Lead Bookkeeper

CFS

Chicago, IL

JOB DETAILS
SALARY
$65,000–$85,000
SKILLS
Accounting, Accounting Close, Accounting Policies, Accounts Payable, Accounts Receivable, Analysis Skills, Bookkeeping, Compensation and Benefits, Data Management, Data Sets, Dental Insurance, Detail Oriented, Establish Priorities, Financial Management, Financial Operations, General Ledger Accounting, Health Insurance, Information Technology & Information Systems, Microsoft Excel, Operations, Organizational Skills, Process Management, Project Tracking, Property Management, Reconciliation, Record Keeping, Regulations, Spreadsheets, Team Lead/Manager
LOCATION
Chicago, IL
POSTED
Today

Lead Bookkeeper

We are seeking an experienced Lead Bookkeeper to lead our Bookkeeping team and oversee daily financial operations. This role works closely with accounting clerks and partners across the organization to manage key financial functions, including accounts payable/receivable, payroll, bank reconciliations, and technology integrations.

The ideal candidate is highly analytical, detail‑oriented, and confident in managing both processes and people. You will play a critical role in ensuring our financial management remains accurate, efficient, and aligned with organizational goals.


Key Responsibilities of Lead Bookkeeper

  • Oversee daily accounting functions including accounts payable/receivable, general ledger, payroll, and bank reconciliations
  • Lead month‑end and year‑end closing processes
  • Monitor day‑to‑day performance of the accounting department
  • Organize financial data into actionable insights and maintain accurate records
  • Track progress toward financial and accounting objectives
  • Establish and maintain accounting policies and procedures aligned with organizational targets
  • Oversee information technology needs related to accounting; collaborate with integrated software platforms and external IT partners

Required Skills & Qualifications of Lead Bookkeeper

  • Proven experience as a Bookkeeping Manager
  • Strong knowledge of bookkeeping and accounting principles, relevant laws, and regulations
  • Advanced proficiency in MS Excel (spreadsheets, charts, formulas)
  • Excellent analytical skills and ability to manage large data sets
  • High attention to detail and accuracy
  • Strong team leadership and management abilities
  • Effective workload prioritization and organizational skills
  • Experience with Entrata is a plus
  • Background in property management (3 years preferred)
  • Bookkeeping experience (3 years preferred)

Compensation & Benefits of Lead Bookkeeper

  • Bonus opportunities
  • Health insurance
  • Dental insurance
  • 401(k) with matching
  • Paid time off
Yearly Compensation $65,000 - $85,000 plus benefits
#INMAR2026

MaxSalary: USD85000
MinSalary: USD65000

About the Company

C

CFS

Founded by CPA firms in 1994, Creative Financial Staffing has spent over 30 years helping job seekers and employers succeed. In fall 2025, we rebranded as CFS—a name that reflects our full range of expertise while staying true to the trusted company you know.

CFS is the industry’s leading employee-owned staffing firm, connecting top talent in accounting, finance, technology, and human resources. We provide skilled professionals on both a temporary and permanent basis across diverse industries, leveraging our extensive network to match the right people with the right opportunities.

Our dedication to excellence extends to our award-winning culture, recognized repeatedly for growth, recruiting, workplace environment, and employee support. Honors include Forbes’ “America’s Best Recruiting and Temporary Staffing Firms,” Staffing Industry Analysts’ top U.S. staffing rankings, FlexJobs’ Top 100 Companies for Remote and Hybrid Work, Top Workplaces USA, Newsweek’s Best Practices awards, and more.

COMPANY SIZE
500 to 999 employees
INDUSTRY
Financial Services
FOUNDED
1994
WEBSITE
http://www.cfstaffing.com/