Our client is a leading digital media and performance marketing business operating across the sports betting, gaming, and entertainment sectors. With a portfolio of highly recognized consumer brands and data-driven products, they partner with many of the industry's top operators across North America. They are now seeking a Director of North America Sales to lead commercial growth, strengthen strategic partnerships, and drive revenue across the region. The Opportunity This is a senior commercial leadership position responsible for owning new business development, managing key operator relationships, and leading a growing North American sales function. The successful candidate will play a critical role in expanding market share, supporting revenue growth initiatives, and building long-term strategic partnerships across regulated gaming markets. Working closely with executive leadership, marketing, product, and content teams, you'll be responsible for developing commercial strategy, closing high-value deals, and creating a scalable sales operation capable of supporting continued expansion throughout North America. Key Responsibilities Business Development & Revenue Growth Identify, develop, and close new commercial partnerships across North America. Build and maintain a healthy, forecastable sales pipeline. Drive market-entry initiatives by establishing relationships with operators ahead of new state launches. Develop cross-sell opportunities across multiple products, brands, and revenue streams. Identify new monetization opportunities, verticals, and strategic partnership channels. Support commercial growth through both affiliate and advertising sales initiatives. Commercial Strategy Support revenue objectives across multiple business units and brands. Lead commercial negotiations and structure affiliate, advertising, and hybrid partnership agreements. Provide accurate forecasting and commercial insights to senior leadership. Evaluate opportunities, pricing strategies, and partnership performance to maximize revenue outcomes. Strategic Partnerships Act as the senior point of contact for key operator relationships. Build and maintain executive-level partnerships across the regulated gaming ecosystem. Drive partner retention, growth, and long-term commercial success. Monitor commercial performance and renegotiate agreements where necessary. Represent the business at key industry events and conferences. Sales Leadership Recruit, develop, and lead a high-performing North American sales team. Implement best practices across CRM usage, pipeline management, forecasting, and reporting. Establish performance metrics and accountability across the sales function. Develop future commercial leaders and create a scalable team structure to support growth. Requirements Significant commercial leadership experience within online gambling, sports betting, affiliate marketing, digital media, or a related sector. Proven track record of winning and closing major commercial partnerships. Existing senior-level relationships with operators across the North American gaming market. Experience building, managing, and developing successful sales teams. Strong understanding of the regulated North American gambling landscape. Deep knowledge of affiliate commercial models including CPA, Revenue Share, Hybrid, and Fixed Fee agreements. Experience selling advertising, media inventory, or digital marketing solutions. Strong analytical and commercial decision-making skills. Executive presence with the ability to influence stakeholders at all levels. Nice to Have Experience launching commercial operations in newly regulated markets. Exposure to data products, audience monetization, adtech, or digital performance marketing solutions. Experience transforming an account management function into a proactive new business sales organization. Why Consider This Opportunity? This is a rare opportunity to join an established and growing organization at a pivotal stage of expansion within the North American gaming sector. You'll have the autonomy to shape commercial strategy, build strategic partnerships with industry-leading operators, and

About the Company Our client is an exciting new venture operating at the intersection of prediction markets, trading, and technology. Backed by a tier-one industry operator and led by a team of highly respected market veterans, they are building next-generation market-making and trading infrastructure designed for high performance, scalability, and rapid innovation. This is a rare opportunity to join a well-funded startup from the ground floor, working alongside an experienced team in a remote-first environment where engineers are trusted to make a meaningful impact from day one. The Opportunity As a Senior Software Engineer, you will play a key role in designing and building the core systems that power the firm's prediction market trading platform. This includes exchange connectivity, market data infrastructure, order routing, risk controls, and other critical trading services. You will be part of a lean, highly technical team focused on solving complex engineering challenges in a real-time, data-intensive environment. Key Responsibilities Design and develop low-latency backend services using C#/.NET Build and maintain exchange gateways utilizing FIX, WebSocket, and REST protocols Develop systems for market data ingestion, order routing, execution, and risk management Contribute to the design of trading domain models including orders, fills, positions, risk, and P&L Work with Kafka, Redis, and PostgreSQL to build resilient, high-throughput systems Create tooling and automation solutions using Python Ensure services are observable, reliable, and production-ready Participate in code reviews, testing, and architectural discussions Collaborate closely with trading, infrastructure, and product stakeholders Requirements 7+ years of backend software engineering experience Strong commercial experience developing applications