Penn Interactive
Penn Interactive is the online gaming arm of PENN Entertainment, one of the largest regional casino operators in the United States. Headquartered in Philadelphia, it runs PENN's digital sports betting and online casino products, including theScore Bet and the Hollywood Casino online brands. The business previously operated the ESPN Bet sportsbook under a partnership with ESPN, which ended in late 2025. Penn Interactive combines proprietary technology - including theScore media platform - with PENN's nationwide casino network across North America.
Web Developer, Casino
Penn Interactive is seeking a Web Developer to join their Casino Engagement team. This role involves building front-end applications using modern JavaScript technologies like React and TypeScript. You will partner with product and design to ship polished features, continuously improve code quality, and collaborate with teammates. The position emphasizes writing thorough tests, building performant and accessible web applications, and leveraging AI-assisted development tools.
Web Developer, Casino
Penn Interactive is looking for a Web Developer to join their Casino Engagement team. The role involves building engaging, performant, and accessible front-end applications for sports and gaming platforms. You will collaborate across disciplines to architect and ship customer-facing features while maintaining high standards for code quality. The position requires a commitment to continuous improvement, mentorship, and collaborative problem-solving within an agile environment.
Senior Database Engineer
We are looking for a Senior Database Engineer to join our thriving Engineering team, focusing on architecture for optimal platform performance. This role involves designing and administering databases, tackling production issues, and utilising cloud technologies within Cloud Native (K8) platforms. The engineer will use DevOps principles with a focus on availability, reliability, and durability.
VIP Associate
The VIP Associate will support player loyalty and retention by managing VIP communications, processing payments, and driving sales metrics. This role involves building relationships with high-end players, coordinating tailored rewards, and collaborating with internal teams to enhance the gaming experience. The position requires a candidate passionate about sales who is comfortable working in a fast-paced, entrepreneurial environment with availability for nights, weekends, and travel.
Account Executive
The Account Executive will manage and grow revenue across Western Canada, focusing on building strong relationships with agencies and brands in the Vancouver market. This role involves proactive client engagement, developing strategic media proposals, and identifying new business opportunities in underdeveloped regions. The position is notable for its high-performing, autonomous nature and requires a candidate with a strong reputation in the local media landscape. It offers a competitive OTE of $125K+ and the opportunity to work with a leading sports media and gaming company.
Senior Database Engineer
We are looking for a Senior Database Engineer to join our thriving Engineering team, focusing on architecture for optimal platform performance. You will be designing/administering databases, tackling production issues, and utilising cloud technologies within Cloud Native (K8) platforms. This role emphasises DevOps principles, availability, reliability, and durability.
Senior Manager, Sportsbook Trading
The Senior Manager, Sportsbook Trading will own end-to-end trading strategy, margin targets, and commercial KPIs for sports/teams. This role involves monitoring market liabilities, managing customer risk profiles, and collaborating with analytics teams to predict betting patterns and improve GGR/NGR. The position requires strong analytical skills, a data-obsessed mindset, and the ability to work in a fast-paced, flexible environment.
Senior Manager, Sportsbook Trading
The Senior Manager, Sportsbook Trading will lead trading strategy, risk management, and product development for a fast-paced North American sportsbook. This role requires a data-driven leader to oversee margin targets, market liabilities, and team performance while collaborating across departments to drive product innovation. The position is ideal for an experienced trading professional with a deep passion for sports and betting analytics.
Associate Trader
The Associate Trader will support the trading and risk team by managing sportsbook risk, pricing, performance, and content. This role requires a highly professional, organised, and enthusiastic individual who is data driven and has a strong interest in sports and sports betting. If you have an eye for detail, a love of sports and an interest in the sportsbook world then you could be the perfect fit to join us on our mission.
Director, CRM
The Director, CRM will define, execute, and optimise customer lifecycle marketing strategies for iCasino and online Sportsbook platforms. This role involves leading the development of automated, segmented, and personalised CRM initiatives to drive retention, loyalty, cross-selling, and reactivation. The position requires managing marketing communications across multiple channels and collaborating with martech and analytics teams to enhance automation and business performance.
