Senior Technology Vendor Manager

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

You'll be joining the Technology Enablement team at PENN Entertainment, a function responsible for helping our technology organization operate at scale. The team drives operational excellence across vendor management, governance, financial processes, and strategic initiatives. As a Senior Technology Vendor Manager, you'll oversee the governance and lifecycle management of PENN's technology vendor portfolio. This portfolio includes a diverse set of strategic vendors that support every aspect of the business, from cloud infrastructure and AI-assisted software development tools to gaming systems, sports betting platforms, casino technologies, slot systems, food and beverage point-of-sale systems, hotel property management platforms, and other mission-critical technologies that power PENN's digital and retail operations. 

You'll serve as the central coordinator between technology leaders, business stakeholders, legal, sourcing, finance, and vendor partners to ensure contracts, renewals, approvals, invoicing, and vendor performance activities are executed effectively. This role is ideal for someone who thrives in highly cross-functional environments, builds strong relationships, creates structure where there is complexity, and ensures nothing falls through the cracks. 

About the Work

• Manage the lifecycle of technology vendors from evaluation and onboarding through renewal or termination. 
• Maintain a centralized inventory of technology vendors, ownership assignments, contracts, key milestones, and governance records. 
• Coordinate contract reviews, renewals, approvals, and vendor governance activities across multiple stakeholder groups.
• Facilitate vendor reviews and business discussions, ensuring the appropriate stakeholders are engaged and commitments are tracked through completion. 
• Support vendor evaluations, competitive assessments, sourcing initiatives, and market analysis efforts.
• Maintain visibility into vendor performance, spend, contract obligations, risks, and upcoming renewal activities. 
• Develop reporting and governance processes that improve accountability, transparency, and decision-making.
• Build trusted relationships with internal stakeholders and external vendor partners.
•  Other duties as required.

About You

• 8+ years of experience in vendor management, vendor governance, procurement operations, contract management, PMO, business operations, or a related field. 
• Demonstrated experience managing vendor portfolios and coordinating stakeholders across multiple business functions. 
• Strong understanding of vendor lifecycle management, contract administration, procurement processes, and governance practices.
• Proven ability to work effectively with legal, sourcing, finance, business, and technology teams.
• Experience managing complex initiatives involving multiple stakeholders, priorities, and deadlines.
• Exceptional organizational and follow-through skills with a reputation for driving accountability and execution.
• Strong analytical, negotiation, and problem-solving abilities.
• Excellent written and verbal communication skills, including experience presenting information to senior leaders and executives.
• Experience building operational processes, reporting, and governance frameworks.
• Bachelor's degree in Business, Finance, Supply Chain, Information Technology, or a related field, or equivalent practical experience.

  Nice to Have:

  • Experience managing enterprise software, infrastructure, cloud, SaaS, gaming, hospitality, retail, or other technology vendors.
  • Experience supporting organizations operating highly regulated industries such as gaming, sports betting, financial services, healthcare, or telecommunications. 
  • Experience conducting RFPs, vendor evaluations, and competitive market assessments.
  • Familiarity with procurement, contract management, financial, or workflow management platforms such as Coupa, Ariba, SAP, ServiceNow, Jira, or Confluence.
  • PMP, CPSM, ITIL, or related professional certifications.

What We Offer:

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

Salary Range

$110,000—$150,000 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.