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Jobs / Companies / Penn Interactive

Penn Interactive

Philadelphia, United States
About

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.

Open roles
Penn InteractiveSalesCanada

Sportsbook Trader, Live - Evenings & Weekends

Penn Interactive is seeking a Sportsbook Trader to manage live betting markets and risk in real time. This role requires a data-obsessed individual to monitor market activity and adjust odds to ensure competitive pricing and an optimal fan experience.

RemoteFull-timeMid-level1-2 yearsEnglish50000 - 65000 CAD
2026-10-16
Penn InteractiveSalesUnited States

Sportsbook Trader, Live - Evenings & Weekends

PENN Entertainment is seeking a Sportsbook Trader to manage live betting markets and risk in real time. This role requires a data-driven individual to oversee pricing, liability, and market performance while working a flexible schedule including evenings, weekends, and holidays.

RemoteFull-timeMid-level1-2 yearsEnglish50000 - 55000 USD
2026-10-16
Penn InteractiveMarketingToronto, Canada

Media Operations Associate - Evenings & Weekends

Penn Interactive is seeking a Media Operations Associate to manage campaign execution and quality assurance across digital and traditional channels. The role requires a sports-savvy individual to monitor platform performance and support user needs during evenings, weekends, and holidays.

On-siteFull-timeMid-levelEnglish45000 - 50000 CAD
2026-10-02
Penn InteractiveSalesUnited States

Trading Operations Associate - Evenings & Weekends

Penn Interactive is seeking a Trading Operations Associate to join their 24/7 Risk and Trading team. This remote role focuses on troubleshooting sports betting platforms, monitoring markets, and supporting cross-functional teams to ensure operational excellence.

RemoteFull-timeMid-levelEnglish50000 - 55000 USD
2026-09-24
Penn InteractiveLegal, Risk & ComplianceCanada

Risk & Trading Associate - Evenings & Weekends

Penn Interactive is seeking a Risk & Trading Associate to manage live betting markets and risk in real time. This role requires a data-driven individual to oversee sportsbook performance and pricing, working flexible hours including evenings, weekends, and holidays.

RemoteFull-timeMid-level1-2 yearsEnglish50000 - 65000 CAD
2026-09-24
Penn InteractiveSalesUnited States

Risk & Trading Associate - Evenings & Weekends

Penn Interactive is seeking a Risk & Trading Associate for evenings and weekends. This role manages live betting markets and risk, requiring a data-driven approach to sportsbook performance and pricing.

RemoteFull-timeMid-level1-2 yearsEnglish50000 - 55000 USD
2026-09-24
Penn InteractiveProduct & DevelopmentCanada

Trading Operations Associate - Evenings & Weekends

Penn Interactive is seeking a Trading Operations Associate for evenings and weekends. This remote role involves supporting the 24/7 Risk and Trading team by troubleshooting issues, monitoring markets, and ensuring operational excellence on sports betting platforms.

RemoteFull-timeMid-levelEnglish50000 - 65000 CAD
2026-09-24
Penn InteractiveDataUnited States

Data Engineering Manager, Regulatory Compliance

Penn Interactive is looking for a Data Engineering Manager to lead a team in designing scalable data solutions. The role focuses on managing data pipelines, ensuring regulatory compliance, and collaborating with cross-functional stakeholders in a high-stakes, deadline-driven environment.

RemoteFull-time5+ yearsEnglish165000 - 200000 USD
2026-09-16
Penn InteractiveDataCanada

Data Engineering Manager, Regulatory Compliance

Penn Interactive is looking for a Data Engineering Manager to lead a team in designing scalable data solutions. The role involves managing engineering operations, ensuring regulatory compliance, and collaborating cross-functionally to support analytics initiatives.

RemoteFull-timeLead5+ yearsEnglish165000 - 200000 CAD
2026-09-16
Penn InteractiveProduct & DevelopmentCanada

Director, Product Management, Growth Platforms

Penn Interactive is looking for a Director of Product to lead its Growth Platforms team. The role focuses on building the data and technology infrastructure for promotions, loyalty, and CRM to drive customer engagement across online gaming and retail platforms.

