2

Contract Remote Retired Teacher Jobs in Chicago, IL

This is a contract job. Tutors and teachers on our platform systematically receive opportunities as ... Access to additional teaching and tutoring opportunities both remote and in-person * Opportunity to ...

next page

Showing results 1-20

Contract Remote Retired Teacher information

See Chicago, IL salary details

$23.7K

$55.1K

$102.5K

How much do contract remote retired teacher jobs pay per year?

As of May 28, 2026, the average yearly pay for contract remote retired teacher in Chicago, IL is $55,088.00, according to ZipRecruiter salary data. Most workers in this role earn between $44,300.00 and $61,800.00 per year, depending on experience, location, and employer.

What is the difference between Contract Remote Retired Teacher vs Contract Remote Substitute Teacher?

AspectContract Remote Retired TeacherContract Remote Substitute Teacher
CredentialsTeaching certification, retired statusTeaching certification, active or substitute license
Work EnvironmentRemote, often part-time or flexibleRemote, short-term or daily assignments
Employer & Industry UsageSchool districts, online education platformsSchool districts, online tutoring services

Contract Remote Retired Teachers typically have retired from full-time teaching and work remotely on a flexible basis, often for online education providers. Contract Remote Substitute Teachers are usually active teachers working remotely temporarily to fill in for absent staff. While both roles involve teaching credentials and remote work, the retired status distinguishes the Contract Remote Retired Teacher from the active substitute role.

What are the most commonly searched types of Remote Retired Teacher jobs in Chicago, IL? The most popular types of Remote Retired Teacher jobs in Chicago, IL are:
What job categories do people searching Contract Remote Retired Teacher jobs in Chicago, IL look for? The top searched job categories for Contract Remote Retired Teacher jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Contract Remote Retired Teacher jobs? Cities near Chicago, IL with the most Contract Remote Retired Teacher job openings:
Infographic showing various Contract Remote Retired Teacher job openings in Chicago, IL as of May 2026, with employment types broken down into 61% Full Time, 32% Part Time, and 7% Contract. Highlights an 64% Physical, 1% Hybrid, and 35% Remote job distribution, with an average salary of $55,088 per year, or $26.5 per hour.
Remote Financial Analyst - AI Trainer ($50-$60 per hour)

Remote Financial Analyst - AI Trainer ($50-$60 per hour)

Data Annotation

Bensenville, IL โ€ข Remote

$50 - $60/hr

Full-time, Part-time, Contractor

This job post hasย expired today.ย Applications are no longer accepted.


Job description

DataAnnotation is committed to creating high-quality AI. Join our team to help train the nextgeneration of AI while enjoying the flexibility of remote work and the freedom to set your ownschedule. This role is designed to fit a variety of lifestyles โ€” whether you're looking tocontribute part-time alongside a current position, pursue it full-time, or engage periodically as aflexible professional opportunity.

We're currently expanding into an exciting new area โ€“ teaching AI Assistant models to be amore useful tool for finance professionals. We're seeking experienced finance professionalswith advanced degrees (MBA+) and professional experience to use their expertise to help shapehow AI understands financial principles and decision-making. We're growing a team of finance experts, and as the team grows, so will your opportunities.

Inthis role, you might: Review and improve AI Assistant answers to questions about macro trends, corporatefinance, and capital markets Leverage your education and work experience to check the reasoning and accuracy of anAI Assistant's work Push the models with complex, real-world scenarios and edge cases to see where theirreasoning holds up โ€“ and where it doesn't. Share clear, structured feedback to help make each new version of the AI smarter and more reliable. To succeed in this position, you should have expert-level financial reasoning and formal training in a finance-related discipline.

A Master's or PhD (completed or in progress) is stronglypreferred. Relevant backgrounds include Financial Accounting, Investment Banking, CorporateDevelopment, Wealth Management, and Insurance Planning. Benefits: This is a full-time or part-time REMOTE position You'll be able to choose which projects you want to work on You can work on your own schedule Projects are paid hourly starting at USD $50-$60 per hour, with bonuses on high-qualityand high-volume work Responsibilities: Give AI chatbots diverse and complex problems and evaluate their outputs Evaluate the quality produced by AI models for correctness and performance Qualifications: Fluency in English (native or bilingual level) Detail-oriented Proficient in financial analysis, financial modeling, data analysis, and other reasoning exercises related to finance management A current, in progress, or completed Masters and/or PhD is is preferred but not required Note: Payment is made via PayPal.

We will never ask for any money from you. PayPal will handleany currency conversions from USD. This is an independent contract position.