Executive Operations Manager

Are you the kind of person who thrives on being the trusted right hand behind a growing business? Do you enjoy bringing order to chaos, anticipating needs before they arise, and helping ambitious leaders execute at a high level? This is a full-time, primarily home-based role requiring consistent engagement during core business hours and limited after-hours monitoring when time-sensitive matters arise.

The Josh Shapiro Team at Douglas Realty is seeking an Executive Operations Manager to serve as a strategic and operational partner to the Team Leader with the real estate business as the primary focus and secondary support across several business-minded ventures. The right person will be highly organized, proactive, adaptable, and energized by supporting multiple moving pieces while helping drive projects forward.

If you're looking for a role where you can make a significant impact, take ownership, and grow alongside a driven forward-thinker, we'd love to hear from you. This is a high-impact, primarily home-based role that combines executive support, operations coordination, project management, and client-facing responsibilities. You'll help keep the business running smoothly behind the scenes while also stepping into situations that require communication, leadership, and follow-through.

The ideal candidate understands that supporting a forward-thinker means balancing structure with flexibility. Priorities may shift, new opportunities may emerge, and no two weeks will look exactly the same.
Base Salary: $70,000--$80,000 Expected Earnings: Approximately $80,000--$95,000 annually Hybrid Work Opportunity Location: Anne Arundel County, Maryland Opportunity to grow into a Director of Operations role with a successful real estate and forward-thinking organization

• Manage multiple business email accounts, calendars, scheduling, priorities, and day-to-day operational coordination for the Team Leader
• Triage incoming communications and determine what can be handled independently, what should be drafted for review, and what requires the owner's direct involvement.
• Oversee administrative systems, workflows, and internal processes to keep the business running smoothly
• Prepare meeting agendas, document action items, and ensure timely follow-through
• Coordinate and help lead team meetings, including tracking accountability and next steps
• Anticipate needs, identify gaps, and proactively solve problems before they escape
• Provide local in-person operational support including property visits, signage, vendor coordination, meetings, and occasional business errands

• Coordinate real estate transactions, listings, and related documentation, escalating negotiation matters
• Maintain CRM records, databases, and communication follow-up systems
• Prepare and organize contracts, forms, disclosures, and other real estate administrative materials as needed
• Track deadlines, inspections, vendor appointments, and transaction milestones
• Manage listing coordination, social media, website, and marketing execution, including signage and property-related logistics
• Ensure day-to-day real estate operations remain organized, responsive, and client-focused

• Serve as a professional point of contact for clients, vendors, contractors, tenants, and business partners
• Provide a high level of responsiveness and customer service across all interactions
• Coordinate communication between the Team Leader and internal or external stakeholders and, over time, train current and new agents on team systems
• Help create a seamless experience for clients and partners throughout every stage of the process

• Communicate with tenants regarding routine questions, repairs and property-related concerns.
• Coordinate contractors, obtain estimates, schedule work, and confirm that repairs have been completed properly.
• Assist with tenant showings, property visits, inspections and turnover-related tasks.
• Track open rental-property issues and ensure they are resolved without repeated owner involvement.
• Assist with scheduling, vendor communication, documentation, and follow-up for residential construction projects.
• Visit properties or meet contractors locally when an in-person presence is needed.
• Gradually assume authority to approve routine repairs and operating expenses within established financial limits.

• Support special projects and new business initiatives as they develop
• Conduct research, gather information, and organize recommendations for decision-making
• Assist with implementation of operational, marketing, and business development initiatives
• Adapt quickly to new opportunities, priorities, and projects as the organization grows

This role is designed for someone who wants to serve at a high level and become a genuine right-hand partner. Because the business includes real estate…