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Company Overview Our client is a new, fully remote market maker on prediction markets, funded by a tier 1 operator to build next-generation trading systems, leveraging huge industry IP & resources from the tier 1 operator. The founding team includes true industry veterans with a vision for the future. They are building a lean, fully remote, senior team focused on high-performance systems, pragmatic engineering, and rapid iteration. Mission Build and operate the core platform and trading infrastructure that powers this new prediction market trading system. Why This Role You will own end-to-end infrastructure, freeing software engineers to ship features rapidly while ensuring reliability, performance, and security. This is the first dedicated infrastructure leadership hire and a force multiplier for the entire engineering team. What You Will Do Design, build, and operate cloud infrastructure on Azure to support low-latency integrations with the operator systems and multiple external exchanges. Establish Kubernetes-based container orchestration; manage cluster sizing, autoscaling, and multi-env deployments. Stand up and optimize core services: Kafka (event streaming), Redis (caching), and Postgres (OLTP). Implement robust CI/CD, secrets management, environment isolation, and infrastructure-as-code (Terraform/Bicep). Own observability across metrics, logging, and distributed tracing using Prometheus, Grafana, and OpenTelemetry (OTEL); drive incident response, SLOs/SLIs, and on-call engineering practices. Design and manage cloud networking: VNets, subnets, peering, private endpoints, DNS, firewall rules, and secure connectivity between our systems and the operator. Harden security and compliance across identity, network segmentation, secrets, and OS baselines within the Azure/Windows ecosystem. Drive performance engineering for market data ingestion and order routing; remove bottlenecks across the stack. Partner with software engineers to shape service boundaries, data contracts, and platform primitives that accelerate delivery. Manage cloud cost efficiency and capacity planning while ensuring reliability and high availability. Set standards and grow an infrastructure function that scales with the company. What You Bring Senior-level infrastructure experience (8+ years) including significant time operating production systems at scale. Deep cloud infrastructure expertise; the current stack runs on Azure but strong candidates from AWS or GCP backgrounds are equally welcome cloud fundamentals matter more than platform-specific familiarity. Hands-on with Kubernetes, Kafka, Redis, and Postgres in production. Expertise in networking, security, identity (e.g., Azure AD), and infra-as-code (Terraform/Bicep or similar). Track record of building reliable, observable platforms with strong CI/CD and release engineering; hands-on experience with Prometheus, Grafana, and OpenTelemetry or comparable observability stacks. Strong cloud networking fundamentals: VNet design, private endpoints, DNS, firewall/NSG rules, and secure cross-system connectivity on Azure. Performance tuning for latency- and throughput-sensitive workloads. Excellent collaboration skills; able to translate product and trading needs into platform capabilities. A hands-on, curious approach to AI tooling. The team expects everyone to be actively using and exploring AI tools in their daily work whether for infra-as-code generation, log analysis, runbook automation, or incident triage. You don't need to be an AI researcher, but you should be someone who is genuinely experimenting and keeping pace with a rapidly evolving landscape. Nice to Have Experience in trading, sports betting, exchanges, financial markets, or other real-time systems. Experience with event-driven architectures and stream processing. Background in SRE leadership, incident command, or reliability programs.

We are looking for an Online Casino Manager with deep online casino experience to own the casino player experience from day one. The role focuses on promotions, bonusing, gamification, segmentation, and UX analysis and optimisation. You will analyse player behaviour, build segmented player journeys, and continuously optimise engagement, retention and player value. The role offers significant scope for creativity and innovation in a fast-moving environment. Strong ideas are encouraged and will be quickly backed and resourced when supported by a clear business case. Key Responsibilities Own and optimise casino promotions, bonuses and gamification Design segmented player journeys based on early player behaviour Drive performance across core casino KPIs: conversion, retention, ARPU, LTV and churn Build and use advanced reporting and analysis to guide decision-making Work with product and UX to improve casino discovery and player experience Act as the internal casino expert, representing the casino player across the business Qualifications  Strong online casino background Proven experience building managing casino promotions and bonuses Deep understanding of casino player behaviour and lifecycle Highly analytical and comfortable owning commercial KPIs Experience in regulated markets (NJ experience a plus) Preferred Qualifications Casino Promotions & Bonusing Expertise  Proven ability to design, execute and optimise casino promotions and bonuses. Deep Casino Player Behaviour Knowledge Strong understanding of casino player motivations, early-life behaviour, engagement patterns and churn. Gamification & Player Engagement Experience using gamification and engagement mechanics to drive sustained casino play. Player Segmentation & Journey Design Ability to analyse players from day one and build segmented, data-led casino journeys. Data Analysis & Insight-Driven Decision Making Highly analytical; able to work with player-level data, dashboards and reports to drive action.

