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We are partnered with a fast-growing online gaming business that is redefining how players engage with digital casino entertainment. Combining a strong game portfolio, data-driven decision making, and a focus on player experience, the business is entering a new phase of growth across North America. Following a recent rebrand and significant investment into product and technology, the company is scaling its leadership team and strengthening its operational infrastructure. This is a high-impact opportunity to join at a pivotal stage and play a key role in shaping the next phase of growth. The Opportunity The Director of Casino Operations will be responsible for the day-to-day commercial performance of the online casino offering. Reporting directly to the General Manager, this hire will own the operational and commercial execution across key areas including game performance, supplier relationships, player experience, and promotional effectiveness. This role requires a commercially driven operator with a strong understanding of online gaming and a passion for delivering best-in-class player experiences. Commercial Performance Key Responsibilities Commercial Performance Own core casino KPIs including revenue, engagement, retention, player value, and bonus efficiency Identify opportunities to improve profitability and long-term customer value Partner with analytics teams to evaluate trends and inform business planning Content & Supplier Management Manage relationships with game providers, aggregators, and platform partners Optimise game portfolio performance and content strategy Evaluate new suppliers and technologies to enhance product offering and commercial outcomes Player Experience & Operations Oversee the end-to-end player journey across onboarding, payments, gameplay, and support Identify and remove friction points across the customer lifecycle Collaborate closely with Product, Payments, Risk, VIP, CRM, and Customer Support teams Strategic Growth & Partnerships Identify opportunities to improve operational efficiency and player engagement Support vendor selection, commercial negotiations, and strategic initiatives Contribute to long-term growth strategy and execution Leadership Act as a key operating partner to the General Manager Lead cross-functional initiatives from concept through execution Establish strong operating discipline and accountability across teams Support the development of scalable operational processes Success in the First 12 Months Improve key commercial KPIs across revenue, retention, engagement, and profitability Enhance visibility into supplier performance and casino economics Deliver measurable improvements in player experience Develop strategic partnerships that strengthen the product and operating model Become a trusted member of the leadership team Requirements Essential 7+ years’ experience within online casino, iGaming, sportsbook, social casino, or sweepstakes environments Strong understanding of gaming economics, player behaviour, and retention strategies Experience managing vendors, suppliers, or commercial partnerships Proven track record of improving performance through data-driven decision making Experience leading cross-functional initiatives in a fast-paced environment Strong analytical and stakeholder management skills Preferred Experience with leading online casino or sweepstakes operators Background managing game providers and aggregators Experience influencing P&L performance Exposure to payments, CRM, loyalty, fraud, or engagement technologies Experience in high-growth or scaling organisations Candidate Profile Commercially minded operator with a hands-on approach Comfortable working across strategy and execution Strong balance between player experience focus and commercial performance Thrives in fast-paced, growth environments Motivated by building and scaling high-performing businesses

