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Head Bookkeeper Jobs (NOW HIRING)

Lib's Grill

Head Bookkeeper

Perry Hall, MD

$19/hr

Manage bookkeeping with accuracy and attention to detail * Enter invoices, pay bills, manage accounts, and oversee payrolls * Complete licenses, permits, liability, and workers comp audits * Ensure ...

Lib's Grill

Head Bookkeeper

Bel Air, MD · On-site

$19/hr

Manage bookkeeping with accuracy and attention to detail * Enter invoices, pay bills, manage accounts, and oversee payrolls * Complete licenses, permits, liability, and workers comp audits * Ensure ...

Cottrell Tax & Accounting, LLC

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Head Bookkeeper \ Accountant

Naples, FL · On-site

$50K - $65K/yr

Tax & Accounting firm is looking for a hard-working employee that can manage the majority of the clients' day to day accounting needs (accounting, payroll, client communication, etc.). A lot of time ...

City of Worcester

HEAD GATE KEEPER

Worcester, MA · On-site

$16/hr

HEAD GATE KEEPER (SEASONAL) DEPARTMENT OF PARKS, RECREATION AND CEMETERY CITY OF WORCESTER The City of Worcester is seeking qualified applicants for Head Gate Keepers for the Department of Parks ...

Simms Showers LLP

Bookkeeper

Leesburg, VA · On-site

$20 - $30/hr

The part-time bookkeeper (30-35 hrs/week) will be assisting the Head of HR and Administration. This is an in-person position in Leesburg, VA, with a requirement to be in the office at least 3 days a ...

Simms Showers LLP

Bookkeeper

Leesburg, VA

$20 - $30/hr

The part-time bookkeeper (30-35 hrs/week) will be assisting the Head of HR and Administration. This is an in-person position in Leesburg, VA, with a requirement to be in the office at least 3 days a ...

Simms Showers LLP

Bookkeeper

Leesburg, VA · On-site

$20 - $30/hr

The part-time bookkeeper (30-35 hrs/week) will be assisting the Head of HR and Administration. This is an in-person position in Leesburg, VA, with a requirement to be in the office at least 3 days a ...

Brilliant Financial Staffing - IL

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Bookkeeper

Mount Prospect, IL · On-site

$31 - $36/hr

The Bookkeepers will report directly to the Head of Accounting & Finance and will be responsible for supporting day-to-day accounting operations with a primary focus on accounts payable functions.

Roessel Joy

Bookkeeper

Boston, MA

$26 - $32/hr

\n \n \n \n \n A retail organization is seeking to hire a Bookkeeper. In this seat, you will be responsible for full\-cycle AP & AR, GL maintenance, bank reconciliations, monthly sales tax, etc.

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Head Bookkeeper information

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$31.5K

$52.2K

$78K

How much do head bookkeeper jobs pay per year?

As of Jun 15, 2026, the average yearly pay for head bookkeeper in the United States is $52,249.00, according to ZipRecruiter salary data. Most workers in this role earn between $38,000.00 and $66,500.00 per year, depending on experience, location, and employer.

What is the highest paid bookkeeper?

The highest paid bookkeepers typically earn salaries in the top 10% of the profession, which can exceed $50,000 annually, especially with advanced skills, certifications, and experience. Factors such as industry, location, and the complexity of financial tasks influence compensation levels for bookkeepers.

What hourly rate should a bookkeeper charge?

The hourly rate for a bookkeeper typically ranges from $20 to $50, depending on experience, location, and the complexity of the work. Certified bookkeepers or those with specialized skills may charge higher rates, especially for small businesses or freelance work.

What are the key skills and qualifications needed to thrive as a Head Bookkeeper, and why are they important?

To thrive as a Head Bookkeeper, you need strong accounting knowledge, attention to detail, and experience with financial reporting, typically supported by an associate's or bachelor's degree in accounting or finance. Proficiency in accounting software such as QuickBooks, Xero, or Sage, as well as familiarity with spreadsheets and payroll systems, is essential. Excellent organizational skills, integrity, and effective communication distinguish top performers in this role. These skills ensure accurate financial records, regulatory compliance, and smooth collaboration with management and external stakeholders.

What are some common challenges faced by a Head Bookkeeper, and how can they be addressed?

A Head Bookkeeper often manages complex accounts, oversees junior staff, and ensures compliance with financial regulations, which can be challenging when balancing tight deadlines and high accuracy standards. Effective time management, strong organizational skills, and staying updated on the latest accounting software and regulations are key to overcoming these hurdles. Additionally, clear communication with team members and regular training can help ensure consistency and accuracy across all bookkeeping tasks.

What is the difference between Head Bookkeeper vs Bookkeeper?