Director, CRM
The Director, CRM will define, execute, and optimize customer lifecycle marketing strategies for iCasino and online Sportsbook platforms. This role involves leading CRM initiatives to drive retention, loyalty, and reactivation, managing multi-channel communications, and collaborating with martech and analytics teams. The position requires strong analytical, managerial, and critical thinking skills to effectively manage priorities and drive business performance.
Product Designer, Design Systems
We are looking for an organised, detail-oriented, and humble Product Designer to help scale and maintain our Design System, Alley-oop. You will be playing a critical role in enabling our feature designers and developers to scale their products more reliably and efficiently. Work closely with other product designers, product managers, engineers, and various stakeholders, to contribute to Alley-oop, our Design System. Create and maintain foundational patterns, UI components, and documentation, while following accessibility standards. Support product designers to speed up their workflows by creating reusable and adaptable interactive components that leverage variants, design tokens, and component properties.
Staff Software Engineer
As a staff engineer on the Enablement team, you will lead the design, architecture, and delivery of new platform capabilities. You will build, support, and maintain key services, drive integrations, and support teams developing customer-facing applications. This role involves developing, scaling, and optimising various endpoints and APIs, owning observability practices, and mentoring engineers.
Senior Events Specialist
We are looking for a passionate Events Specialist to join our events team! You will assist our Events Team in ensuring all events and player engagement activity objectives are aligned to our business goals and objectives: increase customer lifetime value (revenue, time, and profitability) through increased engagement, exceptional player word-of mouth & virality for smarter acquisition, and industry leading levels of retention. You will be tasked with day-to-day event administrative responsibilities and merchandise inventory management. This role will also be responsible for coordinating and managing event logistics, such as ticket distribution, guest lists, seating charts, food & beverage options, and travel & accommodations for internal and external stakeholders.
Risk & Trading Associate
The Risk and Trading Associate will manage sports betting products, pricing, and risk management in a dynamic, 24/7 environment. Key responsibilities include monitoring bet tickers, analysing market liabilities, and supporting traders with grading and customer queries. This role is ideal for a data-driven individual with a strong interest in sports betting who can thrive in a fast-paced, flexible work setting.
Product Designer, Design Systems
We’re looking for an organised, detail oriented, and humble Product Designer to help scale and maintain our Design System, Alley-oop. You will be playing a critical role in enabling our feature designers and developers to scale their products more reliably and efficiently. Work closely with other product designers, product managers, engineers, and various stakeholders, to contribute to Alley-oop, our Design System. Create and maintain foundational patterns, UI components, and documentation, while following accessibility standards. Support product designers to speed up their workflows by creating reusable and adaptable interactive components that leverage variants, design tokens, and component properties.
Senior Events Specialist
We are looking for a passionate Events Specialist to join our events team! You will assist our Events Team in ensuring all events and player engagement activity objectives are aligned to our business goals and objectives. You will be tasked with day-to-day event administrative responsibilities and merchandise inventory management. This role will also be responsible for coordinating and managing event logistics, such as ticket distribution, guest lists, seating charts, food & beverage options, and travel & accommodations for internal and external stakeholders.
Risk & Trading Associate
The Risk and Trading Associate will manage sports betting products, pricing, and risk management in a dynamic, 24/7 environment. Key responsibilities include monitoring real-time liabilities, supporting traders with market creation and grading, and identifying suspicious activity. This role is ideal for a data-driven individual with a passion for sports betting who can thrive in a fast-paced, flexible schedule. It offers the opportunity to contribute to a cutting-edge sportsbook platform while developing expertise in risk segmentation and player profiling.
