← All jobs in Canada

Remote · Operations Manager

Trading Operations Associate - Evenings & Weekends

Penn Interactive · Canada, Remote · Canada

Remote Posted Open until 18 Oct 2026
  • Remote Canada, Remote — job location

The job, in the employer's words

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—$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.

Benefits mentioned

  • Competitive compensation package
  • Comprehensive Benefits package
  • Fun, relaxed work environment
  • Education and conference reimbursements
  • #LI-REMOTE
  • 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.

Requirements mentioned

  • 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

No Mondays shows this listing as the employer published it. Check the details on the employer's site before you apply.

More remote jobs in Canada

Honeycomb.io · Remote - Canada · 2 days ago

Staff AI Operations Lead

What We’re Building Honeycomb is a service for the near and present future, defining observability and raising expectations of what developer tools can do! We’re working …

RemoteUnlimited leaveCAD 310k–360k / year
Valsoft Corporation · Canada · 11 days ago

Operations Manager

Aspire Software is looking for a Customer Operations Manager to join our growing team! We’re looking for a hands-on Customer Operations Manager to lead and optimize our S…

Remote
Second Harvest · British Columbia · 13 days ago

Operations Manager

Elevate Your Career and Impact at Second Harvest Location: British Columbia Date : October 2026 Department: National Operations Reports to: Senior Operations Manager (Wes…

RemoteCAD 70k–78k / year
Valsoft Corporation · Canada · 17 days ago

Senior Manager - Business Operations & Strategy

As a Senior Manager, Business Operations & Strategy, you will join one of the portfolio companies within Manos Software Group, a Valsoft Operating Group, and lead a prior…

Unlimited leaveRemote
Instacart · Canada - Remote (ON, AB, BC, or NS Only) · 20 days ago

Billing Operations Lead

We're transforming the grocery industry At Instacart, we invite the world to share love through food because we believe everyone should have access to the food they love …

RemoteCAD 95k–100k / year
Tonal · Toronto · 21 days ago

Operations Lead - Care

Overview The Operations Lead, Care is a cross-functional operations generalist responsible for helping improve how Tonal’s Customer Care organization works. This role tak…

Remote

1,948 live roles · See all →

Other roles at Penn Interactive

Penn Interactive · United States, Remote · 22 days ago

Trading Operations Associate - Evenings & Weekends

PENN Entertainment, Inc. is North America’s leading provider of integrated entertainment, sports content, and casino gaming experiences. From casinos and racetracks to on…

Remote
Penn Interactive · United States, Remote · 22 days ago

Risk & Trading Associate - Evenings & Weekends

PENN Entertainment, Inc. is North America’s leading provider of integrated entertainment, sports content, and casino gaming experiences. From casinos and racetracks to on…

Remote
Penn Interactive · Canada, Remote · 22 days ago

Risk & Trading Associate - Evenings & Weekends

PENN Entertainment, Inc. is North America’s leading provider of integrated entertainment, sports content, and casino gaming experiences. From casinos and racetracks to on…

Remote
Penn Interactive · Remote, Canada · 30 days ago

Data Engineering Manager - Regulatory Compliance

PENN Entertainment, Inc. is North America’s leading provider of integrated entertainment, sports content, and casino gaming experiences. From casinos and racetracks to on…

RemoteCAD 165k–200k / year
Penn Interactive · Remote, United States · 30 days ago

Data Engineering Manager - Regulatory Compliance

PENN Entertainment, Inc. is North America’s leading provider of integrated entertainment, sports content, and casino gaming experiences. From casinos and racetracks to on…

RemoteUSD 165k–200k / year
Penn Interactive · Remote, Canada · 30 days ago

Director - Product Management - Growth Platforms

PENN Entertainment, Inc. is North America’s leading provider of integrated entertainment, sports content, and casino gaming experiences. From casinos and racetracks to on…

RemoteCAD 185k–230k / year

29 live roles · See all →

Remote share — Operations Manager jobs in Canada

94% are remote

15 of 16 jobs we have listed