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Crossing Hurdles

Finance Specialist | Remote

Remote

Canada

$ 200 /hour

Freelance

09-02-2026

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Skills

Communication Attention to detail Training Machine Learning Accounting

Job Specifications

Position: Healthcare Finance – AI Trainer

Type: Part-time contract

Compensation: $ 100-$200/hr

Location: Remote

Commitment: Part-time

Role Responsibilities

Seed and annotate messy, real-world healthcare finance spreadsheets for AI model development.
Work with partial models and ambiguous inputs to guide AI learning and refinement.
Curate and normalize healthcare finance datasets for machine learning training.
Provide finance-adjacent context to in-the-wild healthcare financial artifacts.
Collaborate on iterative data seeding workflows with structure introduced over time.
Document best practices and communicate insights to improve AI outcomes.
Support AI evaluation by reconstructing or extending partially structured data.

Requirements

Experience in healthcare finance, accounting, or related financial domains.
Familiarity with real-world spreadsheets and complex financial artifacts.
Strong written and verbal communication skills with attention to detail.
Ability to manage ambiguity and work with limited upfront structure.
Comfort with iterative data seeding and normalization processes.
Ability to work independently in a remote environment.

Application Process (Takes 20 Min)

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Interview (15 min)
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About the Company

At Crossing Hurdles, we specialise in customised recruitment and staffing solutions designed to drive success for businesses and professionals. Our focus is on connecting organisations with top-tier talent by sourcing, screening, and presenting only the top 1% of candidates across a wide range of industries. We work closely with clients to understand their unique needs, ensuring that we find candidates who not only fit the role but also align with their organizational culture. Over the past few quarters, we've successfully p... Know more