Compass · 1 day ago
Chief of Staff to President
New York, NY
Full-time
Onsite
Director/Executive
$135K/yr - $182K/yr
8+ years expCompass is a company revolutionizing the real estate industry with its end-to-end platform. The Chief of Staff to the President will play a crucial role in strategic planning, execution, and stakeholder management, working closely with the leadership team to drive initiatives and improve processes.
Property ManagementPropTechReal EstateReal Estate BrokerageResidential
Responsibilities
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
Qualification
Required
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 work and trade-offs against critical project timelines in a fast-paced, scrappy, dynamic environment; growth mindset; results oriented and outcome driven
Ability to stand in front of a large room of agents or small room of senior stakeholders to drive the business's agenda, influence, and motivate people to achieve big goals
Customer obsession; excels at synthesizing insights about what matters most to customers and accelerating velocity to deliver incredible customer benefit/experiences
Undergraduate degree required (equivalent professional experience will be considered); advanced degree a plus
Benefits
Paid vacation
Holidays
Sick time
Parental leave
Recharge leave
Medical
Tele-health
Dental and vision benefits
401(k) plan
Flexible spending accounts (FSAs)
Commuter program
Life and disability insurance
Maven (a support system for new parents)
Carrot (fertility benefits)
UrbanSitter (caregiver referral network)
Employee Assistance Program
Pet insurance
Company
Compass
Compass is a real estate technology company that provides an online platform for buying, renting, and selling real estate assets.
1001-5000 employees
H1B Sponsorship
Compass has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (2)
2024 (4)
2023 (5)
2022 (21)
2021 (73)
2020 (22)
Funding
Current Stage
Public CompanyTotal Funding
$2.62BKey Investors
Morgan Stanley Senior FundingSoftBank Vision FundFidelity
2026-01-08Post Ipo Debt· $850M
2025-11-17Post Ipo Debt· $250M
2021-04-01IPO
Leadership Team
Robert Reffkin
Founder & CEO
M
Mike Toltzis
Co-Founder @ SET Real Estate Group || Compass
Recent News
2026-01-23
Bizjournals.com Feed (2025-11-12 15:43:17)
2026-01-12
Company data provided by crunchbase