About the Role My client is building the next generation of online entertainment and is seeking an experienced, proactive Product Designer to join a lean, high performing product team. You will work closely with the Head of Product to lead a full redesign of their sports betting and casino platforms, while developing a best in class design system from the ground up. This is a high ownership, high impact position where design is treated as a core strategic driver. You will shape user experiences that are intuitive, scalable, and conversion focused—directly influencing growth initiatives such as onboarding optimization and improved user journeys. This role is ideal for an intermediate to senior designer who thrives in fast paced environments and wants full ownership of product design within a rapidly growing organization. Key Responsibilities Lead end to end redesigns of core platform experiences, delivering scalable and intuitive UX. Build, maintain, and evolve a cohesive design system in Figma. Collaborate closely with Product, Engineering, and Leadership on roadmap priorities. Apply a user centered, data informed approach to improving sign up conversion and simplifying workflows. Contribute to shaping and elevating design culture and best practices across the company. Leverage AI and LLM tools to enhance workflow efficiency and creativity. Skills & Qualifications 4+ years of product design experience with a strong end to end portfolio. High sense of ownership and a proactive, solutions oriented approach. Expert proficiency in Figma, including design systems and scalable component architecture. Ability to excel in a hybrid, collaborative, startup minded environment. Experience in sports betting, iGaming, or financial platforms is a bonus (not required). Comfortable working with and experimenting with AI/LLM powered design tools. Why Join My Client? Competitive, top tier compensation package. Significant design autonomy as the primary Product Designer. Full access to modern tools and technology. Beautiful, accessible office space located in Yorkville, downtown Toronto. Opportunity to join a growing organization at a pivotal stage, with real ownership and accelerated career progression.

We are seeking a diligent and detail-oriented Finance Clerk to join an established organization operating within the charitable gaming and lottery sector. This role is an operational and transactional role focused on maintaining accurate financial records and supporting routine accounting functions. It is an ideal career opportunity for a professional with 2 years of bookkeeping or accounting support experience who is proficient in QuickBooks. Key Responsibilities Accounts Payable & Receivable Process invoices and payments in QuickBooks Manage accounts payable and accounts receivable Record and track vendor transactions General Ledger & Journal Entries Enter journal entries accurately and on time Maintain and update general ledger accounts Reconciliations Perform bank and account reconciliations Identify and reports discrepancies Support with month-end close by preparing supporting documentation and reconciliations Recordkeeping & Documentation File invoices, bank statements, and financial documents Maintain accurate and organized accounting records Requirements Must-Have Skills & Experience Bachelor’s degree in Accounting, Finance, or related field. 2 years of bookkeeping, accounting clerk, or finance clerk experience Strong understanding of GAAP and core accounting principles. Proficiency with accounting software such as QuickBooks. Excellent Excel skills for reconciliation and reporting tasks.

Pentasia is the leading specialist recruitment firm in the iGaming and sports betting industry. We're expanding our North American presence and looking for a Junior Recruiter to join our Orlando office. This is a rare opportunity to break into one of the most exciting and fast-growing industries in the US, sports betting, daily fantasy sports (DFS), and iGaming. What you'll do: Business develop on a daily basis to build your client portfolio. Source, screen, and engage candidates for roles across the iGaming and sports betting space. Work directly alongside a senior leader in the business, receiving daily mentorship and hands-on training. Build relationships with clients and candidates, helping shape the future of the North American market. Learn the ropes of specialist recruitment in a niche, high-growth sector. What We're Looking For: Entry-level candidates with strong communication skills, a hunger to learn, and the mindset to win. Passion for sports, entertainment, or tech innovation is a big plus. Self-starters who thrive in fast-paced, entrepreneurial environments. Spanish or Portuguese languages skills nice to have. Why Join Us? Be part of building a world-class recruitment business in a booming industry. Full benefits and industry leading commission scheme. Direct 1-to-1 Mentorship from a leading recruiter in the industry. Long-term career growth in a global business with deep industry expertise

My client is a Toronto based Sweepstakes 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 our 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.

About the Role We are looking for a highly skilled and strategic Paid Media Manager at a mid-senior level to lead and optimise paid media initiatives across major platforms. This remote role requires flexibility to work US hours as needed and a strong ability to drive growth through innovative media buying strategies. The ideal candidate will bring advanced experience in iGaming and sports betting, with a proven ability to manage large budgets and deliver exceptional ROI. Key Responsibilities · Develop and execute high-level paid media strategies across Facebook, Snapchat, Google Ads, and other relevant platforms. · Lead campaign planning, optimisation, and performance analysis to achieve aggressive acquisition and retention goals. · Manage significant budgets effectively, ensuring maximum ROI and cost efficiency. · Provide strategic insights and recommendations to senior stakeholders based on data-driven analysis. · Mentor and guide junior team members, fostering a culture of excellence and innovation. · Stay ahead of industry trends, platform updates, and emerging technologies to maintain competitive advantage. Requirements · 5+ years of experience in paid media buying within iGaming and/or sports betting. · Demonstrated success in managing large-scale campaigns and budgets across Facebook, Snapchat, and Google Ads. · Strong strategic thinking and leadership capabilities. · Advanced analytical skills with expertise in performance reporting and optimisation. · Excellent communication and stakeholder management skills. · Experience with US market campaigns is highly preferred. · Ability to work independently in a remote environment and align with US time zones. What We Offer · Competitive salary · Opportunity to lead impactful campaigns in a fast-growing, innovative environment. · Flexible remote working setup with global exposure. Ready to take the next step in your career? Apply now and join a team that’s redefining the future of social gaming.

