Penn Interactive Logo

Penn Interactive

Senior Technical Program Manager, Intelligent Automation

Posted Yesterday
Be an Early Applicant
Remote
Hiring Remotely in United States
110K-150K Annually
Senior level
Remote
Hiring Remotely in United States
110K-150K Annually
Senior level
Drive enterprise automation initiatives from opportunity identification through delivery and optimization. Partner with business leaders, engineering, data, security, product teams, RPA specialists, AI strategists, and vendors to prioritize and implement scalable solutions. Manage the automation portfolio, vendor relationships, discovery and intake processes, delivery alignment, and performance metrics. Evaluate AI-supported process improvements, ensure compliance and operational readiness, and deliver measurable gains in efficiency, quality, cycle time, and stakeholder satisfaction.
The summary above was generated by AI

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
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 record in automation and business process improvement. You thrive on identifying opportunities to eliminate waste and deliver measurable value. You are comfortable working independently, but you also excel at building strong partnerships with internal development teams and external vendors. 

  • At least 5 years of experience designing, building, and managing automation solutions (workflow automation, or scripting), with hands-on expertise in at least one leading platform (for example, UiPath or Power Automate).
  • Ability to evaluate existing processes and identify opportunities for improvement, increased efficiency, and automation.
  • Demonstrated success in delivering business efficiency improvements through automation, with clear examples of measurable impact.
  • Experience collaborating with internal engineering or development teams to deliver technical solutions.
  • Experience managing relationships with external vendors or solution providers, including selection, onboarding, and performance management.
  • Familiarity with evaluating and implementing AI-supported solutions for process improvement, and an understanding of how to align these with a company’s overall AI strategy.
  • Strong program management and stakeholder influence skills, with the ability to prioritize initiatives and drive projects to completion.
  • Excellent communication skills, able to translate technical concepts into clear business value for both technical and non-technical audiences.
  • Experience in regulated or high-scale industries (such as gaming, fintech, or entertainment) is a plus.
  • A strategic mindset, a collaborative approach, and a commitment to continuous improvement. 

What We Offer

  • Competitive compensation package.
  • Fun, relaxed work environment.
  • Education and conference reimbursements.
  • Opportunities for career progression and mentoring others.

#LI-REMOTE


Salary Range
$110,000$150,000 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.

Similar Jobs

33 Minutes Ago
Remote or Hybrid
United States
75K-110K Annually
Mid level
75K-110K Annually
Mid level
Cloud • Fintech • Software • Financial Services
Own go-to-market strategy and execution for YCharts data products, partnering with Product, Marketing, Sales, and Customer Success. Responsibilities include launch planning, product positioning, messaging, sales enablement, customer and competitive research, internal and external communications, and coordinating multiple concurrent launches. The role translates complex financial products and market data into clear customer value for wealth managers, advisors, and asset managers.
35 Minutes Ago
Remote or Hybrid
125K-169K Annually
Senior level
125K-169K Annually
Senior level
Consumer Web • eCommerce • Machine Learning • Software • Sports • Analytics
Build and maintain sales operations infrastructure for the Marketplace commercial team, including dashboards, forecasting, pipeline management, CRM administration, data quality, onboarding workflows, process automation, and business reporting. Partner with Finance, Analytics, Product, Account Management, and leadership to improve operating cadence, performance measurement, and growth insights in a fast-moving marketplace environment.
Top Skills: CRMData WarehouseGoogle SheetsLightdashLookerExcelSQLTableau
35 Minutes Ago
Remote or Hybrid
173K-208K Annually
Expert/Leader
173K-208K Annually
Expert/Leader
Consumer Web • eCommerce • Machine Learning • Software • Sports • Analytics
Leads global supplier relations and performance management, including strategic sourcing, complex negotiations, contract standardization, supplier segmentation, scorecards, corrective actions, risk mitigation, onboarding, and continuity planning. Partners with Operations, Finance, Legal, Quality, Product, and Facilities to deliver savings, improve supplier performance, maintain data accuracy, and support capacity expansion and new-site launches.
Top Skills: Contract Lifecycle Management SoftwareErpProcurement SystemsSourcing SoftwareSupplier Management Software

What you need to know about the Boston Tech Scene

Boston is a powerhouse for technology innovation thanks to world-class research universities like MIT and Harvard and a robust pipeline of venture capital investment. Host to the first telephone call and one of the first general-purpose computers ever put into use, Boston is now a hub for biotechnology, robotics and artificial intelligence — though it’s also home to several B2B software giants. So it’s no surprise that the city consistently ranks among the greatest startup ecosystems in the world.

Key Facts About Boston Tech

  • Number of Tech Workers: 269,000; 9.4% of overall workforce (2024 CompTIA survey)
  • Major Tech Employers: Thermo Fisher Scientific, Toast, Klaviyo, HubSpot, DraftKings
  • Key Industries: Artificial intelligence, biotechnology, robotics, software, aerospace
  • Funding Landscape: $15.7 billion in venture capital funding in 2024 (Pitchbook)
  • Notable Investors: Summit Partners, Volition Capital, Bain Capital Ventures, MassVentures, Highland Capital Partners
  • Research Centers and Universities: MIT, Harvard University, Boston College, Tufts University, Boston University, Northeastern University, Smithsonian Astrophysical Observatory, National Bureau of Economic Research, Broad Institute, Lowell Center for Space Science & Technology, National Emerging Infectious Diseases Laboratories

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account