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Remote Design Technology Professor Jobs in Chicago, IL

Excel Expert - Remote

Chicago, IL · Remote

$30 - $50/hr

Design business scenarios based on real-world and Fortune 500 environments. * Use prompt ... healthcare, technology, retail, or related fields. * Advanced proficiency in Microsoft Excel ...

Word Expert - Remote

Chicago, IL · Remote

$30 - $50/hr

Design business scenarios based on real-world and Fortune 500 environments. * Use prompt ... healthcare, technology, retail, or related fields. * Advanced proficiency in Microsoft Excel ...

Design business scenarios based on real-world and Fortune 500 environments. * Use prompt ... healthcare, technology, retail, or related fields. * Advanced proficiency in Microsoft Excel ...

Senior Software Engineer (Remote)

Chicago, IL · Remote

$126K - $166K/yr

This is a remote role anywhere in the USA. Meet the Team Our software engineering team develops ... Design and develop production software and services using technologies such as Golang and Python ...

Technology Ownership: 100% employee-owned (ESOP) Work Schedule: Hybrid and ... or remote work schedule available Sponsorship: Not available What You'll Do * Assist in the design ...

Technology Ownership: 100% employee-owned (ESOP) Work Schedule: Hybrid and ... or remote work schedule available Sponsorship: Not available What You'll Do * Assist in the design ...

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Remote Expert Accountant, AI Trainer

Accounting Fly

Chicago, IL • Remote

$75 - $125/hr

Contractor

Posted 9 days ago


Job description

Job Title: Remote Accounting & Tax Experts, AI Trainer
Job ID: 1061580
Date Posted: August 19, 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.
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 demonstrated accounting 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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