This role leads the HR and people operations across multiple property management companies, focusing on building centralized systems, recruiting, training, and organizational integration.
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.
- 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.
Benefits
- Base salary + Competitive Bonus, commensurate with experience.
- Full health, dental, and vision benefits.
- Generous PTO and paid holidays.
Proper. (properxpm.com) Chicago, Illinois, USA Office
Chicago, Illinois, United States
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