AspectHead BookkeeperBookkeeper
CertificationsTypically requires certifications like QuickBooks Certified User or bookkeeping coursesOften requires basic bookkeeping certifications or none
Work EnvironmentSupervises bookkeeping staff, manages accounting processesPerforms day-to-day transaction recording
ResponsibilitiesOversees financial records, ensures accuracy, manages teamMaintains ledgers, processes invoices and payments
Industry UsageCommon in larger organizations or accounting firmsFound in small to medium businesses

The Head Bookkeeper typically has more managerial responsibilities and oversees the bookkeeping team, while a Bookkeeper focuses on daily transaction recording. Certifications and work environment overlap, but the Head Bookkeeper plays a supervisory role in larger organizations.

Is AI replacing bookkeepers?

AI is automating certain tasks in bookkeeping, such as data entry and transaction categorization, which can increase efficiency. However, human bookkeepers are still essential for tasks requiring judgment, analysis, and oversight, making the role evolving rather than entirely replaced.

What are Head Bookkeepers?

Head Bookkeepers are senior accounting professionals responsible for overseeing and managing the financial records of an organization. They supervise bookkeeping staff, ensure the accuracy of ledgers and financial statements, and often handle payroll, reconciliations, and regulatory compliance. Head Bookkeepers play a crucial role in maintaining the integrity of financial data and providing reports that support business decision-making. They typically report to financial managers or business owners and may help implement accounting policies and procedures.

What job makes $10,000 a month without a degree?

A Head Bookkeeper can potentially earn $10,000 a month with extensive experience, strong accounting skills, and proficiency in accounting software like QuickBooks. High-level bookkeeping roles in large organizations or specialized industries may reach this income level without requiring a formal degree, though certifications can enhance prospects.
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Head Bookkeeper jobs near you
Infographic showing various Head Bookkeeper job openings in the United States as of June 2026, with employment types broken down into 1% As Needed, 97% Full Time, 1% Part Time, and 1% Nights. Highlights an 95% Physical, 2% Hybrid, and 3% Remote job distribution, with an average salary of $52,249 per year, or $25.1 per hour.

Experienced Head Bookkeeper

AMDG Holdings LLC - Homes Now

Rockford, IL • On-site

$24 - $28/hr

Full-time

Posted yesterday

Job description

About the Role:

The Head Bookkeeper plays a critical leadership role in managing and overseeing the financial record-keeping processes of the organization. This position ensures the accuracy, completeness, and compliance of all bookkeeping activities, providing a reliable foundation for financial reporting and decision-making. The Head Bookkeeper will lead the bookkeeping staff, coordinating daily operations and implementing best practices to optimize efficiency and accuracy. This role requires close collaboration with accounting and finance to support budgeting, audits, and financial analysis. Ultimately, the Head Bookkeeper is responsible for maintaining the integrity of the company’s financial data and supporting the organization’s financial health and regulatory compliance.

Minimum Qualifications:

  • Bachelor’s degree in Accounting, Finance, or a related field, or equivalent work experience.
  • Minimum of 5 years of bookkeeping experience, with at least 2 years in a supervisory or lead role.
  • Proficiency with accounting software such as Appfolio and QuickBooks.
  • Strong understanding of Generally Accepted Accounting Principles (GAAP) and bookkeeping best practices.
  • Excellent organizational skills and attention to detail.

Preferred Qualifications:

  • Certified Bookkeeper (CB) designation or equivalent certification or 5+ years experience
  • Experience working in a mid-sized or large organization with complex financial transactions.
  • Familiarity with payroll systems and tax compliance requirements in the United States.
  • Advanced proficiency in Appfolio, Quickbooks, Microsoft Excel and financial reporting tools.
  • Experience implementing process improvements and internal controls in bookkeeping functions.

Responsibilities:

  • Supervise and manage the daily bookkeeping operations, including accounts payable, accounts receivable, payroll, and general ledger entries.
  • Ensure timely and accurate recording of all financial transactions in accordance with company policies and accounting standards.
  • Review and reconcile bank statements, credit card statements, and other financial documents to maintain accurate records.
  • Prepare and maintain detailed financial reports and documentation to support internal and external audits.
  • Lead, train, and mentor bookkeeping staff to enhance their skills and ensure adherence to best practices.
  • Collaborate with the finance and accounting departments to support month-end and year-end closing processes.
  • Monitor compliance with tax regulations and assist in the preparation of tax filings and reports.
  • Identify opportunities to improve bookkeeping processes and implement efficient workflows and controls.

Skills:

The Head Bookkeeper utilizes strong analytical and organizational skills daily to ensure all financial data is accurately recorded and reconciled. Proficiency in accounting software enables efficient management of transactions and generation of financial reports. Leadership and communication skills are essential for guiding the bookkeeping team and collaborating with other departments. Attention to detail and a thorough understanding of accounting principles help maintain compliance and support audit readiness. Additionally, problem-solving skills are applied to identify process inefficiencies and implement improvements that enhance the overall financial operations.