About the Role & TeamYou'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.

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Salary Range

$110,000-$150,000 CAD