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Hillpointe · 8 hours ago

People Operations & Technology Manager

Winter Park, FL

Full-time

Onsite

Senior Level

5+ years exp

Hillpointe is a fully integrated real estate development and investment management firm focused on developing market-rate workforce housing across the Sun Belt. The People Operations & Technology Manager is responsible for designing and improving HR processes and systems to ensure a high-quality employee experience while overseeing the People Operations team and technology governance.

LeasingProperty DevelopmentReal Estate

Responsibilities

Define operating rhythms, prioritization frameworks, and workflow accountability across People Operations

Lead, coach, and develop the HR Generalist and Senior HR Generalist team, establishing clear ownership models, service standards, and escalation frameworks

Oversee employee relations, workforce programs, performance management, compliance, and organizational change activities executed by the HR Generalist team, ensuring consistency, professionalism, and adherence to legal and organizational standards

Establish standardized frameworks, policies, templates, training, and documentation to support HR Generalists in managing investigations, disciplinary actions, performance documentation, leave administration, workers’ compensation, accommodations, and regulatory requirements

Govern the performance management lifecycle - including goal setting, check-ins, reviews, calibration, and documentation, ensuring tools and workflows are intuitive, well-adopted, and manager-friendly

Lead change management governance for new policies, systems, and workforce programs by defining communication strategies, training requirements, readiness assessments, and adoption metrics

Monitor trends, risk indicators, performance outcomes, and change adoption metrics through dashboards and reporting to proactively identify gaps, risks, and improvement opportunities

Ensure all workforce, performance, and compliance processes remain audit-ready, well-documented, and clearly communicated

Serve as the senior point of governance and quality control for all People Operations deliverables

Own the strategy, governance, and continuous optimization of Hillpointe’s HR technology ecosystem, including HRIS, ATS, performance management, learning, compliance, engagement, and workflow platforms

Conduct regular gap analyses and audits of all HR technology platforms to evaluate utilization, data integrity, scalability, and alignment with business needs

Partner with vendors and internal technical teams to configure systems, build enhancements, and develop custom API integrations where needed to streamline workflows and reduce manual effort

Establish data governance standards and lead system integrations to ensure accurate, reliable, and timely workforce data across platforms

Design, document, and maintain standardized HR workflows, SOPs, and process maps that balance compliance with usability and efficiency

Implement departmental service-level agreements (SLAs) within workflow management and ticketing systems to track responsiveness, throughput, productivity, and quality

Analyze workflow and service metrics to identify bottlenecks, inefficiencies, and improvement opportunities

Lead recurring audits of HR processes to evaluate effectiveness, cycle time, and employee experience impact, deploying corrective actions and enhancements as needed

Serve as a key operational partner to Payroll and Benefits, ensuring HR system transactions and process changes are executed with full awareness of downstream payroll and benefits impacts

Collaborate on cross-system testing, reconciliations, and audits to maintain data accuracy, compliance, and operational continuity

Qualification

HR technology implementationChange managementWorkflow designHR operationsVendor managementData governanceAnalytical skillsAudit experienceUKG ReadyCollaboration skillsReporting skills