Chief of Staff

Human Capital Advisors; Pittsburgh (Allegheny County); On-site; USD 180,000 - 260,000; Full time

Job summary

Human Capital Advisors seeks a Chief of Staff to serve as the operational backbone of a diversified family office. You will ensure commitments are tracked, communications flow efficiently, and the Chairman's time is protected for strategy and capital allocation.

The role spans real estate, healthcare tech, and private investments with high discretion and cross-functional collaboration. Ideal candidates bring 7–10+ years in a similar role, strong executive communication skills, and comfort with

Qualifications

• 7–10+ years in a Chief of Staff, executive operations, or principal-supporting role operating a business of similar scale.
• Strong written communication — crisp executive summaries, memos, and correspondence.
• Financial fluency: comfortable with budgets, deal summaries, and financial statements.
• Familiarity with the regional business community (Pittsburgh-area roots preferred).
• Bachelor's degree required; advanced degree (JD, MBA) and/or certification (CPA, CFA) a plus.
• Legal and/or finance background strongly preferred — exposure to contracts, due diligence, and financial reporting.

Responsibilities

• Principal Support & Information Flow: Manage the Chairman's calendar, priorities, and inbound communications with sound judgment.
• Governance & Meeting Operations: Prepare agendas, pre-reads, and follow-up materials for internal meetings and board sessions.
• Liaison to Portfolio Companies: Coordinate between the family office and portfolio companies to align information and priorities.
• Transaction & Due Diligence Coordination: Oversee due diligence logistics and document flow with external partners.
• Project, Vendor & Provider Management: Run operations end-to-end with vendors, contracts, and facilities.
• Team Coordination & Continuity: Delegate, unblock, and document standard processes for continuity.
• Discretion: Handle sensitive matters with absolute confidentiality.

Skills

Decision Quality

Ambiguity Management

Business Insight

Accountability

Process Improvement

Communication

Instills Trust

Stakeholder Management

Collaboration

Resilience

Calm Under Pressure

Self-Development

Education

Bachelor's Degree

Advanced Degree (JD, MBA) a plus

Legal/Finance background (paralegal/contract) a plus

Tools

Calendar & Email Management

Spreadsheets

Document Management

AI Tools

Job description

ABOUT the Family Office:

We are a Single-Family Office that operates a sophisticated, multi-industry portfolio of active operating companies, private equity investments, and joint ventures. Anchored by a pioneering, global healthcare technology enterprise founded in 1991 and an institutional-scale commercial real estate firm managing approximately 2 million square feet of premier assets founded in 1987, the family office ecosystem represents a dynamic, significant asset footprint. Built on a multi-decade foundation of entrepreneurship, the family office functions as a high-velocity strategic hub, actively driving operational alignment, corporate governance, and diversified investment growth across its holdings. We support a prominent, multi-generational private investment ecosystem with diverse holdings spanning enterprise software-as-a-service (SaaS), substantial commercial and residential real estate portfolios with commercial retail, office, mixed use, and student housing properties across Pennsylvania, and strategic alternative investments. Rather than operating as a passive wealth management vehicle, the family office acts as a strategic partner and operational anchor to its mature operating companies and charitable foundation. The organization blends a deeply rooted local legacy with a global reach in healthcare innovation and community-minded, public-private partnership oriented real estate investments, offering a fast-paced, highly collaborative environment focused on long‑term value creation. The family office maintains a highly professional, low‑profile, and collaborative culture. Because the portfolio spans radically different asset classes—from physical brick-and-mortar real estate to high‑growth tech platforms—the environment demands absolute cognitive agility, proactive problem‑solving, and the highest standards of confidentiality. We value strategic institutional rigor executed with the speed and flexibility of a private entrepreneurial enterprise.

PURPOSE/MISSION:

A family office in its fourth decade, spanning real estate development, healthcare technology, alternative investments, and philanthropy, is seeking a Chief of Staff to serve as the operational backbone of the organization— the person who ensures that commitments are tracked, communications flow cleanly, and the Chairman's time is protected for high-level strategy and capital allocation. The Chief of Staff will serve as a strategic partner, providing operational oversight and executive alignment across a diverse portfolio of mature corporate entities, including an industry-leading healthcare technology firm and a multi-million-square-foot commercial real estate investment company. The ideal candidate brings a proven track record of driving operational excellence within a substantial single-family office or managing a significant, institutional-scale portfolio.

Primary Responsibilities:

• Principal Support & Information Flow: Manage the Chairman's calendar, priorities, and inbound communications with sound judgment about what rises to his attention. Deliver concise, decision-ready briefings rather than extensive reports.
• Governance & Meeting Operations: Prepare agendas, pre-reads, and follow-up materials for internal meetings, investment discussions, and board/committee sessions. Track decisions and hold owners accountable for action items.
• Liaison to Portfolio Companies: Serve as the coordination point between the family office and portfolio companies (real estate, healthcare technology, President, CFO, and Legal) — ensuring information, commitments, and priorities flow cleanly in both directions without duplication of effort.
• Transaction & Due Diligence Coordination: Manage due diligence logistics, document flow, and closing checklists alongside external counsel, bankers, and advisors. (Financial underwriting and deal analysis are priority skill sets;this role owns process and momentum.)
• Project, Vendor & Provider Management: Own recurring operational workstreams end-to-end — vendors, contracts, insurance, facilities, and relationships with legal, accounting, and tax professionals.
• Team Coordination & Continuity: Delegate, unblock, and elevate appropriately across a small professional team. Document recurring processes as standard operating procedures to ensure continuity and coverage.
• Discretion: Handle sensitive family, financial, and personal matters with absolute confidentiality.

Reasonable Accommodations may be made to enable individuals with disabilities to perform the essential functions.

PERFORMANCE SKILLS:

• Decision Quality
• Manages Ambiguity
• Business Insight
• Ensures Accountability
• Optimizes Work Processes
• Communicates Effectively
• Instills Trust
• Balances Stakeholders
• Collaborates
• Being Resilient
• Composure and Precision
• Self-Development

EDUCATION/EXPERIENCE REQUIREMENTS:

• Proficiency with productivity toolsets (calendar/email management, spreadsheets, document management) including artificial intelligence tools; discretion with personal devices and data is a must
• 7–10+ years in a Chief of Staff, executive operations, or principal-supporting role operating a business of similar scale
• Strong written communication — crisp executive summaries, memos, and correspondence
• Financial fluency: comfortable with budgets, deal summaries, and financial statements
• Familiarity with the regional business community (Pittsburgh-area roots preferred, given the long-horizon, stability-oriented nature of the role)
• Bachelor's degree required; advanced degree (JD, MBA) and/or certification (CPA, CFA) a plus
• Legal and/or finance background strongly preferred — formal training or professional experience as a paralegal, contract administrator, CPA, or similar credential is ideal for this role, given the constant exposure to transaction documents, due diligence materials, contract administration, and financial reporting across the portfolio
• Proficiency with productivity toolsets (calendar/email management, spreadsheets, document management) including artificial intelligence tools; discretion with personal devices and data is a must