The Company My client is a fast-growing online gaming business redefining how players engage with casino entertainment. Combining a world-class game portfolio, data-driven decision making, and innovative player experiences, the company is building a differentiated platform for the North American market. Following a recent rebrand and entry into a new phase of growth, my client is expanding its leadership team and investing in product, technology, and operational capabilities to support scalable, sustainable growth. This is a high-impact opportunity to join at a pivotal stage and help shape the future direction of the business. The Role The Head of Acquisition will lead all new player growth initiatives across the business. Reporting directly to the General Manager, you will be responsible for defining and executing acquisition strategy, managing media investment, scaling affiliate and partnership channels, and driving performance across multiple acquisition streams. This role requires a commercially driven leader with deep performance marketing expertise and a strong track record in building scalable acquisition engines that balance growth, efficiency, and player quality. Key Responsibilities Acquisition Strategy & Performance Own acquisition strategy, budget allocation, and growth targets across all channels Scale player acquisition while maintaining efficiency, profitability, and player quality Develop testing frameworks and long-term growth plans aligned with business objectives Continuously identify opportunities to improve performance and ROI Affiliate & Partnership Growth Build and manage strategic relationships with affiliates, publishers, and partners Expand affiliate contribution while maintaining strong commercial outcomes Evaluate and negotiate partnerships to support sustainable growth Monitor partner performance, traffic quality, and long-term player value Channel Expansion & SEO Diversify acquisition across paid media, partnerships, SEO, and emerging channels Develop scalable programs that reduce reliance on single-channel performance Collaborate with Product, Analytics, and Creative teams to improve conversion Establish SEO as a meaningful contributor to long-term growth Measurement & Optimisation Partner with Analytics to evaluate acquisition quality, ROAS, retention, and LTV Improve forecasting, attribution, and decision-making frameworks Optimise spend allocation using data-led insights Ensure focus remains on long-term value over short-term volume Leadership Build and lead a high-performing acquisition function Manage agencies, external partners, and internal team growth Establish scalable processes, reporting structures, and operating rhythms Act as a key strategic partner to the General Manager and wider leadership team Success in the First 12 Months Scale acquisition while maintaining efficiency and player quality Grow affiliate contribution and strategic partnerships Successfully diversify acquisition across multiple sustainable channels Enhance forecasting, measurement, and performance visibility Build a repeatable and scalable acquisition engine Establish yourself as a trusted member of the leadership team Requirements Essential 7+ years’ experience in acquisition, performance marketing, or growth leadership Proven track record managing significant budgets and hitting performance targets Strong knowledge of affiliate marketing and partnership-driven acquisition Demonstrated success scaling customer acquisition programmes Strong analytical mindset and commercial decision-making ability Experience managing agencies, vendors, and external partners Excellent communication and leadership skills Desirable Experience within iGaming (Online Casino, Sweepstakes, Sports Betting, Social Casino) Experience scaling affiliate programmes and diversified acquisition portfolios Exposure to paid social, programmatic, SEO, and emerging channels Background in high-growth or venture-backed environments Familiarity with attribution, analytics, and marketing measurement tools The Candidate You are a commercially driven growth leader with a builder’s mindset. You thrive in fast-paced environments where accountability, experimentation, and innovation are key. You bring a strong ability to solve complex growth challenges, build strategic partnerships, and translate data into actionable insights. Most importantly, you focus on acquiring high-quality players that deliver long-term value, not just volume.  

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

The Company Our client is a fast-growing international iGaming business, focused on delivering innovative gaming experiences across global markets. With continued expansion in the US, they are now seeking an experienced Legal Director to lead litigation, IP enforcement, and compliance efforts. The Role Reporting into senior leadership, you will take ownership of all US-based litigation, intellectual property enforcement, and regulatory compliance. This is a senior, hands-on role requiring deep expertise across disputes, IP protection, and gaming regulation. You will work cross-functionally with Product, Marketing, and Operations teams while managing external counsel and enforcement partners. Key Responsibilities Litigation & Dispute Resolution • Lead all US corporate legal disputes, including litigation, arbitration, and government investigations • Develop and execute litigation strategy, including evidence gathering and case management • Manage and coordinate external counsel and support court proceedings • Assess legal and reputational risks, providing clear and timely mitigation strategies Intellectual Property Enforcement • Monitor competitor activities to identify IP infringements, including game cloning, asset misuse, and trademark violations • Lead enforcement actions, including evidence collection and takedown submissions across platforms (App Store, Google Play, Meta, TikTok, etc.) • Build and implement scalable IP enforcement processes to improve efficiency and success rates • Collaborate with external law firms and enforcement vendors where required US Legal Compliance • Monitor and interpret US federal and state regulations across gaming, data privacy, advertising, and consumer protection • Ensure full compliance across all US-facing operations • Review and advise on legal documentation including: o Terms & Conditions o Privacy Policies o Marketing materials and promotional campaigns • Provide practical, business-focused legal guidance to Product, Marketing, and Operations teams Stakeholder Management • Manage relationships with external law firms, IP enforcement agencies, and platform partners • Optimize legal spend and vendor performance • Act as a key legal partner to internal stakeholders across multiple functions Requirements • Juris Doctor (JD) or equivalent legal qualification • Active US Bar admission strongly preferred • Minimum 10+ years’ legal experience, including: o 5+ years handling US litigation and/or IP enforcement o Prior experience within the gaming or iGaming industry (essential) • Strong drafting and negotiation skills with the ability to manage complex legal matters independently • Excellent stakeholder management and communication skills • Proven ability to operate in a fast-paced, high-growth environment What’s on Offer • Competitive base salary + Bonus • Opportunity to play a key role in a high-growth iGaming business • Exposure to complex, cross-border legal challenges  