RemoteFull-timeDirector8+ yearsEnglish185000 - 230000 CAD
2026-09-16
Penn InteractiveProduct & DevelopmentUnited States

Director, Product Management, Core Products

Penn Interactive is looking for a Director of Product to lead the Core Products organisation. This role oversees foundational platforms including Identity, Payments, and Internal Tools, setting the strategy to ensure seamless and secure customer experiences across gaming and retail.

RemoteFull-timeDirector8+ yearsEnglish185000 - 230000 USD
2026-09-16
Penn InteractiveProduct & DevelopmentCanada

Director, Product Management, Core Products

Penn Interactive is looking for a Director of Product to lead the Core Products organisation. This role oversees identity, payments, fraud, and internal tools, setting the strategy for foundational platforms that support the company's online gaming and digital retail experiences.

RemoteFull-timeDirector8+ yearsEnglish185000 - 230000 CAD
2026-09-16
Penn InteractiveProduct & DevelopmentUnited States

Director, Product Management, Growth Platforms

Penn Interactive is looking for a Director of Product to lead its Growth Platforms team. The role focuses on building the data and technology infrastructure for promotions, loyalty, and CRM to drive customer engagement across digital and retail gaming platforms.

RemoteFull-timeDirector8+ yearsEnglish185000 - 230000 USD
2026-09-16
Penn InteractiveProduct & DevelopmentUnited States

Senior Software Engineer, Bet Engine

Penn Interactive is seeking a Senior Software Engineer for the Bet Engine team to design and scale critical wagering and financial systems. The role focuses on high-performance API development, system reliability, and complex cross-service integrations in a remote environment.

RemoteFull-timeSenior5+ yearsEnglish145000 - 193000 USD
2026-09-12
Penn InteractiveProduct & DevelopmentCanada

Senior Software Engineer, Bet Engine

Penn Interactive is looking for a Senior Software Engineer to join the Bet Engine team. You will design and scale critical, high-performance systems for sportsbook and casino wagering, ensuring reliability and regulatory compliance in a fast-paced, collaborative environment.

RemoteFull-timeSenior5+ yearsEnglish145000 - 193000 CAD
2026-09-12
Penn InteractiveProduct & DevelopmentCanada

Staff Data Engineer

Penn Interactive is seeking a Staff Data Engineer to lead the architecture and development of scalable data solutions. This remote role involves driving engineering standards, mentoring team members, and building robust data pipelines to support the company's gaming and media platforms.

RemoteFull-timeSenior8+ yearsEnglish160000 - 205000 CAD
2026-09-02
Penn InteractiveProduct & DevelopmentUnited States

Staff Data Engineer

Penn Interactive is seeking a Staff Data Engineer to lead the architecture and development of scalable data solutions. This role involves driving engineering standards, mentoring team members, and collaborating with stakeholders to deliver high-quality data platforms.

RemoteFull-timeSenior8+ yearsEnglish160000 - 205000 USD
2026-09-02
Penn InteractiveSalesPhiladelphia, United States

Vice President of VIP

Penn Interactive is seeking a Vice President of VIP Interactive to lead its VIP and Player Development business. This role focuses on driving VIP growth, strengthening high-value player relationships, and delivering revenue performance across the interactive business in the US and Canada.

RemoteFull-timeC-level10+ yearsEnglish
2026-09-01
Penn InteractiveProduct & DevelopmentUnited States

Senior Site Reliability Engineer

Penn Interactive is hiring a Senior Site Reliability Engineer to build and operate infrastructure for a large-scale sports betting and media platform. The role focuses on managing cloud services, driving migrations, building automation, and enhancing system reliability.

RemoteFull-timeSenior5+ yearsEnglish145000 - 193000 USD
2026-08-29
Penn InteractiveProduct & DevelopmentCanada

Senior Technical Program Manager, Intelligent Automation

Penn Interactive is seeking a Senior Technical Program Manager to lead automation and AI initiatives, driving measurable business value. The role involves managing the full lifecycle of automation projects and partnering with specialists to shape solutions and deliver impact.

RemoteFull-timeSenior5+ yearsEnglish110000 - 150000 CAD
2026-08-29
Penn InteractiveProduct & DevelopmentCanada

Senior Site Reliability Engineer

PENN Entertainment is seeking a Senior Site Reliability Engineer to build and operate infrastructure for a large-scale sports betting and media platform. The role requires expertise in Kubernetes, distributed systems, cloud services (GCP/AWS), and automation to ensure platform reliability.

