Senior Director, People Technology and Data Insights jobs in United States
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Winter Park Resort · 4 hours ago

Senior Director, People Technology and Data Insights

Alterra Mountain Company is a family of iconic year-round mountain destinations, and they are seeking a Senior Director of People Technology & Data Insights. This role is responsible for translating Workday strategy into high-quality execution, managing the Workday Center of Excellence, and ensuring governance and quality across the team.

Travel

Responsibilities

Manage the day-to-day execution of Workday initiatives across multiple modules (e.g., HCM, Payroll, Time Tracking, Absence, Scheduling, Reporting, Integrations)
Allocate work across Analysts and Developers to ensure balanced workloads, efficient delivery, and alignment with roadmap priorities
Enforce governance, release management, and change control processes to ensure platform stability and compliance
Oversee configuration design and solution delivery to ensure scalability, quality, and adherence to enterprise standards
Manage multi-module rollouts and enhancements, ensuring readiness, testing, and adoption
Act as a tactical governance enforcer, ensuring standards for configuration, integrations, security, reporting, and testing are consistently applied
Implement and oversee quality assurance practices, including peer reviews, automated testing frameworks, and release validation
Monitor delivery progress, identify risks, and develop contingency plans to maintain timelines and quality
Ensure compliance with internal controls, audit requirements, and Workday best practices
Partner with the VP of People Technology to prioritize initiatives in alignment with the Workday roadmap and business strategy
Contribute to defining the Workday roadmap and long-term platform direction through insights from delivery, trends, and stakeholder feedback
Advise on policy–process–technology fit, helping shape scalable solutions that meet enterprise needs
Translate strategic priorities into clear execution plans, milestones, and deliverables
Serve as a key liaison between HR, IT, Payroll, Finance, and other business partners
Facilitate decision-making across business and technology teams, helping resolve competing priorities and trade-offs
Communicate clearly and confidently in written, verbal, and presentation settings, tailoring messages to diverse audiences
Influence leaders by presenting insights, options, and recommendations grounded in data and experience
Lead, coach, and develop Workday Analysts and Developers, setting clear expectations and providing timely, actionable feedback
Foster ownership, accountability, and continuous improvement across the team
Assess skills, strengths, and development needs, supporting growth through coaching, learning opportunities, and stretch assignments
Create an inclusive, fair, and respectful team environment where individuals feel valued and empowered
Support onboarding and integration of new team members to ensure quick ramp-up and success
Build and manage delivery plans that define objectives, scope, timelines, resources, dependencies, and risks
Balance short-term delivery demands with longer-term platform sustainability and improvement
Define and track KPIs related to delivery performance, quality, adoption, and system health
Take ownership for results, ensuring commitments are met and outcomes align with business expectations
Identify opportunities to automate, simplify, and improve Workday processes, reporting, and integrations
Standardize KPIs and reporting strategies across modules to enable enterprise insight
Support scalable integration architecture and contribute to integration platform strategy
Encourage experimentation and learning, using trial and error to improve outcomes while managing risk appropriately

Qualification

WorkdayPeople managementHRISGovernanceQuality assuranceIntegrationsWorkday certificationsCultural competenceCommunicationEmotional intelligence

Required

10+ years of experience in Workday, HRIS, or enterprise application environments
5+ years of people management or team lead experience
Hands-on experience with Workday configuration, reporting, integrations, or testing
Strong understanding of governance, release management, and quality assurance practices
Proven ability to manage multiple initiatives and priorities simultaneously
Professional/lived experience working in a culturally competent manner with a broad range of people

Preferred

Experience working in a Workday Center of Excellence model
Workday certifications (any modules)
Experience supporting large, complex organizations
Background partnering closely with HR, Payroll, Finance, and IT teams

Benefits

Free Ikon Pass for all eligible employees + additional free skiing/riding privileges across the family of Alterra Mountain Company resorts for eligible employees and their dependents
Discounted skiing/riding for friends and family of eligible employees across the family of Alterra Mountain Company resorts
Flexible Time Off (FTO) and Paid Time Off (PTO) policies for eligible employees to relax and recharge
Generous discounts on outdoor gear, apparel, rental cars, etc.
Medical, dental, vision, life, AD&D, short-term & long-term disability insurance, EAP, HSAs, FSAs, and more
401(k) plan with generous company match
Paid parental leave of up to 6 weeks for eligible employees
Commuter benefits (Denver employees only)
Hybrid workplace policy encouraging regular in-person collaboration in our dog-friendly company headquarters office located in Denver’s RiNo Art District neighborhood (for eligible employees)

Company

Winter Park Resort

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Winter Park Resort is a travel & tourism company that offers ice skating and dog sledding activities.

Funding

Current Stage
Late Stage

Leadership Team

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Max Bekes
Events & Brand Partnership Coordinator
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Samuel Nagel
Events & Partnerships Associate Manager
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Company data provided by crunchbase