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  

As a Senior iGaming Recruitment Consultant, you will be responsible for building and scaling Pentasia’s Spanish-speaking LATAM market from our Orlando office. You will manage the full recruitment lifecycle autonomously while developing strong client and candidate relationships across the iGaming and sports betting sector. The role carries a clear mandate to generate consistent revenue, drive business development across LATAM, and contribute to building a sustainable and profitable regional business aligned with Pentasia’s global strategy. What will you be doing? Identify, engage, interview and assess high-quality candidates across Spanish-speaking LATAM markets Build and manage candidate pipelines for current and future roles across key territories (e.g. Mexico, Colombia, Peru, Argentina, Chile) Develop long-term relationships with candidates and clients to drive repeat placements and referrals Source talent through networking, social media, referrals and direct approaches Manage applications, shortlisting, references and candidate communication throughout the process Develop and manage relationships with new and existing LATAM clients, proactively qualifying opportunities Take and qualify job briefs to ensure accurate and effective delivery Deliver candidates aligned with client expectations, timelines and market realities Identify and develop new business opportunities including retained, recurring and exclusive work Promote Pentasia’s services and build trusted partner relationships with key LATAM accounts Network actively across LATAM iGaming markets (events, digital communities, referrals) Consistently achieve or exceed revenue and performance targets Maintain a strong and sustainable LATAM sales and delivery pipeline Deliver a high standard of service to both clients and candidates Build deep market knowledge across LATAM iGaming, including trends, risks and hiring challenges Use CRM systems, data and reporting to track performance and improve outcomes Collaborate with global teams to leverage relationships and opportunities Mentor and support junior consultants where appropriate Key Skills Account Management: Builds and grows LATAM client relationships towards trusted advisor status Business Development: Proactively identifies and converts new LATAM opportunities Commercial Accountability: Delivers consistent revenue and manages personal pipeline effectively AI, Data & Systems Usage: Uses tools, CRM and data to optimise performance and delivery Market Expertise & Talent Advisory: Demonstrates strong LATAM iGaming knowledge and provides insight-led recommendations Leadership & Talent Development: Acts as a role model and supports development of junior team members Strategic Thinking: Aligns activity to LATAM growth strategy and identifies expansion opportunities Key Experience Fluent Spanish & English (essential) Proven 360 agency recruitment experience essential Strong business development background with a track record of billings Experience recruiting within iGaming, social/mobile/AAA gaming, fintech, or digital sectors (preferred) Experience building or developing new markets or regions (highly advantageous) Strong relationship-building and stakeholder management skills Highly organised with strong pipeline management Comfortable working in a fast-paced, target-driven environment Key Behaviours Look for Group Opportunities: Shares leads, candidates and insights across the business Know Your Stuff Deeply: Builds deep LATAM market expertise to enhance credibility and output Value Relationships Over Transactions: Focuses on long-term partnerships over short-term wins Create Time for Learning: Demonstrates continuous improvement and growth mindset Excellence in All You Do: Delivers consistently high-quality work and sets strong standards Entrepreneurial Mindset: Takes ownership of building and scaling the LATAM market Why Join? Work as part of a small tight-knit, highly successful Americas team with a fun, motivated atmosphere in the Orlando office, whilst being supported by a global powerhouse in iGaming recruitment & consultancy Blue ocean opportunity in a rapidly growing market Rapid career advancement opportunities Market leading commission structure Opportunity to put your stamp on this and make it your own