Salary: $100,022.00 - $160,228.00 Annually
Location : Annapolis
Job Type: Full-Time
Job Number:
Department: Finance Administration
Opening Date: 07/09/2026
Closing Date: 7/23/2026 11:59 PM Eastern

Job Summary
The City of Annapolis is seeking a highly sophisticated, forward-thinking financial leader to serve as the Deputy Finance Director. Under the general direction of the Finance Director, this position performs professional work of unusual difficulty in planning, administering, and coordinating the operational and fiscal work activities of the Finance Administration.

The ideal candidate will demonstrate seasoned executive judgment, rigorous attention to internal control environments, and a proven track record of supervising complex governmental accounting functions to optimize accuracy, transparency, and operational efficiency.

Essential Job Functions

• Executive Leadership: Acts in the absence of, and on behalf of, the Finance Director; assists with planning, organizing, and directing citywide fiscal and management control functions.
• Policy & Internal Controls: Develops, manages, implements, and enforces financial policies and procedures. Ensures compliance with all applicable local, state, and federal laws and ensures internal controls are dynamically designed to mitigate risks.
• Governmental Financial Reporting: Prepares the Annual Comprehensive Financial Report (ACFR) and manages detailed footnote compliance in strict accordance with Governmental Accounting Standards Board (GASB) guidelines; acts as a primary liaison for the annual audit.
• General Ledger & Accounting Management: Directs the systematic planning, organization, and maintenance of the general ledger. Supervises the orderly, accurate, and timely processing of all accounting transactions and conducts monthly review and approvals of internal ledger reconciliations.
• Financial Analysis & Reporting: Compiles and reviews monthly financial reporting metrics for the Finance Director. Reviews expenditures, authorized payments, commitments, and revenue data to prepare clear, concise financial presentations.
• Legislative Oversight: Analyzes City and State legislation to author critical fiscal impact statements. Coordinates and compiles necessary data for Public Information Act (PIA) requests.
• Budget Support: Assists the Finance Director in formulating and preparing the annual budget, alongside monitoring departmental expenditures to align with strict budgetary guidelines.
• Systems & Technology Optimization: Monitors the Finance Office's information technology operations, collaborating closely with the Integrated Technology Solutions (ITS) Team to drive procedural efficiencies, system maintenance, and uninterrupted workflows.
• Training & Mentorship: Mentors, directs, and supervises financial staff. Coordinates comprehensive training sessions on the City's systems of record, internal controls, and citywide processes for departmental stakeholders.

Knowledge, Skills, and Abilities

• Technical Mastery: Advanced, practical knowledge of Generally Accepted Accounting Principles (GAAP) and GASB as applied to municipal entries, records, and reporting structures.
• Modern Technical Acuity: Understanding of, and practical capability to utilize, Artificial Intelligence (AI) and automated capabilities to enhance modern municipal financial workflows.
• Report Preparation: Mastery-level skill in researching, analyzing, and synthesizing complex, technical financial data into scannable and timely reports.
• Collaboration & Tact: Exceptional interpersonal skills and the ability to utilize good judgment, courtesy, and diplomacy to build effective working relations with agency employees, government officials, and the public.
• Personnel Management: Demonstrated capability to successfully plan, organize, evaluate, and direct the day-to-day operations of subordinate professional personnel.

Qualifications

Minimum Education & Experience Requirements:

• Education: Possession of a Master's degree in accounting, finance, business administration, or a strictly related field from an accredited university.
• Total Fiscal Experience: A minimum of seven (7) years of professional experience managing complex accounting and fiscal operations.
• Supervisory Experience: A minimum of five (5) years of formal supervisory experience overseeing finance/accounting teams.

• Governmental Reporting: A minimum of three (3) years of direct experience specifically preparing public sector or governmental financial reports.

Preferred Qualifications:

• Active license as a Certified Public Accountant (CPA), preferred.
• Progressively responsible leadership experience explicitly working within a local government structure.

Employment Conditions

Employment Conditions & Working Environment

• Physical Demands: The position is primarily sedentary, occasionally requiring up to 10 pounds of force to move office items. It demands manual dexterity for repetitive office machinery tasks/reaching, alongside acute visual and auditory perception.
• Mental Acuity: High mental acuity is essential to form logical, rational decisions through sound deductive and analytical processing.
• Environment: Work is carried out safely inside a secure, professional office environment.

Summary of Benefits for Civil Service
Work Hours: Minimum 35 hour work week, depending upon department operations.
Holidays: 12 paid holidays per calendar year.
Personal Leave: 3 personal days per calendar year (cannot be carried over).
Sick Leave: 15 days sick leave per calendar year, with unlimited accumulation.
Final sick leave balance is eligible for additional service credit towards retirement once eligibility requirements
have been met.
Annual Leave: Annual leave accumulates per calendar year as noted below (may carry over to the next calendar year 5 days of annual leave per year of service up to a maximum of 30 days).
Years of Service Days of Annual Leave
1 through 2 15 days
2 through 9 18 days
10 through 19 20 days
Longevity Leave: Longevity leave is in addition to the annual leave noted above. It cannot be paid out or carried over and must be used before your next anniversary:
Years of Service Days
20 through 24 1 day
25 through 29 2 days
30 or more 3 days
Health Insurance Plans (75% City Paid and 25% Employee Paid, unless otherwise noted):