Senior Events Specialist
We are looking for a passionate Events Specialist to join our events team! You will assist our Events Team in ensuring all events and player engagement activity objectives are aligned to our business goals and objectives: increase customer lifetime value (revenue, time, and profitability) through increased engagement, exceptional player word-of mouth & virality for smarter acquisition, and industry leading levels of retention. You will be tasked with day-to-day event administrative responsibilities and merchandise inventory management. This role will also be responsible for coordinating and managing event logistics, such as ticket distribution, guest lists, seating charts, food & beverage options, and travel & accommodations for internal and external stakeholders.
Staff Software Developer
As a staff engineer on the Enablement team, you will lead the design, architecture, and delivery of new platform capabilities in a collaborative agile environment. You will build, support, and maintain key services that drive our Federated GraphQL API, event-driven architecture, and regulatory compliance tooling. You will also drive integrations with internal services and support teams developing features in our customer-facing applications. Proactively identify bottlenecks and areas of systemic risk, and mentor engineers across the organization.
Graphic Designer
This role is for a Graphic Designer to create high-impact visuals and short-form video content for social media platforms, focusing on trending sports topics and fan engagement. The designer will collaborate with content and marketing teams, staying current with sports news and pop culture to produce timely and relevant designs. Proficiency in Adobe Creative Suite and experience with social media content creation are essential for this fast-paced, creative position.
Senior Sportsbook Trader
Penn Interactive is seeking a Senior Sportsbook Trader to join their growing trading and risk team. This role involves managing sportsbook risk, pricing, performance, and content for a rapidly evolving platform. The ideal candidate will be data-driven, possess a strong interest in sports and sports betting, and have a keen eye for detail. Key responsibilities include leading live trading execution, overseeing pricing accuracy, and analysing performance to identify inefficiencies.
Senior Sportsbook Trader
Penn Interactive is seeking a Senior Sportsbook Trader to join their expanding trading and risk team. This role involves managing sportsbook risk, pricing, performance, and content for a growing global operator. The ideal candidate will be data-driven, possess a strong interest in sports betting, and have an eye for detail to continuously improve the product. Key responsibilities include leading live trading execution, overseeing pricing accuracy, and analysing performance across events.
Trading Operations Associate
The Trading Operations Associate role supports the 24/7 Risk and Trading Operations team, ensuring operational excellence across sports betting platforms. Key responsibilities include assisting traders with issue escalation, verifying and creating sport setups, and monitoring app features. This role requires extensive sports knowledge, computer savviness, and the ability to work flexible hours, including evenings, weekends, and holidays.
Trading Operations Associate
The Trading Operations Associate role is part of a 24/7 team responsible for supporting operational sports betting platforms. Key responsibilities include assisting traders with issue escalation, verifying and creating sports setups, and monitoring app features. The role requires extensive sports knowledge, computer savviness, and the ability to work flexible hours.
Sportsbook Risk Trader
As a Sportsbook Risk Trader, you will be responsible for managing all aspects of sports betting products, including pricing, risk management, and promotions. This role requires a data-driven individual with a deep passion for sports and sports betting, who is eager to enhance the product. You will monitor betting activity, resolve customer queries, and manage bet limits based on real-time data. The position demands flexibility to work evenings, weekends, and holidays, aligning with the global sports calendar.
Trading Operations Associate
The Trading Operations Associate role is part of a 24/7 team responsible for troubleshooting and escalating issues on operational sports betting platforms. This position is crucial for achieving "operational excellence" within the Risk & Trading department. Key responsibilities include assisting traders, verifying and creating sports setups, testing app features, and communicating with data providers. The role requires extensive sports knowledge and the ability to work evenings, weekends, and holidays.
Risk & Trading Associate
The Risk & Trading Associate role is responsible for managing all aspects of sports betting products, including pricing, risk management, promotions, and player props. This fast-paced position requires a data-driven individual obsessed with sports and sports betting, willing to push boundaries to enhance the product. The role involves monitoring bet tickers, comparing prices, adding bet notes, and understanding trading tools and console interactions. It also includes assisting traders with grading, customer support, and monitoring liabilities and anomalies in real-time.
