Assistant General Counsel - Generalist

City of New York

📍Manhattan, NY
Posted May 23, 2026

Job Overview

Position

Assistant General Counsel - Generalist

Company

City of New York

Location

Manhattan, NY

Work Type

On-site

Job ID

li-4414825440

Job Description

The New York City Comptroller’s Office works to promote the financial health, integrity, and effectiveness of New York City government, in order to strengthen trust, secure a thriving future for all New Yorkers, and build a more just, equitable, and resilient city. Led by an independently elected citywide official, the comptroller’s office provides checks and balances needed to hold City government accountable for budgeting wisely, investing responsibly, operating efficiently, acting fairly, living up to its obligations and promises, and paying attention to the long-term challenges we face together.

The Comptroller’s Office of General Counsel leverages the expertise of its diverse team of attorneys to provide high quality legal advice, counsel, and support to the Comptroller and the Agency’s various bureaus. OGC facilitates and advances the Office’s strategic objectives in advising on the various legal and operational opportunities and risks, while ensuring compliance with the Agency’s Charter mandate, as well as local, state, and federal laws.

Responsibilities
The Office of General Counsel (OGC) is responsible for handling all legal matters implicated in the work of the Comptroller the City’s independent and chief fiscal watchdog. OGC addresses myriad legal issues, including:

compliance and risk management, litigation strategy, municipal finance and pension investment transactions and disclosures, agency audits, settlements of claims brought on behalf of and against the City, employee discipline, records access, public policy, and proposed federal, state, and local legislation. OGC works closely with all of the divisions within the Comptroller’s Office and with various City agencies.

Under the direction of the General Counsel, with wide latitude for the exercise of legal knowledge, judgment, and experience.

Responsibilities Include, But Are Not Limited To, The Following

  • Perform legal research, draft memoranda, and provide legal advice on complex and important legal matters to all the divisions within the agency, including the Bureau of Contract Administration, Bureau of Asset Management, the Bureau of Labor Law, the Bureau of Accountancy, Audit Bureau, and the Executive and Policy Divisions, on complex legal questions and matters.

  • Assist with difficult and important litigation, subpoenas, discovery requests, and document retention issues.

  • Advise on Procurement Policy Board rules and government contract rules. Draft and review complex requests for proposals (RFPs) and contracts, and negotiate important agency agreements, as needed.

  • Draft legislation and review important and complex proposed legislation.

  • Review and analyze reports and recommendations in prevailing wage cases brought before the Office of Administrative Trials and Hearings (OATH).

  • Assist with complex Freedom of Information Law (FOIL) matters and responses.

  • Address significant compliance and risk issues, including development of best practices and agency policy.

  • Handle important matters relating to New York civil service law and Chapter 68 of the City Charter, which addresses conflicts of interest issues; and,

  • Perform other related assignments and special projects as required.

EXECUTIVE AGENCY COUNSEL - 95005

Minimum Qualifications
Admission to the New York State Bar; and four years of recent full-time responsible, relevant, satisfactory legal experience subsequent to admission to any bar, eighteen months of which must have been in the supervision of other attorneys, in an administrative, managerial or executive capacity, or performing highly complex and significant legal work.

Incumbents must remain Members of the New York State Bar in good standing for the duration of this employment.

Preferred Skills

  • Exceptional research, writing, and oral communication, including the ability to analyze, communicate, and explain complex legal issues to various audiences. - Ability to think creatively and critically, solve problems, and multi-task effectively. - Ability to work under pressure in a fast-paced environment, both independently and collaboratively, with excellent interpersonal and time-management skills. - Excellent organization skills and demonstrated project-management skills involving engagement with internal and external stakeholders.

Public Service Loan Forgiveness

As a prospective employee of the City of New York, you may be eligible for federal loan forgiveness programs and state repayment assistance programs. For more information, please visit the U.S. Department of Education’s website at https://studentaid.gov/pslf/.

Residency Requirement

New York City Residency is not required for this position

Additional Information

The City of New York is an inclusive equal opportunity employer committed to recruiting and retaining a diverse workforce and providing a work environment that is free from discrimination and harassment based upon any legally protected status or protected characteristic, including but not limited to an individual's sex, race, color, ethnicity, national origin, age, religion, disability, sexual orientation, veteran status, gender identity, or pregnancy.

, 120000 – 130000

Interview Prep

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Key Skills

Required:
Preferred:

Practice Questions

💡Technical Questions (3)
  • 1.How would you approach reviewing a complex Request for Proposals (RFP) for a major city contract to ensure it complies with Procurement Policy Board (PPB) rules while advancing the agency's strategic objectives?
  • 2.A journalist submits a broad Freedom of Information Law (FOIL) request for internal communications regarding a sensitive, ongoing audit. How do you handle the legal review and response?
  • 3.Can you explain the key legal considerations under Chapter 68 of the NY City Charter when advising a high-level agency employee about a potential conflict of interest?
🎯Behavioral Questions (3)
  • 1.Tell me about a time you had to explain a complex legal risk to a non-legal stakeholder or executive team. How did you ensure they understood the implications for their strategy?
  • 2.Describe a situation where you had to manage competing priorities from different bureaus or departments, both seeking urgent legal advice. How did you handle it?
  • 3.Give an example of a time you developed a best practice or agency policy to address a recurring compliance issue. What was the outcome?
🧩Situational Questions (2)
  • 1.The General Counsel asks you to draft legislation on a tight deadline regarding a new public policy initiative, but you realize the proposed policy may conflict with recent state legislation. What do you do?
  • 2.You are reviewing a prevailing wage case recommendation from the Bureau of Labor Law before it goes to the Office of Administrative Trials and Hearings (OATH). You disagree with the Bureau's interpretation of the wage schedule. How do you proceed?

Resume Keywords

Make sure these keywords appear on your resume

Municipal LawProcurement Policy BoardFOILChapter 68OATHPrevailing WageLitigation StrategyLegislative DraftingRFP ReviewRisk ManagementComplianceLegal Memoranda

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