Proper

Role Description 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. Qualifications - 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. Requirements - 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.

Role Description We are hiring an AI Operations Specialist to help build and scale AI-driven workflows across a fast-growing operations organization. This is a hands-on builder role for someone who can rapidly design, test, and deploy AI agents, automations, and reusable “skills” using tools like Claude, Zapier, OpenAI, n8n, Make, and related AI platforms. The ideal candidate is highly practical, fast-moving, and comfortable turning messy business processes into scalable AI-enabled workflows. This person should be able to work independently, identify automation opportunities, and quickly build working solutions. Qualifications - 3+ years of experience in AI automation, workflow automation, operations, technical implementation, or related roles - Strong hands-on experience with Claude - Strong hands-on experience with Zapier - Experience building AI agents, automations, or reusable AI workflows - Familiarity with tools such as OpenAI, ChatGPT, n8n, Make, Airtable, Google Workspace, APIs, webhooks, or similar platforms - Ability to quickly turn business requirements into working AI-enabled solutions - Strong process-mapping and problem-solving skills - Excellent documentation and communication skills - Comfortable working independently in a fast-moving environment Requirements - Build AI agents, automations, and reusable “skills” that reduce manual work - Rapidly prototype and deploy workflow automations using Claude, Zapier, n8n, Make, OpenAI, and similar tools - Create AI-powered processes that support operations, administration, research, reporting, and internal workflows - Integrate AI tools with existing business systems through APIs, webhooks, and automation platforms - Identify repetitive manual workflows that can be automated or AI-assisted - Map business processes and redesign them into scalable automated workflows - Build repeatable systems that can be reused across teams and departments - Improve speed, accuracy, and consistency of operational processes - Test, evaluate, and improve AI agents and automations based on output quality and reliability - Troubleshoot automation failures and improve workflow performance - Document workflows, prompts, logic, and system instructions clearly - Stay current on new AI tools and recommend practical ways to implement them - Work with business and operations teams to understand pain points and translate them into AI solutions - Train non-technical team members on how to use AI tools and workflows - Serve as an internal AI automation expert and help drive adoption across the organization Preferred Qualifications - Experience building Claude skills, custom GPTs, AI agents, or agentic workflows - Experience with API integrations and webhook-based automations - Experience using no-code/low-code automation platforms - Basic scripting experience with Python or JavaScript - Experience supporting U.S.-based teams or distributed teams - Background in operations, business systems, productivity automation, or internal tools Interview Requirement As part of the interview process, candidates must submit or walk through an example of a skill, agent, or automation you have personally built. The example should ideally include: - What problem it solved - Tools used - Workflow or agent logic - Business impact or time saved - Screenshots, demo, Loom video, or live walkthrough if available What Success Looks Like - AI agents and automations are built quickly and used by the team - Manual operational work is meaningfully reduced - Reusable workflows and skills are documented and scalable - Teams adopt AI tools more effectively - The company develops a strong foundation for AI-enabled operations

• Provide IT Support/bank access for a growing team of accountants, managers, engineers and sales people • Apply systems analysis techniques and procedures to determine hardware or software systems functionality • Manage help desk or improve the existing solution following best practices • Provide IT support to 450+ employees • Provide antivirus software support and monitoring of all employee machines to ensure all software installed and Operating system updates are up to date • Provide clear and concise communication to key stakeholders about IT efforts • Lead the entire organization when it comes to IT process and device management • Provide process documentation on policies to be followed by the entire organization • Stay up to date with social engineering attacks and their different commonalities • Monitor all devices for suspicious activity and behavior • Firewalls and other security rules setup and administration • Manage a remote access solution for support • Provide remote support to users in remote hands scenarios • Troubleshoot Windows, Mac incidents and other issues • Communicate effectively with all stakeholders regarding pain points and needs to deliver clear useful and precise information • Immediately and precisely communicate with the team when faced with a roadblock and proactively find a solution ASAP • Take initiative to write clear documentation as needed without being asked • Provide support and clear instructions to users in both English and Spanish • Patiently guide non-technical team members in best security practices • Own your projects by working with stakeholders and ensuring alignment to deliver on-time results • Write scripts and deploy them to automate IT processes

