Crossing Hurdles · 2 days ago
Startup / Cap Table Finance - AI trainer
United States
Contract
Remote
Mid Level
$80/hr - $120/hrCrossing Hurdles is a global recruitment firm seeking a part-time hourly contract AI Trainer focused on Startup and Cap Table Finance. This role involves applying real-world startup finance expertise to train advanced AI systems, emphasizing reasoning and decision-making with unstructured financial data.
Staffing & Recruiting
Responsibilities
This role involves working as an independent contractor on AI training projects centered around startup finance and cap table modeling
You will use real-world financial judgment to structure, normalize, and evaluate unstructured startup finance data
The work emphasizes reasoning, clarity, and contextual decision-making rather than clean textbook financial models
Seed and review real-world spreadsheets and financial artifacts used in AI training workflows
Evaluate and improve AI-generated outputs related to cap tables, startup finance, and partial financial models
Identify edge cases and ambiguous finance scenarios to strengthen AI reasoning capabilities
Provide structured feedback to improve model accuracy and financial context understanding
Qualification
Required
Hands-on experience in startup finance, cap tables, or financial modeling
Comfortable working with incomplete, messy, and real-world financial data
Ability to work independently in a remote environment
Strong written and verbal communication skills
Company
Crossing Hurdles
At Crossing Hurdles, we specialise in customised recruitment and staffing solutions designed to drive success for businesses and professionals.
Founded in 2022
11-50 employees
Funding
Current Stage
Early StageCompany data provided by crunchbase