RemoteFull-timeSenior5+ yearsEnglish145000 - 193000 CAD
2026-08-29
Penn InteractiveProduct & DevelopmentUnited States

Senior Technical Program Manager, Intelligent Automation

Penn Interactive is seeking a Senior Technical Program Manager to lead automation and AI initiatives, driving measurable business value. The role involves identifying opportunities, designing and implementing solutions, and managing vendor relationships to ensure scalability and alignment with company strategy.

RemoteFull-timeSenior5+ yearsEnglish110000 - 150000 USD
2026-08-29
Penn InteractiveProduct & DevelopmentCanada

Senior Software Engineer, iCasino

Penn Interactive is looking for a Senior Software Engineer to design and scale high-performance GraphQL APIs and wagering services for its iCasino platforms. The role involves end-to-end feature delivery, production system optimisation, and technical mentorship within an agile team.

RemoteFull-timeSenior5+ yearsEnglish145000 - 193000 CAD
2026-08-15
Penn InteractiveProduct & DevelopmentUnited States

Senior Software Engineer, iCasino

Penn Interactive is looking for a Senior Software Engineer to design and scale high-performance GraphQL APIs and gRPC services for its iCasino platforms. The role involves managing real-money wagering flows and mentoring team members in a collaborative, agile environment.

RemoteFull-timeSenior5+ yearsEnglish145000 - 193000 USD
2026-08-15
Penn InteractiveProduct & DevelopmentUnited States

Senior Full Stack Engineer, Client Platform

The Client Platform team is looking for a Senior Full Stack Engineer to make product teams fast. This role involves owning shared component libraries, design systems, and build/release tooling. The position requires a mix of front-end and backend GraphQL work, focusing on a server-driven UI service. The engineer will improve internal tooling, ensure performance and accessibility standards, and collaborate with product and design teams.

RemoteFull-timeSenior5+ yearsEnglish135000 - 180000 USD
2026-08-05
Penn InteractiveProduct & DevelopmentCanada

Senior Full Stack Engineer, Client Platform

Penn Interactive is seeking a Senior Full Stack Engineer for the Client Platform team. This role involves designing and evolving GraphQL schemas, developing scalable APIs, and building front-end applications with React and TypeScript. The position requires a strong foundation in computer science and experience with production systems at scale, focusing on creating fast and accessible web applications.

RemoteFull-timeSenior5+ yearsEnglish135000 - 180000 CAD
2026-08-05
Penn InteractiveProduct & DevelopmentUnited States

Senior Software Engineer, Promotions

Penn Interactive is looking for a Senior Software Engineer to join the Promotions team to build and scale reliable promotional infrastructure. The role involves designing GraphQL APIs and gRPC services, solving complex technical challenges, and mentoring team members. This is a remote position that offers the opportunity to work on high-impact gaming and sports media platforms.

RemoteFull-timeSenior5+ yearsEnglish145000 - 193000 USD
2026-07-30
Penn InteractiveProduct & DevelopmentCanada

Senior Software Engineer, Promotions

Penn Interactive is looking for a Senior Software Engineer to join their Promotions team to build and scale reliable promotional tools and APIs. The role involves designing complex technical solutions, optimising production systems, and mentoring team members in an agile environment. This position is ideal for an experienced engineer passionate about clean code and high-throughput service architecture.

RemoteFull-timeSenior5+ yearsEnglish145000 - 193000 CAD
2026-07-30
Penn InteractiveSalesCalgary, Canada

Director of Player Development

The Director of Player Development at Penn Interactive oversees VIP strategy, acquisition, and retention across online sportsbook and iCasino products within a specific region. The role involves managing regional VIP teams, driving revenue growth, and ensuring high-level customer engagement through data-driven decision-making. This position requires extensive experience in gaming and sales management, with the ability to travel for events and maintain compliance with industry regulations.

RemoteFull-timeDirector5+ yearsEnglish130000 - 160000 CAD
2026-07-22
Penn InteractiveSalesToronto, Canada

Director of Player Development

Penn Interactive is looking for a Director of Player Development to oversee VIP strategy and team performance across online sportsbook and iCasino products. The role involves driving revenue and market share through strategic leadership, data analysis, and the management of regional VIP teams. The successful candidate will be responsible for VIP acquisition and retention while ensuring compliance and operational excellence.

