Chief of Staff to President

At Compass, our mission is to help everyone find their place in the world. Founded in 2012, we’re revolutionizing the real estate industry with our end‑to‑end platform that empowers residential real estate agents to deliver exceptional service to seller and buyer clients.

Please note: this role is 100% in‑office based in our office in NYC (110 5th Ave).

This role spans strategic planning, execution, analysis, communications, change management, operational excellence, senior‑level influence and stakeholder management, cross‑functional collaboration, and special project management of top company initiatives. It requires someone who can quickly establish trust across the organization and at the senior‑most levels, influence without authority, and gain a reputation for being a valued thought partner and leader.

• Work across the organization to align teams, set goals, execute initiatives, improve processes, increase value and profitability
• Orchestrate strategic and complex cross‑functional business activities and projects with speed while maintaining sharp business acuity, creativity, and attention to detail
• Oversee tracking, reporting and dashboards that support decision making, enable organizational agility, and mitigate risk
• Identify opportunities for process improvements, implement program management best practices, and observe/influence team dynamics to improve productivity and outcomes
• Drive collaboration and communication within the team, with key stakeholders, with partners and across the company with a strong bias for action

• Own and execute the Brokerage leadership’s management cadence, including the annual strategy and planning cycle, and quarterly offsites
• Track progress across the key Brokerage initiatives, proactively identifying roadblocks and ensuring cross‑functional accountability
• Serve as a critical thought partner to the Brokerage President, synthesizing complex information and data across the business and developing a perspective on potential solutions, not just summarizing information

• Design, manage, and optimize the operating rhythm of the brokerage leadership team, including leadership meetings and business reviews
• Set effective meeting agendas, curate participant lists, facilitate discussions, capture clear decisions and action items, and ensure timely follow‑up to maximize team efficiency
• Filter, delegate, and manage inbound requests and issues

• Lead executive communications for the Brokerage President and leadership, crafting clear and compelling messaging for various audiences (including email communications to regional leaders, organization‑wide broadcasts, and department‑specific updates)
• Prepare presentations, talking points, and briefing materials for internal and external engagements, ensuring the Brokerage President is well‑prepared and messaging is precise and aligned with company priorities
• Support and champion employee culture initiatives across the brokerage, working with leadership to foster a positive, high‑performance, and inclusive work environment

• Act as a trusted delegate and proxy for the Brokerage President, attending key internal meetings on their behalf and representing them with judgment and authority
• Quickly gain a deep understanding of the brokerage business and customer to exercise strong independent judgment and make effective decisions
• Exhibit the ability to “see around corners,” proactively anticipating potential organizational challenges, developing a well‑articulated point of view, and proposing preemptive strategies

• 8 or more years of professional experience; at least 4 or more years coordinating the delivery of initiatives and programs involving C‑Suite leaders with a measurable record of tangible impact to the organization
• Critical thinking and analytical/problem‑solving skills, and the ability to combine and balance qualitative analysis with a proven understanding of strategy, operations, interpersonal and technical competencies
• Ability to prioritize and manage…