Location: Pittsburgh, PA
Job Title: Operations and Training Specialist
Reports To: Vice President, Corporate Compliance and Training
Position Summary
The Operations and Training Specialist plays a critical role in supporting a multi-state property management portfolio by identifying operational challenges, implementing effective solutions, and delivering targeted training. This position bridges the gap between training and operations by ensuring Property Managers and site teams are equipped with the knowledge, systems proficiency, and process clarity needed to drive performance.
This role is responsible for onboarding new Property Managers, facilitating ongoing one-off and scheduled training, and maintaining a strategic 12-month training plan. In addition, the specialist actively partners with operations leadership to diagnose issues, improve workflows, and enhance overall property performance.
Key Responsibilities
Operational Support & Problem Solving
- Identify operational inefficiencies, performance gaps, and compliance risks across properties
- Partner with Regional Mangers Directors of Operations to develop and implement practical, scalable solutions
- Conduct site visits and operational audits to assess processes, systems usage, and team effectiveness
- Provide firsthand support to underperforming properties, including coaching and process correction
- Assist with rollout and adoption of new initiatives, policies, and technologies
- Assist with onboarding new developments
Training & Development
- Develop and manage a 12-month training calendar aligned with company goals and operational needs
- Deliver ongoing one-off training sessions to address immediate challenges, system updates, and skill gaps
- Design and facilitate engaging training programs for Property Managers and site teams (virtual and in-person)
- Create and maintain training materials including SOPs, job aids, guides, and videos
Onboarding & New Manager Readiness
- Lead structured onboarding for new Property Managers, ensuring readiness within defined timelines
- Provide firsthand training in core systems and operational processes
- Partner with leadership to monitor onboarding progress and adjust training as needed
Systems & Process Expertise
- Serve as a subject matter expert in:
- OneSite (property operations)
- RealPage Accounting (financial management)
- Grace Hill (learning management system)
- ADP (HR/payroll systems)
- Ensure consistent and accurate system usage across all properties
- Provide troubleshooting support and reinforce best practices
Performance & Continuous Improvement
- Evaluate training effectiveness through feedback, assessments, and operational metrics
- Analyze trends in performance issues and proactively recommend solutions
- Track and maintain training completion and compliance through Grace Hill
- Continuously refine training programs and operational processes
Qualifications
Education & Experience
- Bachelor’s degree in business, Operations, Hospitality, or related field (or equivalent experience)
- 5 -7+ years of experience in property management, operations support, or training
- Experience in a multi-state property management environment preferred
- Fluency in English and Spanish (preferred).
- Real Estate License (preferred).
- Maintain Fair Housing Certificate annually.
- Additional accreditations as deemed necessary specific to the role.
Technical Skills
- Proficiency with:
- OneSite RealPage
- RealPage Accounting
- Grace Hill or similar LMS
- ADP or comparable HRIS/payroll systems
- Microsoft and Adobe products
- Strong understanding of property management operations, leasing, and financial workflows
Core Competencies
- Strong problem-solving and analytical skills
- Effective training, facilitation, and coaching abilities
- Excellent organizational and time management skills
- Ability to manage both long-term initiatives and urgent operational needs
- Strong communication and interpersonal skills
- Adaptability and ability to work across diverse teams and locations
Key Performance Indicators (KPIs)
- Improvement in property-level operational performance
- Onboarding completion and readiness timelines for new Property Managers
- Training participation, completion, and effectiveness
- Reduction in system errors and operational inconsistencies
- Feedback from Regional Managers and site teams
Work Environment & Travel
- Multi-state role requiring regular travel to property sites
- Combination of corporate collaboration and on-site support
Pay: $65,000.00 - $75,000.00 per year
Benefits:
- 401(k)
- Dental insurance
- Flexible spending account
- Health insurance
- Health savings account
- Life insurance
- Paid time off
- Vision insurance
Education:
Experience:
- Property management : 5 years (Preferred)
- OneSite/RealPage/Grace Hill/ADP: 4 years (Preferred)
License/Certification:
- Real Estate License/Fair Housing Certification (Preferred)
Willingness to travel:
Work Location: In person