RemoteFull-timeDirector5+ yearsEnglish140000 - 160000 CAD
2026-07-22
Penn InteractiveProduct & DevelopmentCanada

Software Engineer, Sportsbook Platform

Penn Interactive is seeking a Software Engineer for its Sportsbook Platform team. This role focuses on developing and optimising the backend systems that power theScore Bet Sportsbook, including GraphQL APIs, gRPC endpoints, and SQL queries. The position requires a strong foundation in computer science, experience with production systems at scale, and familiarity with modern web frameworks and API development. The team operates with a focus on software quality and craftsmanship.

RemoteFull-timeMid-level3+ yearsEnglish115000 - 145000 CAD
2026-07-03
Penn InteractiveProduct & DevelopmentUnited States

Software Engineer, Sportsbook Platform

Penn Interactive is looking for a Software Engineer to join the Sportsbook Platform team to help build and scale the backend systems powering theScore Bet Sportsbook. The role involves designing high-performance GraphQL and gRPC APIs, managing production infrastructure on Kubernetes, and mentoring team members. This position is ideal for an engineer passionate about distributed systems, functional programming, and maintaining high software quality in a live, high-traffic environment.

RemoteFull-timeMid-level3+ yearsEnglish115000 - 145000 USD
2026-07-03
Penn InteractiveProduct & DevelopmentCanada

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.

RemoteFull-timeSenior5+ yearsEnglish150000 - 190000 CAD
2026-06-26
Penn InteractiveProduct & DevelopmentUnited States

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.

RemoteFull-timeSenior5+ yearsEnglish150000 - 190000 USD
2026-06-26
Penn InteractiveMarketingUnited States

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.

RemoteFull-timeDirector8+ yearsEnglish
2026-06-18
Penn InteractiveMarketingCanada

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.

RemoteFull-timeDirector8+ yearsEnglish
2026-06-18
Penn InteractiveProduct & DevelopmentPhiladelphia, United States

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.

RemoteFull-timeSenior7+ yearsEnglish170000 - 220000 USD
2026-06-17
Penn InteractiveProduct & DevelopmentCanada

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.

RemoteFull-timeSenior7+ yearsEnglish170000 - 220000 CAD
2026-06-17
Recently expired roles
Penn InteractiveOperations & LogisticsCanada

Senior Technology Vendor Manager

Penn Interactive is looking for a Senior Technology Vendor Manager to oversee the governance and lifecycle of its technology vendor portfolio. The role acts as a central coordinator to ensure operational excellence across contracts, renewals, and vendor performance.

RemoteFull-timeSenior8+ yearsEnglish110000 - 150000 CAD
2026-08-29
Penn InteractiveOperations & LogisticsUnited States

Senior Technology Vendor Manager

PENN Entertainment is seeking a Senior Technology Vendor Manager to oversee the governance and lifecycle management of its technology vendor portfolio. This role coordinates between various stakeholders to ensure effective execution of vendor-related activities.

RemoteFull-timeSenior8+ yearsEnglish110000 - 150000 USD
2026-08-29
Penn InteractiveHR & TalentUnited States

Technical Sourcer (Temporary)

Penn Interactive is looking for a temporary Technical Sourcer to build and manage candidate pipelines for engineering roles. This remote position involves using data-driven strategies to identify top technical talent and support the company's recruitment goals through 2026.

RemoteFull-timeMid-levelFixed-term3+ yearsEnglish62400 - 81120 USD
2026-09-26
Penn InteractiveHR & TalentCanada

Technical Sourcer (Temporary)

Penn Interactive is hiring a temporary Technical Sourcer to build candidate pipelines for engineering roles. This remote role involves partnering with hiring managers to develop sourcing strategies and influence talent acquisition decisions using data and market intelligence.

RemoteFull-timeMid-levelFixed-term3+ yearsEnglish62400 - 81120 USD
2026-09-26
Penn InteractiveSalesUnited States

VIP Host

Penn Interactive is seeking a VIP Host to create new business revenue by developing relationships with high-value players. The role involves managing player relationships, generating incremental gaming revenue, and providing an industry-leading customer service experience. The ideal candidate will have experience in gaming, sales, and customer service, with a passion for sports and casino betting.

RemoteFull-timeMid-level1-2 yearsEnglish50000 - 55000 USD
2026-08-05