Risk & Trading Associate
The Risk & Trading Associate role is responsible for managing all aspects of Sports Betting products, including pricing, risk management, promotions, and player props. This position requires a data-driven individual with a deep passion for sports and sports betting, who is eager to enhance the product offering. The role involves monitoring bet tickers, comparing prices, adding bet notes, and understanding trading tools and console interactions. You will also assist with grading, customer support, and monitoring liabilities and anomalies.
Sportsbook Risk Trader
Penn Interactive is seeking a Sportsbook Risk Trader to join their Risk and Trading Team. This role involves managing all aspects of sports betting products, including pricing, risk management, and promotions. The ideal candidate is data-driven, passionate about sports betting, and eager to enhance the product. Responsibilities include monitoring betting activity, resolving queries, managing bet limits, and analyzing player behavior.
VIP Executive Host
Establish and maintain a portfolio of top-tier VIP accounts and generate incremental gaming revenue. Manage player relationships, including hospitality events and communications, while ensuring a personalized customer service experience. Assist in implementing new initiatives and policies, monitor betting behavior, and ensure compliance with regulations. Requires at least 3 years of gaming experience and a passion for sports and/or casino betting.
VIP Host - Remote
This role focuses on creating new business revenue by developing relationships with high-value players and managing all aspects of player relationships. The VIP Host will generate incremental gaming revenue by anticipating and meeting player needs, offering a personalized customer service experience. Responsibilities include communicating new offerings, utilizing reporting for business decisions, monitoring betting behavior, and ensuring compliance with regulations. The ideal candidate has gaming and sales experience, excellent communication skills, and a passion for sports and/or casino betting.
VIP Executive Host
Establish and maintain a portfolio of top tier VIP accounts and generate incremental gaming revenue by anticipating player needs. Manage all aspects of player relationships, including hospitality events and communications, while ensuring a personalized customer service experience. Assist with process and compliance initiatives, and monitor customer betting behavior to offer bonuses and invitations within agreed timescales. Requires at least 3 years of gaming experience and a passion for sports and/or casino betting.
VIP Host
Create new business revenue by understanding, targeting and developing relationships with potential high value players. Successfully execute assigned key VIP sales KPIs. Manage all aspects of the relationship with players, including hospitality events and communications. Generate incremental gaming revenue by anticipating and meeting player needs. Maintain personalized relationships with players to offer industry-leading customer service.
VIP Host - Remote
Create new business revenue by understanding, targeting and developing relationships with potential high value players. Successfully execute assigned key VIP sales KPIs. Manage all aspects of the relationship with players, including hospitality events and communications. Generate incremental gaming revenue by anticipating and meeting player needs. Maintain personalized relationships with players to offer industry-leading customer service.
Associate Sportsbook Trader
The Associate Sportsbook Trader will manage risk, pricing, and content for a rapidly growing sportsbook platform. Key responsibilities include monitoring live matches, ensuring data accuracy, and supporting senior traders with event management and liability tracking. This role is ideal for a detail-oriented individual with a passion for sports betting who is eager to develop their trading skills in a fast-paced environment.
Associate Sportsbook Trader
This role is for an Associate Sportsbook Trader who will be responsible for managing sportsbook risk, pricing, performance, and content. The ideal candidate will be highly professional, organised, enthusiastic, data-driven, and have a strong interest in sports and sports betting. Key responsibilities include supporting live odds management, monitoring matches, ensuring data accuracy, and assisting with price comparisons. This is an opportunity to join a growing team and contribute to becoming one of the biggest operators in the world.
Associate Sportsbook Trader
The Associate Sportsbook Trader will assist the Pre-Game & Strategy Trading team in managing odds compilation, market creation, and monitoring core sportsbook offerings. This role involves ensuring pricing accuracy and market integrity across assigned sports, learning trading principles, and developing familiarity with North American sports betting trends. The position requires strong attention to detail, clear communication, and accountability, offering a great opportunity to build a career in sports betting operations.