About the Role Our client is looking for a highly skilled Customer Service Manager to lead and elevate their 24/7 Customer Support Center. This position is responsible for overseeing daily operations, managing a large team, optimizing processes, and ensuring an exceptional player experience across multiple iGaming products. This is a strategic and hands-on leadership role within a rapidly growing global company.  Key Responsibilities Leadership & Team Oversight Manage, mentor, and develop a team of 100+ Customer Service Clerks and Supervisors. Conduct individual and group coaching sessions to drive quality and productivity. Oversee recruitment, onboarding, performance evaluations, and talent development. Operational Management Build and refine workflows, scripts, SLAs, and escalation procedures. Handle workforce planning to ensure efficient 24/7 operational coverage. Ensure adherence to company policies, responsible gaming practices, and service standards. Performance & Reporting Track and analyze KPIs such as CSAT, FRT, NPS, handling time, and QA scores. Produce regular reports with insights for operational improvements. Collaborate with product and operations teams to enhance systems and support tools. Cross-Functional Collaboration Work closely with Payments, KYC/AML, Marketing, Affiliates, Tech Support, and VIP teams. Assist with new product launches, promotions, and system implementations. Continuous Improvement Identify process improvement opportunities and automation initiatives. Monitor industry trends and competitor benchmarks to improve CS operations. Promote a culture of operational excellence and innovation. Requirements 5+ years managing Customer Service teams (online or e-commerce). Mandatory iGaming experience (casino, sportsbook, lottery). Proven ability to lead large teams in high-demand environments. Experience with omnichannel tools (Zendesk, Intercom, LiveChat). Knowledge of CRM systems, back-office platforms, and KYC/AML processes. Strong analytical and KPI management skills. Excellent communication skills in English. Willingness and ability to relocate to Costa Rica. Preferred Qualifications Bachelor’s Degree in Business Management or related field. Experience with remote team management. Strong background in process optimization and customer experience strategy. High numerical proficiency and data-driven decision-making skills. What’s in It for You? Full relocation opportunity to a global iGaming hub. Strategic leadership role with high impact on customer experience. Work in a dynamic and fast-growing environment with strong career progression.

My client, a multi-award-winning provider of marketing and sports data services is seeking an experienced and forward-thinking IT Manager to lead global IT operations. This role will oversee system administration, Corporate IT, and SaaS management across all regions, ensuring the technology ecosystem supports a high-performing, hybrid & remote workforce. The successful candidate will play a pivotal role in enhancing the digital workplace by aligning systems, workflows, and integrations that drive efficiency and connectivity. You’ll also leverage AI-driven automation to improve tool interoperability, employee experience, and operational productivity, all while maintaining robust security and reliability. As a key partner to the Project Management Office (PMO) and Cyber Security teams, you will help deliver strategic initiatives and ensure the IT environment scales with the business. Responsibilities: Oversee global system administration, ensuring uptime, performance, and compliance across all IT environments. Manage and optimise SaaS subscriptions, including budgeting, forecasting, and vendor relationship management. Drive systems integration and implement AI-powered automation to improve tool connectivity, reduce manual effort, and enhance efficiency. Lead improvements to the digital workplace, ensuring seamless collaboration and alignment of systems across teams. Oversee Corporate IT across global offices, maintaining secure, reliable, and scalable systems. Partner with Cyber Security to ensure adherence to best practices, risk mitigation, and compliance requirements. Collaborate with the Project Management Office (PMO) to support and deliver group-wide technology projects. Develop and enforce IT standards, processes, and policies to maintain operational consistency and excellence. Identify and evaluate emerging technologies that support business growth and digital transformation. Requirements Bachelor’s degree in Information Technology, Computer Science, or a related field. 5+ years of progressive experience in IT management, system administration, or infrastructure leadership in a global organisation. Must have experience with both windows & macOS experience. Must have Azure cloud experience.  Proven experience managing SaaS portfolios, systems integrations, and IT budgets. Strong track record of implementing AI automation and integration solutions that enhance workflow efficiency. Experience leading IT operations in a remote-first or hybrid environment. Solid understanding of IT infrastructure, networking, and cybersecurity principles. Demonstrated ability to partner cross-functionally with business, PMO, and Cyber Security teams. Excellent communication, leadership, and problem-solving skills. Perks & Benefits Comprehensive private Healthcare Insurance Flexible work environment and home office available Home office allowance Gym & Leisure Allowance All the hardware and software you need to be successful Regular company events and social outings, activities, Spot Awards and a Monthly Social Club Access to courses for Personal and Career Development Company Paid Volunteer Day