Investment Strategy Analyst

DataAnnotation
Toronto, CA; US
Remote

Job Description

About the Role DataAnnotation is committed to creating

high-quality AI. We are looking for an Investment Strategy Analyst

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 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.

Responsibilities

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 assess reasoning

robustness.

Share clear, structured feedback

to help make each new version of the AI smarter and more

reliable.

Give AI chatbots diverse and complex

problems and evaluate their outputs.

Evaluate

the quality produced by AI models for correctness and

performance.

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‑volume

high‑quality work.

Payment is made via PayPal.

PayPal will handle any currency conversions from

USD.

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.

Expert-level financial reasoning

and formal training in a finance‑related

discipline.

Master’s or PhD (completed or in

progress) is strongly preferred. A current, in‑progress, or

completed Masters and / or PhD is preferred but not

required.

Relevant backgrounds include

Financial Accounting, Investment Banking, Corporate Development,

Wealth Management, and Insurance

Planning.

Additional Information Only

applicants in Canada will be considered for this role. This is an

independent contract

position.

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Skills & Requirements

Technical Skills

Financial analysisFinancial modelingData analysisLeadershipCommunicationFinance

Salary

$50 - $60

hour

Employment Type

PART TIME

Level

mid

Posted

4/29/2026

Apply Now

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