Senior VP of People Operations

Proper

About The Position

Proper is seeking a highly strategic, operational, and entrepreneurial people leader to serve as Senior Vice President, People Operations. This role will be responsible for building and leading a centralized HR, recruiting, onboarding, training, and people operations function across Proper’s growing portfolio of property management companies. The SVP, People Operations will serve as the enterprise people strategist — assessing existing talent and infrastructure, building scalable systems and workflows, standing up a centralized recruiting engine, leading integration efforts for acquired companies, and creating the operational and cultural foundation needed to support Proper’s continued growth.

Requirements

15+ years of progressive leadership experience in HR, people operations, recruiting, or organizational operations.
Significant experience within property management, real estate, hospitality, or multi-site operating environments.
Proven experience building centralized recruiting, HR, or shared services functions.
Strong operational and systems background, including HRIS, ATS, onboarding systems, analytics, and process optimization.
Experience managing enterprise-wide process standardization and change management initiatives.
Experience partnering closely with operations leadership in fast-paced environments.
Deep understanding of recruiting operations, onboarding, employee lifecycle management, and workforce planning.
Experience leveraging AI and automation tools to improve operational efficiency.
Strong analytical, organizational, and project management capabilities.
Ability to design scalable workflows, SOPs, and operating frameworks.

Responsibilities

Build and lead centralized HR, recruiting, onboarding, training, and people operations functions across portfolio companies.
Act as a strategic HR advisor to executive leadership (COO/CEO).
Assess organizational structures, workforce allocation, and team capabilities across the enterprise.
Develop scalable people infrastructure to support growth, acquisitions, and operational integration.
Establish standardized HR processes, policies, workflows, SOPs, playbooks, and operational rigor across all people functions.
Build and oversee a centralized, metrics-driven recruiting organization with scalable workflows, SLAs, reporting, and hiring processes.
Partner with leadership teams on hiring priorities, talent acquisition strategy, onboarding, and candidate experience.
Design and implement enterprise-wide onboarding, offboarding, performance management, and employee development frameworks.
Lead learning, training, leadership development, mentorship, and career pathing initiatives across all employee levels.
Oversee acquisition integrations, cultural alignment, and operational transition efforts.
Lead HR systems strategy, including HRIS, ATS, onboarding platforms, analytics, KPI reporting, and system migrations.
Partner with IT and external vendors to ensure successful integrations, scalability, compliance, and data integrity.
Leverage AI and automation to improve recruiting, onboarding, communication, training, and operational efficiency.
Drive employee engagement, culture initiatives, surveys, HR committee meetings, and enterprise-wide organizational alignment.
Manage PEO relationships and collaborate cross-functionally with operations, IT, finance, and portfolio leadership to align people operations with business goals.