Trading Operations Associate - Evenings & Weekends

Penn InteractivePenn InteractiveUnited States
Join the waitlist to applySave this job

Invite-only right now: save jobs, track applications, build tailored resumes

Already have an account? Log in

Posted

9/23/2026

Employment

Full time

Range

$50k - $55k/year

Work style

Remote OK

AI documents

Powered by AI

Jigup writes these against this posting once you are in, using the profile you build once.

Career path

See where this role leads

Jigup maps the next three moves from a job like this one, with the titles and the skills each step asks for.

Join the waitlist

AI summary

Core responsibilities

The role involves monitoring sports betting markets, troubleshooting operational issues, and assisting traders with competition setups. You will also contribute to compliance checks, market submissions, and cross-functional collaboration with marketing and product teams.

Requirements overview

Candidates must possess a post-secondary degree or equivalent experience and have extensive knowledge of major professional sports leagues. The position requires the ability to work flexible hours, including evenings, weekends, and holidays, along with strong communication and technical skills.

Key skills

Sports bettingRisk managementTrading operationsData analysisTroubleshootingCommunication skillsTechnical supportComplianceMarket monitoringEsports knowledgeSports knowledgeDocumentation

Resume keywordsJigup Pro

This job lists resume keywords

The terms this posting uses, pulled out so you can mirror them in your resume. Jigup Pro members see the list on the job board.

Join the waitlist

Education requirements

associate degree

About Penn Interactive

Industry

Gambling Facilities and Casinos

Employees

8,110

Type

Public Company

Size

10,001+ employees

We have the largest and most diverse gaming footprint in North America. With 42 casinos and racetracks across 19 states, a robust online gaming and sports betting presence and exciting sports media, we’re leading the industry — and pushing it toward the future. Every one of our strategic partnerships helps fuel our community’s growth, their love of gaming — and our continued success as the most innovative omni-channel provider of entertainment experiences.

View company page

Job categories

Sports & RecreationCustomer Service & SupportTechnologyCreative & Media

Description

PENN Entertainment, Inc. is North America’s leading provider of integrated entertainment, sports content, and casino gaming experiences. From casinos and racetracks to online gaming, sports betting and entertainment content, we deliver the experiences people want, how and where they want them. We’re always on the lookout for those who are passionate about creating and delivering cutting-edge online gaming and sports media products. Whether it’s through Hollywood Casino, theScore Bet Sportsbook, or theScore media app, we’re excited to push the boundaries of what’s possible. These state-of-the-art platforms are powered by proprietary in-house technology, a key component of PENN’s omnichannel gaming and entertainment strategy. When you join PENN Entertainment’s digital team, you’ll not only work on these cutting-edge platforms through theScore and PENN Interactive, but you’ll also be part of a company that truly cares about your career growth. We’re committed to supporting you as you expand your skills and explore new opportunities. With locations throughout North America, you can build a future at PENN Entertainment wherever you are. If you want to challenge conventions in gaming, media and entertainment, we want to talk to you. About the Role and Team Our Risk and Trading Operations team is available 24/7 to assist the various functions in the department (Trading/Marketing/Customer Support/etc.) in troubleshooting and escalating issues on all our operational sports betting platforms. This team is critical in ensuring the Risk & Trading department consistently delivers one of its core goals of “operational excellence”. About the Work Assist Traders with identifying, documenting, and escalating issues within the team Support verification, adjustment & creation of Sport & Competition setups across environments Help test and monitor app features to ensure proper functionality and navigation Contribute to Compliance checks, market submissions, and post-release testing Communicate with data providers and support ticketing Daily review of betting content Monitoring pre-game and in-play markets Cross-functional assignments with Compliance, Marketing & Product Assist Customer Experience with issue resolution Other duties as assigned About You Post-secondary degree, or equivalent work experience Must be able to work weekends, evenings and holidays Extensive sports knowledge, particularly with regards to the four major professional sports leagues; esports knowledge considered an asset Sports betting knowledge & experience would provide added value Clear and effective communication skills Must be computer savvy Experience using iPhone and Android devices What We Offer Competitive compensation package Comprehensive Benefits package Fun, relaxed work environment Education and conference reimbursements #LI-REMOTE Salary Range $50,000—$55,000 USD Penn Interactive is proud to be an equal opportunity workplace. We will consider all qualified applicants for employment without regard to race, color, religion, age, sex, sexual orientation, gender identity, national origin, disability, veteran status, genetic information, or any other basis protected by applicable law.Base pay is one part of the Total Rewards that Penn Interactive provides to compensate and recognize employees for their work. Most sales positions are eligible for a Commission under the terms of an applicable plan, while most non-sales positions are eligible for a Bonus. Additionally, Penn Interactive provides best-in-class benefits to eligible employees. We believe that benefits should connect you to the support you need when it matters most, and should help you care for those who matter most. That’s why we provide an array of options, expert guidance and always-on tools, that are personalized to meet the needs of your reality – to help support you physically, financially and emotionally through the big milestones and in your everyday life.

Requirements

  • •Sports betting
  • •Risk management
  • •Trading operations
  • •Data analysis
  • •Troubleshooting
  • •Communication skills
  • •Technical support
  • •Compliance
  • •Market monitoring
  • •Esports knowledge
  • •Sports knowledge
  • •Documentation

Benefits

  • •Competitive compensation package
  • •Comprehensive benefits package
  • •Education reimbursements
  • •Conference reimbursements

More jobs at Penn Interactive

Ready to apply?

Jigup is invite-only right now. Join the waitlist to save jobs, track applications, and build tailored resumes.

Join the waitlist