Location: Downtown Chicago, IL
Firm: Klain and Associates, LLC
Job Type: Full-time | In-Office
Compensation: Highly competitive; based on experience and performance
About UsKlain and Associates, LLC is a boutique law firm located in the heart of downtown Chicago, committed to delivering exceptional legal services with a personalized touch. As we expand, we’re looking for talented and motivated professionals to join our Case Management and Paralegal Departments.
This is an exciting opportunity for individuals passionate about law, who thrive in a fast-paced environment and are ready to grow with a dynamic team.
Position OverviewWe’re seeking Legal Assistants and Case Managers who bring energy, precision, and professionalism to their role. You’ll be integral in supporting our attorneys and ensuring smooth and efficient case flow.
This is not an entry-level position—you’ll need to manage a high volume of work with accuracy and professionalism, while delivering excellent client service and internal support.
Key ResponsibilitiesManage and maintain case files, calendars, and deadlines
Draft and proofread legal documents and correspondence
Communicate effectively with clients and other parties
Support attorneys with administrative and legal tasks as needed
Ensure confidentiality and accuracy in all aspects of case management
What We’re Looking ForStrong desire to work in the legal field and grow professionally
Exceptional organizational skills and attention to detail
Excellent written and verbal communication skills
Ability to manage a high-volume caseload efficiently
Proficiency in case management software, and typing
Bilingual (Spanish-English) required
Prior legal or administrative experience preferred
Why Join Us?Competitive, performance-based compensation
Collaborative, boutique firm environment
Centrally located office in downtown Chicago
Growth opportunities and career development support
Be part of a high-performing and respected legal team
How to ApplyReady to take the next step in your legal career? Please submit your resume and a brief cover letter.
Klain and Associates, LLC is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. Read LessLocation: Chicago, IL — In office only Schedule: 2-3 full days per week (8 hours per day), with flexible scheduling Compensation: $35–$45 per hour, based on experience Classification: Open to either W-2 employee or 1099 independent contractor
Position SummaryWe are seeking a detail-oriented, dependable, and discreet Part-Time Full-Charge Bookkeeper/Accountant to manage the day-to-day financial operations of three commonly-owned small businesses operating in highly regulated, confidentiality-sensitive fields:
A Social Security disability business (handles claimant PII and works to Social Security Administration standards)
A Medicare insurance agency
A law practice (maintains attorney client trust / IOLTA accounts)
This is an in-office role, approximately one to two full days per week. The work is performed primarily in QuickBooks Online, and the right candidate will work independently to keep the books accurate, current, and audit-ready, and will prepare financials for handoff to our outside accounting firm. Payroll, sales/use tax, and tax preparation are handled externally and are not part of this position.
The ideal candidate has full-charge bookkeeping experience, has worked with attorney trust/IOLTA accounts (including three-way reconciliation), understands the discretion required when handling sensitive personal and government-regulated information, and can be trusted to work independently with minimal supervision.
ResponsibilitiesMaintain accurate, current financial records for three small companies in QuickBooks Online
Record and categorize income and expenses across all three entities
Reconcile bank and credit card accounts monthly
Perform three-way reconciliation of attorney trust (IOLTA) accounts, maintain per-client ledgers, and keep documentation audit-ready
Process accounts payable and accounts receivable as needed
Maintain vendor records and payment schedules
Track activity involving related/commonly-owned entities accurately
Prepare month-end and year-end financial statements, including profit & loss statements and balance sheets
Compile and organize year-end financials and supporting documentation for our outside accounting firm
Coordinate directly with the outside accounting firm on tax-related requests
Ensure the accuracy, completeness, and integrity of all financial records
Maintain strict confidentiality of all financial, client, and business information
Required QualificationsAssociate's degree in Accounting, Finance, or a related field
Minimum 2 years of full-charge bookkeeping/accounting experience
Strong proficiency with QuickBooks Online
Demonstrated experience with attorney trust / IOLTA account management, including three-way reconciliation and client trust ledgers
Experience working in confidentiality-sensitive and/or government-regulated environments (e.g., handling PII, SSA, or healthcare/Medicare-related records)
Solid experience with bank reconciliations and general ledger accounting
Working knowledge of accounts payable and accounts receivable processes
Proficiency with Microsoft Office and Google Workspace
Comfort using online banking portals
Excellent attention to detail and organizational skills
Ability to work independently with minimal supervision
Strong communication and problem-solving skills
Ability to pass a background check (this role has full access to financial records and sensitive information)
Preferred QualificationsExperience supporting multiple commonly-owned small businesses
Experience preparing year-end documentation and working directly with outside accountants or CPAs
Familiarity with the recordkeeping and confidentiality standards of legal, insurance, or Social Security practices
Reporting & Working RelationshipsReports directly to the owner
Works alongside our outside accounting firm, which handles tax preparation and filing
Physical RequirementsAbility to work at a computer for extended periods
Ability to maintain regular attendance on the scheduled in-office workday(s)
Read LessLocation: Downtown Chicago, IL
Firm: Klain and Associates, LLC
Job Type: Full-time | In-Office
Compensation: Highly competitive; based on experience and performance
About UsKlain and Associates, LLC is a boutique law firm located in the heart of downtown Chicago, committed to delivering exceptional legal services with a personalized touch. As we expand, we’re looking for talented and motivated professionals to join our Case Management and Paralegal Departments.
This is an exciting opportunity for individuals passionate about law, who thrive in a fast-paced environment and are ready to grow with a dynamic team.
Position OverviewWe’re seeking Legal Assistants and Case Managers who bring energy, precision, and professionalism to their role. You’ll be integral in supporting our attorneys and ensuring smooth and efficient case flow.
This is not an entry-level position—you’ll need to manage a high volume of work with accuracy and professionalism, while delivering excellent client service and internal support.
Key ResponsibilitiesManage and maintain case files, calendars, and deadlines
Draft and proofread legal documents and correspondence
Communicate effectively with clients and other parties
Support attorneys with administrative and legal tasks as needed
Ensure confidentiality and accuracy in all aspects of case management
What We’re Looking ForStrong desire to work in the legal field and grow professionally
Exceptional organizational skills and attention to detail
Excellent written and verbal communication skills
Ability to manage a high-volume caseload efficiently
Proficiency in case management software, and typing
Bilingual (Spanish-English) required
Prior legal or administrative experience preferred
Why Join Us?Competitive, performance-based compensation
Collaborative, boutique firm environment
Centrally located office in downtown Chicago
Growth opportunities and career development support
Be part of a high-performing and respected legal team
How to ApplyReady to take the next step in your legal career? Please submit your resume and a brief cover letter.
Klain and Associates, LLC is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. Read Less