
Chief of Staff
The Siegel Group
The Role
Overview
Strategic partner to CEO driving cross‑functional initiatives, operations, and execution.
Key Responsibilities
- strategic planning
- initiative management
- project coordination
- kpi tracking
- process improvement
- executive reporting
Tasks
The Chief of Staff serves as a key strategic partner and trusted advisor to the CEO and executive leadership team. This role is responsible for driving organizational efficiency, coordinating cross-functional initiatives, managing executive priorities, and ensuring effective communication and execution between the CEO and leadership teams across a diverse portfolio of businesses in multiple states — including commercial real estate, development, and food & beverage hospitality. The Chief of Staff will act as a central point of coordination, helping translate vision into execution, streamline communication, and ensure key priorities and strategic initiatives are delivered with precision and impact. -Support due diligence, integration, and strategic planning efforts for new acquisitions, partnerships, or property developments. -Partner directly with the CEO to manage priorities, initiatives, and communications across all business units. -Manage and track special initiatives — ensuring deadlines, resources, and deliverables are met. -Draft internal and external communications on behalf of the CEO as needed. -Oversee and drive completion of high-impact projects that cut across multiple areas of the business. -Support the leadership team in developing and executing strategic plans that align with the company’s growth objectives. -Promote alignment between business unit leaders to ensure consistent execution of company values and standards. -Identify and implement process improvements across multiple business units (restaurant operations, real estate, and other ventures). -Work closely with department heads to enhance coordination, streamline reporting, and optimize performance metrics. -Help establish systems and structure that allow the organization to scale efficiently. -Support the CEO in building and maintaining a high-performance leadership culture. -Ensure key operational and financial information flows efficiently to and from the CEO and leadership team. -Serve as a thought partner to the CEO in evaluating new opportunities, business models, and operational improvements. -Act as an extension of the CEO in meetings, ensuring follow-through and execution on action items. -Prepare and review reports, presentations, and analyses for executive decision-making. -Lead cross-functional projects to improve efficiency, profitability, and scalability across all divisions. -Monitor and track progress of strategic goals and KPIs, ensuring accountability and timely delivery. -Partner with HR and operations teams to identify leadership gaps and implement development programs. -Facilitate communication and alignment between leadership, management, and frontline teams.
Requirements
- leadership
- executive support
- business acumen
- multi‑industry
- process‑oriented
- mba
What You Bring
Education: Bachelor’s degree in Business Administration, Management, or related field (MBA preferred). -Demonstrated ability to manage multiple priorities and complex projects simultaneously. -Strong sense of ownership and accountability. -High level of discretion, judgment, and emotional intelligence. -7–10+ years of progressive leadership experience in business operations, consulting, or executive support roles. -Experience supporting or working directly with a CEO, President, or senior executive team. -Strong strategic thinking and business acumen with the ability to connect the dots across multiple industries. -Proven success working in multi-industry environments, ideally including both restaurant/hospitality and real estate sectors. -Data-driven and process-oriented with an eye for operational excellence. -A natural problem solver with the ability to simplify complexity. -Exceptional organizational, communication, and leadership skills. -Highly proactive and anticipatory — sees what’s coming before it arrives. -Confident but humble, able to influence without authority.
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The Company
About The Siegel Group
-Founded with a vision to redefine urban spaces, The Siegel Group is a dynamic leader in real estate. -Specializing in a broad range of property types, from residential to commercial, hospitality, and mixed-use. -Known for revitalizing underperforming assets and turning them into profitable ventures. -Focused on long-term value creation through strategic investments and development initiatives. -The company's portfolio includes iconic properties and developments that have reshaped city landscapes. -Combining a deep understanding of market dynamics with innovative development techniques. -Their expertise spans multiple facets of real estate, including property management, acquisitions, and project development. -The Siegel Group stands out for its commitment to transforming properties into sustainable, high-value assets.
Sector Specialisms
Multifamily Residential
Extended-Stay Hospitality
Boutique Hotels
Hotel-Casinos
Retail
Office Buildings
Restaurants
Bars
Shopping Centers
Commercial Real Estate
Real Estate Investment
Real Estate Development
Property Management
Construction Management
Architecture and Design
Facility Management
Land Development
Hotel Lodging
Residential Real Estate
Hospitality
Urban Real Estate
Commercial Development