Job Title: Senior Recruiter (Offshore, Contract) Company: Proper Location: Remote / Offshore (U.S. EST hours required) Engagement Type: Contract Schedule: 30-45 hours/week Location: Offshore (Remote – must work EST hours) Reports to: VP of People Operations Experience Level: 8+ years of full-cycle recruiting experience About Proper Proper is transforming property management and investment through innovation, technology, and people. As a private equity–backed platform, we acquire, integrate, and optimize operating companies and real estate portfolios across the U.S., building a modern, tech-enabled foundation for scalable growth. As we continue to scale, we are seeking a seasoned Senior Recruiter who brings strategic hiring expertise, executive-level recruiting experience, advanced proactive sourcing skills, and the ability to operate as a trusted partner to senior leadership. Property management experience is a plus. About the Role The Senior Recruiter will conduct full-cycle recruiting across corporate, operational, and executive-level roles. You will lead full cycle complex searches, including high-level executive and niche-profile roles. The ideal candidate has extensive experience recruiting for U.S.-based companies, understands executive search standards, and operates with professionalism, urgency, and discretion. This role requires someone who thrives in a fast-paced, high-growth environment and can bring structure, expertise, and leadership to the recruiting function. Key Responsibilities Executive & Niche Recruiting - Lead full-cycle recruiting for corporate and executive-level roles, including hard-to-fill and niche positions. - Develop and execute targeted sourcing strategies for specialized talent pools. - Conduct in-depth candidate assessments and structured interviews. Strategic Stakeholder Partnership - Partner directly with senior leaders and executives to define role requirements and hiring strategy. - Provide guidance on compensation benchmarks, market insights, and candidate expectations. - Manage competing priorities and ensure timely progress across multiple searches. - Maintain strong communication with stakeholders throughout the hiring process. Sourcing & Pipeline Development - Proactively source passive candidates through LinkedIn Recruiter and other advanced sourcing tools. - Build and maintain long-term pipelines for key and recurring roles. - Develop creative sourcing strategies for niche or competitive talent markets. Process & Data Management - Own candidate tracking within the ATS, ensuring data integrity and clean pipelines. - Meet recruitment metrics including time-to-fill, pipeline conversion, and quality of hire. Draft and manage offer letters, ensuring accuracy of compensation details, inclusion of required compliance language, and proper approvals prior to issuance

Job Title: Senior Recruiter (Offshore, Contract) Company: Proper Location: Remote / Offshore (U.S. EST hours required) Engagement Type: Contract Schedule: 30-45 hours/week Location: Offshore (Remote – must work EST hours) Reports to: VP of People Operations Experience Level: 8+ years of full-cycle recruiting experience About Proper Proper is transforming property management and investment through innovation, technology, and people. As a private equity–backed platform, we acquire, integrate, and optimize operating companies and real estate portfolios across the U.S., building a modern, tech-enabled foundation for scalable growth. As we continue to scale, we are seeking a seasoned Senior Recruiter who brings strategic hiring expertise, executive-level recruiting experience, advanced proactive sourcing skills, and the ability to operate as a trusted partner to senior leadership. Property management experience is a plus. About the Role The Senior Recruiter will conduct full-cycle recruiting across corporate, operational, and executive-level roles. You will lead full cycle complex searches, including high-level executive and niche-profile roles. The ideal candidate has extensive experience recruiting for U.S.-based companies, understands executive search standards, and operates with professionalism, urgency, and discretion. This role requires someone who thrives in a fast-paced, high-growth environment and can bring structure, expertise, and leadership to the recruiting function. Key Responsibilities Executive & Niche Recruiting - Lead full-cycle recruiting for corporate and executive-level roles, including hard-to-fill and niche positions. - Develop and execute targeted sourcing strategies for specialized talent pools. - Conduct in-depth candidate assessments and structured interviews. Strategic Stakeholder Partnership - Partner directly with senior leaders and executives to define role requirements and hiring strategy. - Provide guidance on compensation benchmarks, market insights, and candidate expectations. - Manage competing priorities and ensure timely progress across multiple searches. - Maintain strong communication with stakeholders throughout the hiring process. Sourcing & Pipeline Development - Proactively source passive candidates through LinkedIn Recruiter and other advanced sourcing tools. - Build and maintain long-term pipelines for key and recurring roles. - Develop creative sourcing strategies for niche or competitive talent markets. Process & Data Management - Own candidate tracking within the ATS, ensuring data integrity and clean pipelines. - Meet recruitment metrics including time-to-fill, pipeline conversion, and quality of hire. Draft and manage offer letters, ensuring accuracy of compensation details, inclusion of required compliance language, and proper approvals prior to issuance

