Chief of Staff, Operations & Strategy

Role Overview

The Chief of Staff serves as a central integrator across Silverstone’s three verticals: development, construction, and design. This individual will work directly with leadership to structure priorities, track execution, and ensure that projects and initiatives move forward with clarity and discipline.

The role requires strong operational instincts, structured thinking, and the ability to quickly understand complex projects without needing to be a technical expert.

Key Responsibilities

Executive Prioritization and Decision Support

• Manage and optimize the Founder’s time and priorities, ensuring focus on high-impact activities
• Prepare daily and weekly briefings summarizing key updates, risks, and decisions required
• Structure decision-making by presenting clear options, trade-offs, and recommendations

Cross-Functional Coordination

• Track progress across all active development, construction, and design projects
• Identify delays, risks, and misalignments early and drive resolution
• Ensure alignment between finance, construction, and design teams
• Establish and maintain simple, effective tracking systems across the organization

Operational Execution

• Drive completion of high-priority initiatives across the firm
• Follow up on outstanding items and ensure accountability across teams
• Improve internal workflows and processes to increase efficiency and clarity
• Support implementation of systems for budgeting, scheduling, and reporting

Communication and External Interface 

• Draft and refine high-stakes communications, including client correspondence and strategic outreach
• Maintain a consistent, professional tone across all written materials
• Support preparation for meetings, presentations, and external engagements
• Serve as a quality control layer for how the firm communicates internally and externally

Relationship and Network Management

• Track key relationships, including clients, partners, and external stakeholders
• Ensure timely and thoughtful follow-up after meetings and events
• Support ongoing engagement with high-value contacts and opportunities

Qualifications

• 7 to 12 years of professional experience in consulting, real estate, private equity, government, or a high-growth operating environment
• Proven experience working directly with senior leadership or decision-makers
• Strong operational and organizational capabilities with the ability to manage multiple priorities simultaneously
• Exceptional written and verbal communication skills
• Demonstrated ability to structure complex information and drive clarity
• High level of discretion, professionalism, and judgment
• Comfort operating in a fast-paced, entrepreneurial environment with evolving priorities

Preferred Backgrounds

• Management consulting with exposure to operations, real estate, or infrastructure
• Real estate development, private equity, or construction-related operations roles
• Chief of Staff or senior operator role in a high-growth company
• Government or political roles with significant operational and coordination responsibility

What this role is not

• This is not a traditional Executive Assistant position
• This is not a pure project management role
• This is not a marketing or communications position

This role is designed for an operator who can think strategically, execute tactically, and operate effectively across multiple functions.

Working Style and Expectations

This is a high-trust, founder-embedded role that requires a high level of responsiveness and flexibility.

The Chief of Staff will regularly work alongside the Founder across both office and external settings, including meetings, project visits, and select events. As such, the role does not follow a traditional 9 to 5 structure and will require availability outside standard business hours when needed.

This is not a clock-in, clock-out position. It is designed for someone who is comfortable operating in a dynamic environment where priorities shift and opportunities arise in real time.

In return, the role offers significant exposure, responsibility, and direct access to high-level decision-making and relationships.

The role is best suited for someone who values proximity to decision-making, discretion, and real-time exposure to high-level environments.

Compensation

• Competitive base salary: $110,000 – $150,000, commensurate with experience
• Performance-based bonus tied to company and project outcomes

Why Join Silverstone?

This is a unique opportunity to work directly with the Founder of a growing real estate platform, with exposure to high-value projects, complex development processes, and a broad network across business, design, and public sector environments.

The role offers significant responsibility, direct access to decision-making, and the ability to meaningfully impact the trajectory of the firm.

This in an in-person role based in Washington, DC.