Deputy Chief of Compliance + Operations

POSITION DESCRIPTION

Title

Deputy Chief of Compliance + Operations

Function

Compliance + Operations

Department

Compliance + Operations

Pay Range

$100,000 - $120,000

Exempt, Full-time

Reports To

Chief Compliance + Operations Officer

The Deputy Chief of Compliance + Operations is a key leadership role that enhances operational effectiveness across compliance, crisis response, vendor oversight, and property management. As the second-in-command to the Chief Compliance and Operations Officer (CCOO), this role is responsible for translating strategic initiatives into operational execution, ensuring seamless alignment with organizational priorities. This leader will oversee critical functions, including labor relations, contractual risk management, vendor negotiations, and housing/property management.

Like all CSB staff members, the Deputy Chief of Compliance + Operations fosters an atmosphere of dignity, respect, and inclusivity, adhering to CSB's Code of Conduct. They ensure equitable treatment of all individuals, regardless of race, religion, color, national origin, ethnicity, ancestry, sex, sexual orientation, gender identity or expression, age, disability, veteran status, familial status, or socio-economic background.

Minimum Qualifications

• Demonstrated alignment with the organization's mission and values.
• Degree in Business Administration, Law, Public Administration, Housing, or a related field; Juris Doctorate preferred.
• At least five years of management experience in compliance, operations, procurement, or vendor management, preferably within a quasi-government or system-level non-profit setting. Experience in labor law, contract negotiation, and risk management is highly desirable.
• Strong background in federal funding compliance (HUD preferred), legal frameworks related to procurement and housing, and vendor/property management best practices.
• Strategic thinker with strong executive functioning.
• Ability to manage multiple priorities.
• Experience overseeing compliance-driven operations.

Why Join Us?

Step into a pivotal role at the core of our mission-driven organization. As the Deputy Chief of Compliance + Operations, you'll work alongside visionary leaders, shaping the strategies and systems that drive our impact. Enjoy a dynamic, purpose-filled work environment, competitive compensation, and a supportive culture that values professional growth, innovation, and meaningful change.

We prioritize your well-being with comprehensive benefits, including medical, prescription, dental, vision, life, and disability insurance. We also offer a 401(k)-retirement plan with employer contributions, pre-tax savings options, paid leave, and more to support a balanced and fulfilling career.

Key Responsibilities

Strategic Leadership & Compliance Oversight

• Serve as the #2 to the Chief Compliance and Operations Officer, ensuring alignment between strategy and operations.
• Develop and oversee compliance policies, ensuring all activities meet federal, state, and local funding regulations.
• Lead contractual risk management, serving as the general counsel for labor and vendor contracts (in coordination with external legal counsel).

Vendor and Property Management

• Manage relationships with vendors, landlords, and property management entities to maintain and expand affordable housing options.
• Oversee procurement and vendor contracts, ensuring cost-effectiveness and quality.
• Lead efforts to secure long-term housing partnerships, focusing on sustainability and impact.

Crisis and Seasonal Sheltering Operations

• Assist in overseeing the execution of crisis and seasonal sheltering operations, ensuring readiness and efficiency.
• Monitor shelter capacity and resource allocation to optimize service delivery.
• Work with community partners to enhance emergency response frameworks.

Labor Relations & Contractual Oversight

• Serve as the liaison for labor relations, ensuring compliance with legal and regulatory frameworks.
• Oversee contract negotiations, ensuring agreements are beneficial to the organization while mitigating risk.
• Work closely with Human Resources to support workforce policies that align with operational goals.

Data-Driven Decision-Making

• Analyze operational data to track performance, identify trends, and drive continuous improvement.
• Ensure data compliance, working closely with the Data & Evaluation team to maintain accurate records and reporting.
• Provide strategic insights to the Executive Leadership Team and Board of Trustees.

Skills, Knowledge, and Abilities

• Executive Functioning: Strong decision-making, prioritization, and problem-solving skills.
• Strategic Vision: Ability to translate strategy into actionable plans.
• Contract Negotiation: Experience in labor relations, vendor contracts, and compliance frameworks.
• Operational Oversight: Expertise in procurement, vendor relations, and property management.
• Data-Driven Leadership: Ability to use operational data and financial analysis to inform decisions.
• Stakeholder Engagement: Strong communication skills to liaise with partners, government entities, and legal counsel.
• Crisis Management: Ability to respond effectively to emergency sheltering and compliance challenges.
• Intermediate to mastery proficiency in Microsoft Office Suite (Word, Excel, PowerPoint, Outlook) and internet-based applications

Key Competencies

• Legal and Compliance Acumen: Understanding of contract law, federal funding regulations, and risk management.
• Project and Process Management: Ability to manage multiple complex initiatives with competing priorities.
• Leadership and Influence: Strong interpersonal skills to engage and guide cross-functional teams.
• Problem Solving and Decision-Making: Adept at navigating high-stakes challenges with clear, logical solutions.
• Collaboration and Relationship Building: Works effectively with vendors, legal teams, and internal stakeholders.

Physical AND Mental Demands

• High-energy role with frequent interactions across departments.
• Ability to manage multiple high-priority projects simultaneously.
• Strong attention to detail and analytical skills for contract and compliance work.
• Ability to work in a fast-paced, high-pressure environment, especially during crisis events