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Remote Working Accounting Jobs in Illinois (NOW HIRING)

Accounting Specialist

Barrington, IL · On-site +1

$21.25 - $28.50/hr

There is opportunity to work one day remote/week. Please note: Only local candidates will be ... Strong Excel skills and confidence working with financial data. * Experience using accounting ...

Accounting Specialist

Barrington, IL · On-site +1

$21.25 - $28.50/hr

There is opportunity to work one day remote/week. Please note: Only local candidates will be ... Strong Excel skills and confidence working with financial data. * Experience using accounting ...

Senior Accounting Manager

Chicago, IL · Remote

$80K - $120K/yr

Senior Accounting Manager Remote | Full-Time | $90K-$120K Total Compensation About the Role Value ... Strategic Partnership - Working with clients, not just for them How to Apply * Submit your resume ...

Accounting Group Manager

Chicago, IL · On-site +1

$70K - $140K/yr

Enjoys working in a team environment. * Strong problem solving and analytical skills. * Ability to ... Remote roles will also have the opportunity to come together in our offices for moments that matter.

Accounting Group Manager

Chicago, IL · On-site +1

$70K - $140K/yr

Enjoys working in a team environment. * Strong problem solving and analytical skills. * Ability to ... Remote roles will also have the opportunity to come together in our offices for moments that matter.

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Remote Working Accounting information

What is remote working accounting?

Remote working accounting refers to the practice of performing accounting tasks, such as bookkeeping, financial reporting, and tax preparation, from a location outside of a traditional office, often from home. Accountants use digital tools and cloud-based software to access financial data and collaborate with clients or team members online. This setup allows for greater flexibility and work-life balance while still maintaining accuracy and compliance with accounting standards.

What are the key skills and qualifications needed to thrive as a remote working accountant?

To thrive as a Remote Working Accountant, you need a solid understanding of accounting principles, financial analysis, and a relevant degree or certification such as CPA. Familiarity with accounting software like QuickBooks, Xero, or SAP, and proficiency in spreadsheets are typically required. Strong organizational skills, self-motivation, and effective communication are crucial soft skills for remote collaboration and time management. These abilities ensure accurate financial reporting, regulatory compliance, and seamless teamwork from a distance.

What are some common challenges faced by accountants working remotely, and how can they be addressed?

Remote accountants often face challenges such as staying organized with digital documentation, maintaining clear communication with team members, and ensuring data security. To address these, many companies use cloud-based accounting software, set up regular video meetings, and implement strict cybersecurity protocols. Staying proactive in communication and utilizing collaborative tools can help remote accountants remain efficient and connected to their teams.

What is the difference between Remote Working Accounting vs Remote Working Bookkeeping?

AspectRemote Working AccountingRemote Working Bookkeeping
CredentialsCPA or accounting degreeBookkeeping certification or basic accounting knowledge
Work EnvironmentFinancial analysis, tax prep, auditsData entry, ledger management, invoicing
Industry UsageAccounting firms, corporations, freelancingSmall businesses, freelance, accounting firms
Search & Comparison IntentHigher-level accounting tasks, complianceDay-to-day transaction recording

Remote Working Accounting involves complex financial analysis, tax preparation, and audits, often requiring professional certifications like CPA. Remote Working Bookkeeping focuses on recording transactions, managing ledgers, and invoicing, typically needing basic accounting skills. Both roles are common in various industries and can be performed remotely, but they differ in complexity and required credentials.

What job categories do people searching Remote Working Accounting jobs in Illinois look for?

The top searched job categories for Remote Working Accounting jobs in Illinois are:

What cities in Illinois are hiring for Remote Working Accounting jobs?

Cities in Illinois with the most Remote Working Accounting job openings:

Infographic showing various Remote Working Accounting job openings in Illinois as of August 2026, with employment types broken down into 92% Full Time, 3% Part Time, and 5% Contract. Highlights an 2% Hybrid, and 98% Remote job distribution.

Remote Finance & Accounting Expert, AI Trainer

Accounting Fly

Chicago, IL • Remote

$75 - $125/hr

Contractor

Posted 12 days ago


Job description

Job Title: Remote Finance & Accounting Expert, AI Trainer
Job ID: 1061580
Date Posted: Sept. 4, 2026
Employment Type: Contract, 12-week, 30-40+ hrs/week
Hiring Company (Organization): Confidential
Location: US Remote (Telecommute)
Applicants must be located in the United States.
Hourly Rate:  $75 to $125 per hour (USD/1099)
DOE and suitability for the work.
Job Description: Remote Accounting, Tax, and Finance subject matter experts needed to train AI for a 12-week project; 30 to 40 hours per week required. Backgrounds in public accounting, corporate finance and/or tax, advisory, M&A, or similar backgrounds are all great for this role. 
Our client is seeking accounting, tax, and finance professionals for a 12-week AI training sprint. Contributors act as subject matter experts to evaluate, annotate, and improve AI-generated responses on accounting, tax, and financial reporting topics, and design realistic professional tasks (scenarios, supporting files, grading rubrics) used to train and test AI systems. This is not a traditional accounting role — no client work, no month-end close, no deadlines — but a structured, flexible engagement putting accounting knowledge toward AI development.
Responsibilities
  • Review and evaluate AI-generated accounting responses for accuracy, clarity, and professional appropriateness
  • Annotate and rank model outputs to guide AI training
  • Write expert-level answers to accounting questions as training examples
  • Flag errors, misconceptions, or ambiguous outputs and provide corrective guidance
  • Design and build realistic task scenarios from professional experience, including prompts, supporting files, and grading rubrics
  • Run tasks against AI models and iterate based on expert reviewer feedback
  • Follow detailed written instructions precisely (formatting, upload requirements, etc.)
  • Maintain consistent quality and throughput for the full sprint
Qualifications
  • Available for 30–40 hours/week for the full 12-week engagement
  • 7+ years accounting or tax experience (public accounting, corporate finance or tax, public accounting tax, advisory, M&A, or similar)
  • CPA or EA preferred but not required
  • Strong written communication skills
  • Comfortable working independently in a remote, self-directed setting
  • Careful reader of instructions; receptive to feedback and revisions
  • Baseline tech literacy (cloud tools, browser profiles, desktop app installs, file conversion/zipping)
  • Based in the United States
  • General understanding of LLMs/AI landscape
Compensation & Terms
  • Paid on a regular cadence; contract position
  • Fully remote (work from anywhere in the US)
  • Paid skills assessment required (3–4 hours, $240 flat rate; no AI/LLM assistance permitted)
  • No obligation to continue after the sprint; flexible project-based work often available afterward

Accountingfly logo

About Accountingfly

Sourced by ZipRecruiter

In 2016, Accountingfly determined that fully-remote recruiting was the future of accounting staffing, offering huge benefits for employers, job-seekers, and our own business. We decided to focus our recruiting business on those companies offering only remote work opportunities—and it was the best decision we ever made. While our competitors struggle to adapt to the remote world, we lean on years of experience to provide unmatched remote accounting recruitment expertise. We’ve seen and done it all, successfully filling a wide variety of remote roles and making career dreams come true for talent at every level.

Industry

Accounting services

Company size

1 - 10 Employees

Headquarters location

Pensacola, FL, US

Year founded

2011

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