Company Overview

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.

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.

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.