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Senior Technical Program Manager, Automation

Job in Ottawa, Ontario, Canada
Listing for: Penninteractive
Full Time position
Listed on 2026-09-12
Job specializations:
  • Entertainment & Gaming
  • IT/Tech
Salary/Wage Range or Industry Benchmark: 110000 - 150000 CAD Yearly CAD 110000.00 150000.00 YEAR
Job Description & How to Apply Below
Position: Senior Technical Program Manager, Intelligent Automation

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, the Score Bet Sports book, or the Score 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 the Score 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

In this role, you will be responsible for driving automation initiatives that deliver measurable business value across all of Penn Entertainment. Your work will span the full lifecycle of automation, from identifying opportunities to delivering and optimizing solutions. While automation is the primary focus, you will also consider AI‑supported solutions where they align with the company’s overall AI strategy. You will partner closely with a small team of RPA specialists, AI strategists, and business leaders to identify opportunities, shape solutions, and drive meaningful impact across the organization.

About

the Work
  • Identify and assess opportunities for automation and process improvement across business units.
  • Collaborate with stakeholders to understand pain points, gather requirements, and prioritize initiatives based on business impact.
  • Work hands‑on with internal development teams and external vendors to design, build, and implement automation solutions.
  • Ensure all automation and AI‑supported solutions are practical, scalable, and aligned with company objectives and standards.
  • Maintain a portfolio of automation initiatives, balancing quick wins with longer‑term strategic projects.
  • Lead structured discovery sessions and maintain a self‑service intake process for automation ideas.
  • Evaluate and prioritize opportunities using standardized criteria such as effort, risk, return on investment, compliance, and technical feasibility.
  • Oversee the delivery of automation solutions, ensuring clear communication and alignment with internal teams and external partners.
  • Manage vendor relationships, including selection, onboarding, and performance tracking for external automation and AI solution providers.
  • Collaborate with engineering, data, security, and product teams to ensure seamless integration and operational readiness.
  • Define and track key performance indicators such as hours saved, error reduction, cycle‑time improvement, compliance, and stakeholder satisfaction.
  • Stay informed about emerging automation and AI technologies and recommend new approaches when appropriate.
  • Support a culture of continuous improvement and operational excellence across the organization.
  • Other duties as required.
About You

You are a self‑motivated professional with a passion for operational efficiency and a proven track recordin automation and business process improvement. You thrive onidentifyingopportunities  and deliver measurable value. You are comfortable working independently, but…

Position Requirements
10+ Years work experience
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