Job Title: Senior Recruiter (Offshore, Contract) Company: Proper Location: Remote / Offshore (U.S. EST hours required) Engagement Type: Contract Schedule: 30-45 hours/week Location: Offshore (Remote – must work EST hours) Reports to: VP of People Operations Experience Level: 8+ years of full-cycle recruiting experience About Proper Proper is transforming property management and investment through innovation, technology, and people. As a private equity–backed platform, we acquire, integrate, and optimize operating companies and real estate portfolios across the U.S., building a modern, tech-enabled foundation for scalable growth. As we continue to scale, we are seeking a seasoned Senior Recruiter who brings strategic hiring expertise, executive-level recruiting experience, advanced proactive sourcing skills, and the ability to operate as a trusted partner to senior leadership. Property management experience is a plus. About the Role The Senior Recruiter will conduct full-cycle recruiting across corporate, operational, and executive-level roles. You will lead full cycle complex searches, including high-level executive and niche-profile roles. The ideal candidate has extensive experience recruiting for U.S.-based companies, understands executive search standards, and operates with professionalism, urgency, and discretion. This role requires someone who thrives in a fast-paced, high-growth environment and can bring structure, expertise, and leadership to the recruiting function. Key Responsibilities Executive & Niche Recruiting - Lead full-cycle recruiting for corporate and executive-level roles, including hard-to-fill and niche positions. - Develop and execute targeted sourcing strategies for specialized talent pools. - Conduct in-depth candidate assessments and structured interviews. Strategic Stakeholder Partnership - Partner directly with senior leaders and executives to define role requirements and hiring strategy. - Provide guidance on compensation benchmarks, market insights, and candidate expectations. - Manage competing priorities and ensure timely progress across multiple searches. - Maintain strong communication with stakeholders throughout the hiring process. Sourcing & Pipeline Development - Proactively source passive candidates through LinkedIn Recruiter and other advanced sourcing tools. - Build and maintain long-term pipelines for key and recurring roles. - Develop creative sourcing strategies for niche or competitive talent markets. Process & Data Management - Own candidate tracking within the ATS, ensuring data integrity and clean pipelines. - Meet recruitment metrics including time-to-fill, pipeline conversion, and quality of hire. Draft and manage offer letters, ensuring accuracy of compensation details, inclusion of required compliance language, and proper approvals prior to issuance

About Proper Proper is leading a new era in property management through technology, innovation, and growth. With an expanding portfolio and multiple companies under the CEO’s leadership, this is an exciting time to join our team. We are looking for a highly skilled, proactive, and reliable Virtual Executive Assistant to support our CEO in a dynamic and fast-paced environment. Position Overview  We are seeking a highly operational, systems-oriented leader to build and scale a best-in-class recruiting and onboarding infrastructure across our platform. The Director of Recruiting & Onboarding Operations will be responsible for designing, standardizing, and optimizing the end-to-end hiring and onboarding experience across multiple companies and employee segments.    Key Responsibilities  - Design and implement standardized recruiting and onboarding processes - Build scalable workflows, playbooks, and SOPs to ensure efficiency and consistency - Manage the end-to-end candidate journey and improve candidate experience - Optimize ATS and HR systems, including integrations with key platforms - Develop and track recruiting KPIs, dashboards, and performance metrics - Use data, automation, and AI to improve processes and decision-making - Partner with cross-functional teams to align priorities and drive execution - Support implementation, change management, and adoption of new tools and processes What Success Looks Like  - A fully standardized, scalable recruiting and onboarding infrastructure across the platform.  - A seamless and efficient candidate and hiring manager experience.  - Strong adoption and optimization of ATS and HR systems.  - Clear visibility into recruiting performance through data and analytics.  - Effective use of AI and automation to improve speed, quality, and efficiency.

