DataAnnotation is committed to creating high-quality AI. We are looking for a CIO to join

our team to help train the next generation of AI while enjoying the flexibility of remote work and the

freedom to set your own schedule. This role is designed to fit a variety of lifestyles — whether you’re

looking to contribute part-time alongside a current position, pursue it full-time, or engage periodically as

a flexible professional opportunity.

We're currently expanding into an exciting new area – teaching AI Assistant models to be a more useful

tool for finance professionals. We're seeking experienced finance professionals with advanced degrees

(MBA+) and professional experience to use their expertise to help shape how AI understands financial

principles and decision-making.

We’re growing a team of finance experts, and as the team grows, so will your opportunities. In this role,

You Might:

Review and improve AI Assistant answers to questions about macro trends, corporate finance,

and capital markets

Leverage your education and work experience to check the reasoning and accuracy of an AI

Assistant's work

Push the models with complex, real-world scenarios and edge cases to see where their

reasoning holds up – 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 strongly preferred. Relevant

backgrounds include Financial Accounting, Investment Banking, Corporate Development, 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-quality and

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 handle any

currency conversions from USD. Only applicants in United States will be considered for this role. This is an

independent contract position.

#finance

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 $30+ USD per hour, with bonuses on high-quality and high-volume work

Responsibilities:

Give AI chatbots writing and editing tasks and evaluate their outputs
Evaluate the quality produced by AI models for correctness and performance

Qualifications:

Fluency in English
Detail-oriented
Excellent command of grammar, style, and brand voice
A current, in progress, or completed Bachelor's degree is preferred but not required

Notes:

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

#finance

DataAnnotation jobs

Chief Information Officer

Chief Information Officer