in C#/.NET Solid Python skills for automation, tooling, and integrations Experience building distributed, event-driven, or streaming systems Hands-on experience with Kafka (or similar messaging technologies), Redis, and relational databases Strong understanding of concurrent programming and high-performance system design Experience working with FIX, WebSocket, and REST-based integrations Ability to thrive in a fast-moving startup environment with a high level of ownership Passion for leveraging AI tools to improve productivity and engineering workflows Desired Background The ideal candidate will bring experience or strong personal interest in one or more of the following: Sports betting Trading platforms Prediction markets Financial markets or exchanges Market-making environments Risk and quantitative trading systems Candidates with relevant side projects, research, or personal trading-related interests are encouraged to apply. Nice to Have Experience supporting real-time UI requirements Exposure to market-making, quantitative research, or trading workflows Performance optimization, profiling, and GC tuning experience Experience working on latency-sensitive systems What's on Offer Fully remote working environment Opportunity to join an early-stage, well-funded venture Work alongside proven industry leaders and trading experts High degree of ownership and technical autonomy Challenging engineering problems within a rapidly growing market sector Competitive compensation package including equity potential

Pentasia is partnering with a leading gaming and hospitality operator to identify an experienced Director of Events & Promotions. This is a senior marketing leadership opportunity responsible for the strategic development, execution, and performance of promotional campaigns, special events, VIP experiences, and customer engagement initiatives. This position is based on-site in the greater Chicago area and will play a critical role in shaping the property's promotional strategy, guest experience, and overall marketing performance. The successful candidate will lead a high-performing team while driving programs designed to increase visitation, customer loyalty, database growth, and revenue performance. The ideal candidate will bring a combination of strategic marketing expertise, operational excellence, strong leadership capabilities, and a proven track record of delivering impactful events and promotions within the gaming, casino, hospitality, or entertainment sectors Key Responsibilities Lead the strategic planning, development, execution, and evaluation of all promotions, special events, and VIP customer programs. Develop short and long-term event and promotional calendars aligned with broader business and marketing objectives. Create initiatives designed to increase visitation frequency, customer acquisition, database growth, guest engagement, and revenue generation. Analyze program effectiveness, customer response, profitability, and market opportunities to optimize future campaigns. Manage departmental budgets, forecasting, expense controls, and resource allocation. Oversee the planning and execution of large-scale events, VIP experiences, entertainment activations, and promotional campaigns. Lead, coach, develop, and mentor management teams and departmental staff. Establish departmental goals, performance standards, operational procedures, and best practices. Collaborate with internal stakeholders, creative teams, agencies, and external vendors to develop event and promotional assets. Ensure all promotional activities are executed in compliance with regulatory requirements and company policies. Present recommendations and strategic insights to senior leadership regarding customer engagement, promotional effectiveness, and market opportunities. Monitor industry trends and competitor activity to identify innovative promotional and event concepts. Requirements Bachelor's degree in Marketing, Business Administration, Hospitality Management, or a related field. Minimum 5 years of leadership experience within marketing, promotions, events, or customer engagement. Minimum 3 years of experience managing casino, gaming, hospitality, entertainment, or loyalty-driven promotional programs. Proven experience planning and executing VIP events and large-scale customer-facing promotions. Demonstrated experience managing departmental budgets, forecasting, and performance reporting. Strong leadership and people management skills with the ability to inspire and develop teams. Exceptional verbal and written communication skills. Comfortable presenting to senior stakeholders and speaking before large audiences. Strong commercial awareness and analytical capabilities. Ability to manage multiple projects simultaneously in a fast-paced environment. Proficiency with Microsoft Office Suite, including Excel and PowerPoint. Experience with player loyalty systems, CRM platforms, or customer tracking systems is advantageous. Knowledge of social media, digital marketing, and customer engagement technologies is preferred. Desired Profile Strategic thinker with a customer-first mindset. Highly organised and detail-oriented. Innovative, creative, and results-driven. Confident decision-maker with strong commercial acumen. Collaborative leader capable of building relationships across multiple departments. Passionate about creating memorable guest experiences and driving measurable business results. What's on Offer Opportunity to join an established and growing gaming and hospitality organization. Significant influence over customer engagement strategy and promotional direction. Leadership role with direct impact on revenue growth and guest experience. Competitive compensation package, bonus potential, and comprehensive benefits. Relocation assistance available for qualified candidates relocating to the Chicago area. Opportunity to work with a respected leadership team focused on innovation, guest experience, and business growth.