Head of Operations & Business Management

About Cressy Commercial
We are a growing, entrepreneurial commercial real estate and property management company focused on operational excellence, strong owner returns and satisfaction, and maintenance of family culture. We are building scalable systems and a high-performance team to support rapid growth.
We are seeking an Operations Manager who thrives in a hands-on environment, builds systems from scratch, and wants to play a key role in scaling a small business into a larger, more efficient organization.
The Operations Manager will serve as the right hand to the Owner, overseeing daily operations while building the processes, systems, and team structure needed for growth. This is not a maintenance coordinator role - this is a business-building role.
Help prepare the company to scale 2-3x over the next 3-5 years
Build and document standard operating procedures (SOPs)
Implement KPIs for leasing, maintenance, collections, and retention
Identify inefficiencies and drive continuous improvement
Integrate AI into operations and other new technology platforms
Support integration of new business units
Financial Performance
Assist in managing property-level budgets and cost controls
Monitor rent collection and delinquency trends
Improve NOI through expense management and revenue optimization
Build a reliable, cost-effective vendor network
Training of team in new technology and AI
Create accountability through performance metrics
Assist with hiring and training as we grow
3-7+ years in property management or real estate operations

• Strong financial understanding (budgets, P&L, NOI)
• Familiarity of property management software (AppFolio, Yardi, Corrigo, etc.)

Data-driven decision maker
Performance-based bonus tied to growth and NOI improvements
~ Shape the operational foundation of a growing company