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Remote 1099 Bookkeeping Jobs in Springfield, IL (NOW HIRING)

Remote Job Summary: You'll use your tax expertise to help train next-generation AI systems. The core work is reading US sales and use tax statutes and defining exactly what an AI's formal translation ...

Remote 1099 Bookkeeping information

See Springfield, IL salary details

$12

$24

$35

How much do remote 1099 bookkeeping jobs pay per hour?

As of Aug 23, 2026, the average hourly pay for remote 1099 bookkeeping in Springfield, IL is $24.10, according to ZipRecruiter salary data. Most workers in this role earn between $19.52 and $27.40 per hour, depending on experience, location, and employer.

What is a remote 1099 bookkeeper?

A remote 1099 bookkeeper is a self-employed professional who manages financial records for clients from a remote location, rather than working on-site. The '1099' refers to the IRS tax form used to report income earned by independent contractors in the United States. Remote bookkeepers handle tasks like recording transactions, reconciling accounts, and preparing financial reports, often using cloud-based accounting software. Their services are typically contracted by small businesses or entrepreneurs who need flexible, outsourced bookkeeping support.

What are the key skills and qualifications needed to thrive as a remote 1099 bookkeeper?

To thrive as a Remote 1099 Bookkeeper, you need a solid understanding of accounting principles, experience with bookkeeping tasks, and often an associate's degree or bookkeeping certification. Familiarity with accounting software such as QuickBooks, Xero, or FreshBooks is typically required, along with secure file-sharing and communication tools. Strong attention to detail, self-motivation, and clear communication skills are essential for managing client relationships remotely. These abilities ensure accurate financial records, regulatory compliance, and effective service delivery in a virtual work environment.

What are some common challenges faced by remote 1099 bookkeepers, and how can they be managed effectively?

Remote 1099 bookkeepers often face challenges such as managing multiple client deadlines, maintaining clear communication with clients, and ensuring data security when working from home. To manage these effectively, it’s important to set up organized workflows, use secure cloud-based accounting software, and establish regular check-ins with clients to clarify expectations. Time management skills and proactive communication are key to balancing a flexible schedule while delivering accurate and timely financial reports.

What is the difference between Remote 1099 Bookkeeping vs Remote 1099 Accounting?

AspectRemote 1099 BookkeepingRemote 1099 Accounting
CredentialsBookkeeping certifications (e.g., QuickBooks Certified)Accounting certifications (e.g., CPA, EA)
Work EnvironmentCloud-based bookkeeping platforms, remote setupAccounting software, financial analysis tools
Employer UsageSmall businesses, freelancers, bookkeeping firmsBusinesses needing financial statements, tax prep
Search IntentRemote bookkeeping jobs, 1099 bookkeepingRemote accounting jobs, 1099 accounting

Remote 1099 Bookkeeping involves managing day-to-day financial records, often using cloud-based tools, while Remote 1099 Accounting includes broader financial analysis, reporting, and tax preparation. Both roles are performed remotely, typically on a freelance or contract basis, but accounting generally requires more advanced credentials and offers a wider scope of financial services.

What are popular job titles related to Remote 1099 Bookkeeping jobs in Springfield, IL?

For Remote 1099 Bookkeeping jobs in Springfield, IL, the most frequently searched job titles are:

What job categories do people searching Remote 1099 Bookkeeping jobs in Springfield, IL look for?

The top searched job categories for Remote 1099 Bookkeeping jobs in Springfield, IL are:

What cities near Springfield, IL are hiring for Remote 1099 Bookkeeping jobs?

Cities near Springfield, IL with the most Remote 1099 Bookkeeping job openings:

Accountant - Remote

micro1 AI

Springfield, IL • Remote

$20 - $30/hr

Part-time

Posted 12 days ago


Job description

Job Title: Accountant (CPA/CA)


Job Type: Contract


Location: Remote


Job Summary: You'll use your tax expertise to help train next-generation AI systems. The core work is reading US sales and use tax statutes and defining exactly what an AI's formal translation of the law must capture to be correct. Work spans multiple state jurisdictions, with some federal provisions as well. No prior AI experience needed. Your ability to read a statute and break it into precise, testable requirements is what matters.


Key Responsibilities:

  1. Read and interpret sales and use tax statutes and regulations across US state jurisdictions, and occasionally federal tax provisions, at the level of individual subsections.
  2. Author rubrics: break a section of law into a checklist of discrete requirements the AI's translation must satisfy, grounded strictly in the statute text and written independently of the AI's output.
  3. Assign severity to each requirement (critical vs. secondary vs. minor) based on genuine statutory weight, not defaulting everything to critical.
  4. Review the AI's formal translation of a statute and score it pass/fail against your rubric, checking that conditions, thresholds, AND/OR logic, and exceptions are captured accurately.
  5. Write clear, self-contained test scenarios (including edge cases) for failed criteria, with explicit facts, dates, amounts, and expected outcomes.
  6. Identify and flag discrepancies, statutory exceptions, and genuine ambiguities in the law.
  7. Work within a digital review platform, submitting structured written evaluations.


Required Skills and Qualifications:

  1. Active CPA license, Chartered Accountant designation, or experience as a US tax attorney.
  2. Sales and use tax or broader state and local tax statutory experience strongly preferred.
  3. Proven ability to read and interpret tax statutes and regulations, not just prepare returns.
  4. Comfort working with legal logic: conditions, thresholds, AND/OR structures, exceptions, and defined terms.
  5. Strong written communication with a focus on precision. Another reviewer should reach the same conclusion from your criteria.
  6. High attention to detail, especially around "except for" clauses and edge cases.
  7. Comfort providing structured feedback through a digital review interface.


Preferred Qualifications:

  1. Experience across multiple state tax jurisdictions.
  2. Enrolled Agent designation, or federal tax experience relevant to the scenario-review track.
  3. Direct experience reviewing or validating AI or technology-driven tax content.
  4. Background in training teams or giving written feedback on legal/tax language.
  5. Interest in the intersection of technology and tax compliance.