Proficiency in QuickBooks is required • 5+ years of experience in accounting or financial operations • Strong experience in hands-on accounting roles (not just oversight) • Prior experience in small to mid-sized or lean organizations preferred • Strong understanding of GAAP and financial reporting fundamentals • Advanced Excel skills • High attention to detail and strong organizational skills • Ability to manage multiple priorities in a fast-paced environment • Comfortable working independently and owning processes end-to-end Why Join The Team • Mission-driven company supporting charitable organizations • High-impact role with real ownership and visibility • Collaborative, growing team environment • Opportunity to help build and improve financial processes as the company scales

About the Role My iGaming client is seeking a Director of Analytics & Business Intelligence to lead and scale their data function within a high-growth, regulated digital gaming environment. This is a hands-on leadership role responsible for driving analytics strategy, delivering actionable insights, and partnering cross-functionally with Product, Marketing, Finance, Operations, and Professional Services. The successful candidate will serve as a key advisor to senior leadership, translating complex data into clear, commercially impactful decisions. Key Responsibilities Analytics Strategy & Governance Define and execute the analytics vision, strategy, and roadmap aligned to business objectives Establish and maintain robust data governance frameworks to ensure accuracy, integrity, and consistency Partner with technology teams on data infrastructure, owning the analytics and insight layer Act as a subject matter expert on analytics best practices and responsible data usage Translate complex data into clear, actionable insights for executive stakeholders Player & Marketing Analytics Lead analysis of customer behavior, segmentation, lifecycle performance, and LTV modelling Drive insights on acquisition, retention, and engagement strategies Oversee reporting on digital marketing performance, loyalty programs, and ROI metrics Collaborate with marketing and product teams to optimise campaign effectiveness Financial & Operational Analytics Support budgeting, forecasting, and financial planning processes Develop KPIs, dashboards, and reporting frameworks to drive business performance Deliver insights that connect operational performance to revenue outcomes Provide cross-functional analytical support across key business areas Compliance & Risk Analytics Partner with compliance teams to identify potential fraud and AML risks through data analysis Ensure all analytics outputs meet regulatory and compliance requirements Professional Services Support Provide client-facing teams with market intelligence, benchmarking, and performance insights Develop standardized reporting, ROI frameworks, and dashboards to support client engagements Enable data-driven storytelling to support client acquisition and retention Leadership & Team Development Build, lead, and mentor a high-performing analytics team Establish workflows, prioritization models, and quality standards Drive a culture of curiosity, accountability, and commercial focus Scale team capability in line with business growth Requirements Experience 7+ years in data analytics or a related field, with at least 3 years in a leadership role Proven experience in igaming Proven experience owning and leading an analytics function Strong experience in customer analytics, including segmentation and LTV modelling Track record of presenting insights to executive and board-level stakeholders Experience in high-growth or scaling environments is highly desirable Exposure to multi-partner ecosystems, loyalty programs, or P&L analytics is advantageous Education Bachelor’s degree in a relevant field (e.g., Economics, Business, Statistics, Engineering) Master’s degree preferred Skills & Competencies Strategic mindset: Ability to translate business problems into analytical solutions Technical expertise: Strong SQL skills; experience with BI tools (e.g., Power BI); advanced Excel Additional tools: Experience with Python, R, or similar is a plus Communication: Ability to simplify complex insights for non-technical audiences Leadership: Proven ability to build, manage, and develop teams Business acumen: Solid understanding of financial metrics, ROI, and revenue drivers Collaboration: Strong cross-functional stakeholder management skills Data governance: Deep understanding of data quality, integrity, and best practices Why Apply? Opportunity to lead a high-impact analytics function within a growing digital business Strategic, visible role with direct exposure to executive leadership Chance to shape data-driven decision-making across multiple business functions Build and scale a team in a dynamic and evolving environment