• Medical and Prescription Drug (HDHP, EPO, Core, Plus)
• Dental (Core and Plus)
• Vision (Core and Plus)
• Flexible Spending Accounts (Medical and Dependent Care)
• Health Savings Account (HSA) (HDHP only)
• Short-Term Disability (100% City paid)
• Long-Term Disability (100% Employee paid)
• Core Life and AD&D Insurance for Employee (100% City paid)
• Optional Life Insurance for Employee, Spouse and Dependents (100% Employee paid)
• Legal Benefit (100% Employee paid)
• Employee Assistance Program (EAP) - up to 3 confidential visits with a counselor for the employee, spouse, and their dependents
• VEBA/RMSA: A Retiree Medical Savings Account (RMSA) is an individual investment account held in Trust to help employees save for Retiree Health Care costs (can be used after retirement or separation of employment with the City).
• Employee Assistance Program (EAP) - up to 3 confidential visits with a counselor for the employee, spouse, and their dependents

Retirement Plans: 457(b) Deferred Compensation Plans with MissionSquare, Nationwide Retirement Solutions or Voya Financial
Maryland State Retirement System (Civil Service):

• 7% employee contribution
• Full vesting rights after 10 years of service credit
• Full Service Retirement - Rule of 90 (sum of Age and Eligibility Service must equal 90 or Age 65 with 10 Years Eligibility Service

Employee Rewards & Recognition program
Eligible to join the State Employees Credit Union (SECU)
Please Note: This document is intended to be a brief summary only. Please refer to the individual plan documents, Collective Bargaining Agreements, and the Rules and Regulations of the Personnel System for additional details specific to your benefits.
REVISED 2023-08-24
01

Which of the following best describes your highest level of completed education?

• High School Diploma / GED
• Associate's Degree
• Bachelor's Degree in Accounting, Finance, Business Administration, or a closely related field
• Master's Degree (or higher) in Accounting, Finance, Business Administration, or a closely related field
• None of the above

02

For degrees obtained from a university or college outside the United States, applicants must provide certified accreditation and educational equivalency documentation from an approved credential evaluation service upon the close of this announcement

• Yes, this applies to me and I have attached the necessary documentation.
• Yes, this applies to me but I have NOT attached the documentation (Understanding this may result in disqualification)
• No, this does not apply to me (My degree was obtained within the United States).

03

Do you have at least seven (7) years of professional experience in complex accounting and fiscal operations?

• Yes
• No

04

If you answered "Yes," please explain your experience below. Include your official position title, length of time in the position, and a summary of your major fiscal duties. Note: This experience MUST also be explicitly detailed in the work history section of your application to be considered qualifying.
05

Do you have five (5) or more years of formal supervisory experience managing finance, accounting, or audit personnel?

• Yes
• No

06

If you answered "Yes," please explain your experience below. Include your official position title, the number of employees you directly supervised, your length of time in the position, and your primary supervisory responsibilities. Note: This experience MUST also be explicitly detailed in the work history section of your application to be considered qualifying.
07

Do you have three (3) or more years of direct experience preparing public sector or governmental financial reports?

• Yes
• No

08

If you answered "Yes," please explain your experience below. Include your official position title, name of the government agency, length of time in the position, and major reporting duties. Note: This experience MUST also be explicitly detailed in the work history section of your application to be considered qualifying.
09

Do you have direct experience preparing, managing, and finalizing the Annual Comprehensive Financial Report (ACFR), including authoring complex footnotes in strict accordance with Governmental Accounting Standards Board (GASB) guidelines?

• Yes
• No

10

If you answered "Yes," please explain your experience below. Include your official position title, the specific GASB standards you routinely apply, your length of time in the position, and your primary contributions to the ACFR process. Note: This experience MUST also be explicitly detailed in the work history section of your application to be considered qualifying.
11

Do you have experience analyzing municipal/state legislation and constructing formal fiscal impact statements for executive or mayoral review?

• Yes
• No

12

If you answered "Yes," please briefly highlight the scope of the legislation you analyzed, your position title at the time, and how you formulated the fiscal impacts.
13

Do you possess a valid and current Certified Public Accountant (CPA) license?

• Yes, I hold an active CPA license in good standing.
• No, but I am currently a candidate sitting for the CPA exam uniform sections.
• I do not possess a CPA license.

14

Which of the following best describes your progressively responsible experience working explicitly within a local, county, or state government structure?

• I have over 5 years of senior leadership experience in local government.
• I have 2 to 5 years of professional experience in local government.
• I have less than 2 years of experience in local government.
• I have no prior experience in public sector/local government finance.

15

Please select the areas of financial administration where you possess direct, hands-on experience designing, establishing, and monitoring internal control policies to manage risk (Select all that apply):

• General Ledger Maintenance & System-wide Reconciliations
• Information Technology Systems (ITS) & Financial Software Upgrades
• Public Information Act (PIA) Data Coordination
• Staff Training on Accounting Systems of Record & Internal Rules
• Annual Operating & Capital Budget Formulations
• None of the above

Required Question