Associate Sportsbook Trader
The Associate Sportsbook Trader will assist the Pre-Game & Strategy Trading team with pre-game odds compilation and market creation. This role involves supporting the execution and monitoring of sportsbook offerings, ensuring pricing accuracy, and learning foundational trading principles. The position also requires developing familiarity with sports calendars and competitor offerings, as well as assisting with reporting and operational responsibilities. It is a remote position based in Canada.
Associate Sportsbook Trader
Penn Interactive is seeking an Associate Sportsbook Trader to join their growing trading and risk team. This role involves managing sportsbook risk, pricing, performance, and content for a dynamic online betting platform. The ideal candidate will be data-driven, possess a strong interest in sports and sports betting, and have a keen eye for detail. Responsibilities include supporting live odds management, monitoring matches, ensuring data accuracy, and assisting with pricing strategies.
Associate Sportsbook Trader
This role is for an Associate Sportsbook Trader to join the trading and risk team at theScore. You will be responsible for managing sportsbook risk, pricing, performance, and content. The ideal candidate is professional, organised, data-driven, and passionate about sports and sports betting. This is an opportunity to contribute to a growing sportsbook and push the boundaries of product improvement.
Associate Sportsbook Trader
The Associate Sportsbook Trader role involves managing sportsbook risk, pricing, performance, and content. The successful candidate will join a growing and evolving team, contributing to the company's mission of becoming a leading global operator. This position is ideal for a highly professional, organised, and enthusiastic individual who is data-driven and possesses a strong interest in sports and sports betting.
Associate Sportsbook Trader
This role is for an Associate Sportsbook Trader who will be responsible for managing sportsbook risk, pricing, performance, and content. The ideal candidate will be highly professional, organised, enthusiastic, data-driven, and possess a strong interest in sports and sports betting. Key responsibilities include supporting live odds management, monitoring matches, ensuring data accuracy, and assisting with price comparisons. This is an opportunity to join a growing team and contribute to becoming a leading sportsbook operator.
Associate Sportsbook Trader
The Associate Sportsbook Trader will manage risk, pricing, and market performance for a leading sportsbook platform. Key responsibilities include monitoring live events, ensuring data accuracy, and supporting senior traders with market updates and liability tracking. This role is perfect for a detail-oriented individual with a passion for sports betting who is eager to develop their trading skills in a fast-paced environment.
VIP Host
The VIP Host role focuses on creating new business revenue by developing relationships with high-value players and managing all aspects of their experience. This involves generating incremental gaming revenue, maintaining personalized player relationships, and ensuring a tailored customer service experience. The role requires a thorough understanding of products and proactively promoting new offerings, while also ensuring compliance with regulations and handling customer interactions professionally.
Director, CRM
The Director, CRM will define and execute customer lifecycle marketing strategies for iCasino and online Sportsbook platforms. This role involves leading CRM initiatives to drive retention, loyalty, and reactivation, and managing multi-channel communications. The position requires analysing customer data, collaborating with martech teams, and building dynamic segmentation and performance dashboards.
Senior Manager, Sportsbook Trading
The Risk and Trading Team is looking for a Sr. Manager Sportsbook Trading to own end-to-end trading strategy, margin targets, and commercial KPIs. This role requires a data-driven individual obsessed with sports and sports betting to improve the product. Responsibilities include market setup, specials creation, risk management, and collaborating with analytics teams on market trends. The ideal candidate has strong analytical skills, at least 5 years of trading experience, and excellent sports betting knowledge.
Senior Manager, Sportsbook Trading
PENN Entertainment is seeking a Sr. Manager Sportsbook Trading to join their Risk and Trading Team. This role is responsible for all Sports Betting products, prices, risk management, and promotions. The ideal candidate is highly motivated, data-driven, and obsessed with sports and sports betting. This position requires a professional, organized, and enthusiastic individual willing to push boundaries to improve the product.