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Regional Director of Sales and Operations

Middleburg Communities, Richmond, VA, United States


Brief Description The Regional Director, Sales and Operations is a highly mobile, performance‑focused role designed to provide hands‑on operational and leasing leadership to site teams, performance optimization across a small group of assets (typically 2–3 communities), and assist with research and support of pipeline projects.

This position can be based out of Tampa FL, Orlando FL, Raleigh NC, Charlotte NC, or Richmond VA.

Essential Duties and Responsibilities

Portfolio Performance

Serve as leader for assigned communities, providing support and empowerment on leasing, sales, and marketing strategy, expense management, unit acceptance, staffing structure, and service delivery.

Quickly and proactively diagnose and anticipate performance gaps (conversion, closing, lead generation, occupancy dips, NOI, customer experience, compliance) and develop clear, actionable improvement plans to which onsite teams are held accountable.

Translate asset management strategy into executable onsite tactics.

Operational Execution

Lead targeted interventions at underperforming or transitioning assets (lease‑ups, staffing resets, ownership transitions).

Support implementation and compliance of SOPs, systems, and new initiatives, ensuring consistency and adoption at the site level.

Partner with onsite leadership to elevate operational rigor, accountability, decision‑making, and sales performance.

Pre‑Operations Services

Assist Operations leadership in advising on rents, budgets, unit mix, design, and marketing for proposed developments.

Cross‑Functional Partnership

Act as a bridge between Operations, Asset Management, Marketing, and partners/ownership.

Support ownership/partner and leadership communication and site‑level readiness for investor interactions as needed.

Travel & Field Presence

Maintain a high field presence, traveling frequently to assigned communities and/or development sites and submarkets.

Be hands‑on and visible onsite and in markets—this role is not desk‑based.

Requirements Knowledge and Experience

Undergraduate degree with a concentration in real estate, finance, strategy, operations, marketing, or entrepreneurship

MBA preferred

4–7 years of experience with progressive leadership responsibility in real estate, hospitality, franchise operations, consulting, investment management, or operations; exposure to asset‑level decision‑making strongly preferred.

Experience managing teams—developing top performers and counseling under‑performers, ability to quickly identify and address personnel issues.

Strong financial and analytical foundation, including comfort with underwriting assumptions, pro‑formas, operating budgets, revenue drivers, and translating financial insights into actionable operations.

Demonstrated ability to effect positive performance results, moving seamlessly between data analysis, field execution, team management and motivation, and stakeholder management.

Comfort with ambiguity and imperfect information; able to form hypotheses, test solutions in real time, and make sound recommendations without extensive oversight.

Executive presence and communication maturity beyond years of experience; capable of interacting directly with ownership, asset management partners, and senior leadership, and onsite teams with confidence and credibility.

Hands‑on orientation—intellectually curious but not desk‑bound; eager to be onsite, understand frontline operations, and see strategies executed in the real world.

High standards and resilience; able to absorb feedback, handle pushback, and operate in a KPI and performance‑driven environment.

Strong judgment, discernment, and integrity, particularly in owner‑facing or sensitive portfolio situations.

Highly organized self‑starter with the ability to manage multiple priorities across a small portfolio of geographically dispersed assets.

Willing and able to travel extensively and on short notice, with enthusiasm for field work and exposure to multiple markets and diverse asset types.

What we can offer you

Great benefits—comprehensive health and wellness benefits tailored to meet your needs. Choose from two medical plan options, including a company‑funded HSA plan with 100% premium coverage for employees. Subsidized options for additional family members, dental and vision plan choices, paid time off, paid volunteer time, company‑paid holidays, a 401(k) match, employer‑paid life and AD&D insurance, and educational reimbursement.

Job that challenges you—Middleburg strives for excellence in knowledge, service, and integrity. Excellence in knowledge means recruiting and training top‑notch team members, continuing to improve industry knowledge, and delivering excellent customer service.

Great culture—responsible leadership at all levels, encouraging initiative, honoring dignity, embracing differences, valuing new ideas, demonstrating empathy, and promoting a caring environment.

Who is Middleburg Communities? Middleburg Communities is a fully integrated real‑estate investment, development, and construction firm focused on rental housing in high‑growth markets across the southeastern United States. Since 2004, the company has acquired and developed over 22,000 apartment units, executed approximately $3 billion in transactions, and is one of the most active developers and builders of rental housing in the nation with roughly $1 billion in recurring annual development value.

Middleburg Communities is an equal‑opportunity employer committed to diversity and inclusion. We welcome qualified applicants from a variety of backgrounds inclusive of race, color, religion, sexual orientation, gender, gender identity, expression or orientation, genetic information, national origin, age, disability, or status as a disabled or Vietnam‑era veteran.

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