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Added 24 mins ago
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PENN Interactive

Risk & Trading Associate - Evenings & Weekends

Canada

Pay: $50,000 - $65,000 CAD
Job type: Full-time
Experience: 1 to 2 years’ experience in a trading environment or assessing and calculating risk within the areas of insurance or finance advantageous
Posting language: English
Posted: Sep 23, 2026

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Original job 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 & Team

The Risk and Trading Team is responsible for all Sports Betting products, prices, risk management, Boosts, Specials, Promotions and Player Props in a fast-paced, 24/7 North American facing operator. You will be part of the team looking after the above duties as the global Sports calendar requires. We are currently looking for highly motivated and suitably qualified team players. This role requires a highly professional, organized, and enthusiastic individual who is data driven, is obsessed by sports and sports betting and willing to push the boundaries to continuously improve the product.

This role is not for narrow risk management, this role is for taking risk management on the full 360 of the Sportsbook product, performance, promotion, presentation, and pricing. If you want to put the fan and the fan experience at the centre of the Sportsbook read on.

About The Work

Manage live betting markets in real time across assigned sports/events
Adjust odds proactively based on: Game state (score, time, momentum),Injuries, cards, or key events and Market movement and betting activity
Execute liability-aware decisions including: Price moves, Market suspension and Stake/limit considerations
Ensure pricing is competitive vs key operators (e.g., Bet365, Pinnacle)
Operate within event templates and market tiers, adjusting when required
Monitor and react to sharp or arbitrage activity
Use internal tools to track exposure and performance
Contribute to live trading improvements and process optimization

About You

Post-secondary degree in a relevant field, such as mathematics, business or other fields within analytical disciplines
Must be able to work weekends, evenings and holidays
1 to 2 years’ experience in a trading environment or assessing and calculating risk within the areas of insurance or finance advantageous
Good all round sports betting knowledge and a strong interest in betting and odds required
Data obsessed, not just data driven. Excellent mathematical skills
Strong analytical and problem-solving ability
Flexibility is a must as working hours will be dictated by business needs. Must be able to work flexible schedules including nights, weekends, and public holidays
Able to multitask and work under pressure
Ability to work in fast paced environment and make decisions quickly
Must have exceptional time management skills
High attention to detail and precision in delivery
Ability to learn quickly, work independently and in a team setting
Strong initiative and outstanding work ethic

What We Offer

Competitive compensation package
Comprehensive Benefits package
Fun, relaxed work environment
Education and conference reimbursements

Salary Range

$50,000 - $65,000 CAD

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.

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More about this job

Responsibilities

Manage live sports betting markets by adjusting odds in response to game conditions, injuries, market movements, and betting activity. Make liability-aware pricing and market decisions, monitor exposure and sharp or arbitrage activity, and contribute to trading process improvements.

Requirements

A post-secondary degree in a relevant analytical field is required, along with strong mathematical and analytical abilities and a strong interest in sports betting and odds. The role calls for 1–2 years of trading or risk-assessment experience as an advantage, and requires flexible availability for evenings, weekends, and holidays.

Skills

Live Betting Market Management
Sports Betting Knowledge
Odds Pricing
Risk Management
Liability Management
Mathematical Skills
Data Analysis
Analytical Problem-Solving
Market Monitoring
Exposure Tracking
Decision-Making Under Pressure
Multitasking
Time Management
Attention to Detail
Teamwork
Process Optimization

Benefits

Education Reimbursement
Conference Reimbursement
Bonus Eligibility

Visa sponsorship

Not detected in the job text

Keywords

Sports Betting
Sportsbook
Live Trading
Risk Management
Odds
Pricing
Liability Management
Market Movement
Betting Activity
Sharp Betting
Arbitrage
Player Props
Promotions
Boosts
Specials
Event Templates
Market Tiers
Exposure Tracking
Performance Monitoring
Sports Calendar
Bet365
Pinnacle
Insurance
Finance
Process Optimization

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