About Proper Proper is leading a new era in property management through technology, innovation, and growth. With an expanding portfolio and multiple companies under the CEO’s leadership, this is an exciting time to join our team. We are looking for a highly skilled, proactive, and reliable Virtual Executive Assistant to support our CEO in a dynamic and fast-paced environment. Position Overview  We are seeking a highly operational, systems-oriented leader to build and scale a best-in-class recruiting and onboarding infrastructure across our platform. The Director of Recruiting & Onboarding Operations will be responsible for designing, standardizing, and optimizing the end-to-end hiring and onboarding experience across multiple companies and employee segments.    Key Responsibilities  - Design and implement standardized recruiting and onboarding processes - Build scalable workflows, playbooks, and SOPs to ensure efficiency and consistency - Manage the end-to-end candidate journey and improve candidate experience - Optimize ATS and HR systems, including integrations with key platforms - Develop and track recruiting KPIs, dashboards, and performance metrics - Use data, automation, and AI to improve processes and decision-making - Partner with cross-functional teams to align priorities and drive execution - Support implementation, change management, and adoption of new tools and processes What Success Looks Like  - A fully standardized, scalable recruiting and onboarding infrastructure across the platform.  - A seamless and efficient candidate and hiring manager experience.  - Strong adoption and optimization of ATS and HR systems.  - Clear visibility into recruiting performance through data and analytics.  - Effective use of AI and automation to improve speed, quality, and efficiency.

About Proper Proper is leading a new era in property management through technology, innovation, and growth. With an expanding portfolio and multiple companies under the CEO’s leadership, this is an exciting time to join our team. We are looking for a highly skilled, proactive, and reliable Virtual Executive Assistant to support our CEO in a dynamic and fast-paced environment. Position Overview  We are seeking a highly operational, systems-oriented leader to build and scale a best-in-class recruiting and onboarding infrastructure across our platform. The Director of Recruiting & Onboarding Operations will be responsible for designing, standardizing, and optimizing the end-to-end hiring and onboarding experience across multiple companies and employee segments.    Key Responsibilities  - Design and implement standardized recruiting and onboarding processes - Build scalable workflows, playbooks, and SOPs to ensure efficiency and consistency - Manage the end-to-end candidate journey and improve candidate experience - Optimize ATS and HR systems, including integrations with key platforms - Develop and track recruiting KPIs, dashboards, and performance metrics - Use data, automation, and AI to improve processes and decision-making - Partner with cross-functional teams to align priorities and drive execution - Support implementation, change management, and adoption of new tools and processes What Success Looks Like  - A fully standardized, scalable recruiting and onboarding infrastructure across the platform.  - A seamless and efficient candidate and hiring manager experience.  - Strong adoption and optimization of ATS and HR systems.  - Clear visibility into recruiting performance through data and analytics.  - Effective use of AI and automation to improve speed, quality, and efficiency.

About Proper Proper is leading a new era in property management through technology, innovation, and growth. With an expanding portfolio and multiple companies under the CEO’s leadership, this is an exciting time to join our team. We are looking for a highly skilled, proactive, and reliable Virtual Executive Assistant to support our CEO in a dynamic and fast-paced environment. Position Overview  We are seeking a highly operational, systems-oriented leader to build and scale a best-in-class recruiting and onboarding infrastructure across our platform. The Director of Recruiting & Onboarding Operations will be responsible for designing, standardizing, and optimizing the end-to-end hiring and onboarding experience across multiple companies and employee segments.    Key Responsibilities  - Design and implement standardized recruiting and onboarding processes - Build scalable workflows, playbooks, and SOPs to ensure efficiency and consistency - Manage the end-to-end candidate journey and improve candidate experience - Optimize ATS and HR systems, including integrations with key platforms - Develop and track recruiting KPIs, dashboards, and performance metrics - Use data, automation, and AI to improve processes and decision-making - Partner with cross-functional teams to align priorities and drive execution - Support implementation, change management, and adoption of new tools and processes What Success Looks Like  - A fully standardized, scalable recruiting and onboarding infrastructure across the platform.  - A seamless and efficient candidate and hiring manager experience.  - Strong adoption and optimization of ATS and HR systems.  - Clear visibility into recruiting performance through data and analytics.  - Effective use of AI and automation to improve speed, quality, and efficiency.