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.

You’llbe joining the Technology Enablement team at PENN Entertainment, a function responsible for helping our technology organizationoperateat 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’llserve 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. 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. Support vendor evaluations, competitive assessments, sourcing initiatives, and market analysis efforts.

Maintain visibility into vendor performance, spend, contract obligations, risks, and upcoming renewal activities. 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. ~ 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.

Experience managing enterprise software, infrastructure, cloud, SaaS, gaming, hospitality, retail, or other technology vendors. ~ 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. ~ Education and conference reimbursements. Parental leave top up. LI-REMOTE 110,000 — $150,000 CAD 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.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.

We believe that perks 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. #

📌 Senior Technology Vendor Manager (Calgary)
🏢 Penninteractive
📍 Calgary