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Cost Estimators - AI Trainer (Contract)

liETtVLaARqgmMEbYzHNNLIzUPcdfPrwhYtVK7Qa.png Fast Facts

Handshake is seeking Cost Estimator Professionals for a temporary AI Trainer role, which involves evaluating AI outputs related to your field of expertise, providing structured feedback, and working independently on flexible hours.

liETtVLaARqgmMEbYzHNNLIzUPcdfPrwhYtVK7Qa.png Responsibilities: Develop prompts for AI models, evaluate AI responses, assess cost estimates, and provide feedback to enhance AI understanding of industry tasks.

liETtVLaARqgmMEbYzHNNLIzUPcdfPrwhYtVK7Qa.png Skills: 4+ years of professional experience in cost estimation, document analysis, contractor negotiations, and cost monitoring.

liETtVLaARqgmMEbYzHNNLIzUPcdfPrwhYtVK7Qa.png Qualifications: Experience analyzing blueprints, collecting cost data, and preparing estimates is preferred.

liETtVLaARqgmMEbYzHNNLIzUPcdfPrwhYtVK7Qa.png Location: This position is remote, allowing flexibility to work from anywhere with no minimum commitment. Situated in San Francisco, California, United States.

liETtVLaARqgmMEbYzHNNLIzUPcdfPrwhYtVK7Qa.png Compensation: $75 - $75 / Hourly




Overview

Handshake is recruiting Cost Estimator Professionals to contribute to an hourly, temporary AI research project—but there’s no AI experience needed. In this program, you’ll leverage your professional experience to evaluate what AI models produce in your field, assess content related to your field of work, and deliver clear, structured feedback that strengthens the model’s understanding of your workplace tasks and language. The Handshake AI opportunity runs year-round, with project opportunities opening periodically across different areas of expertise.

Details

  • The position is remote and asynchronous; work independently from wherever you are.
  • The hours are flexible, with no minimum commitment, but most average 5-20 hrs
  • The work includes developing prompts for AI models that reflect your field, and then evaluating responses.
  • You’ll learn new skills and contribute to how AI is used in your field
  • Your placement into a project will be dependent on project availability—if you apply now and can’t work on this project, more will be available soon.

Qualifications

  • You have at least 4 years of professional experience in one or more of the following types of work.
  • The examples below reflect the types of real-world responsibilities that you might have had in your role that will give you the context needed to evaluate and train high-quality AI models
  • Analyze blueprints and other documentation to prepare time, cost, materials, and labor estimates.
  • Confer with engineers, architects, owners, contractors, and subcontractors on changes and adjustments to cost estimates.
  • Collect historical cost data to estimate costs for current or future products.
  • Assess cost effectiveness of products, projects or services, tracking actual costs relative to bids as the project develops.
  • Consult with clients, vendors, personnel in other departments, or construction foremen to discuss and formulate estimates and resolve issues.
  • Establish and maintain tendering process, and conduct negotiations.
  • Prepare estimates for use in selecting vendors or subcontractors.
  • Prepare estimates used by management for purposes such as planning, organizing, and scheduling work.
  • Set up cost monitoring and reporting systems and procedures.
  • Review material and labor requirements to decide whether it is more cost-effective to produce or purchase components.
  • Prepare cost and expenditure statements and other necessary documentation at regular intervals for the duration of the project.
  • Conduct special studies to develop and establish standard hour and related cost data or to reduce cost.
  • Visit site and record information about access, drainage and topography, and availability of utility services.
  • Prepare and maintain a directory of suppliers, contractors and subcontractors.
  • Use remote sensing technologies or drones to evaluate site conditions when in-person visits are not feasible.
  • You’re able to participate in asynchronous work in partnership with leading AI labs.

Application Process

  • Create a Handshake account
  • Upload your resume and verify your identity
  • Get matched and onboarded into relevant projects
  • Start working and earning

Work authorization information

F-1 students who are eligible for CPT or OPT may be eligible for projects on Handshake AI. Work with your Designated School Official to determine your eligibility. If your school requires a CPT course, Handshake AI may not meet your school’s requirements. STEM OPT is not supported. See our Help Center article for more information on what types of work authorizations are supported on Handshake AI.

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CEO of Handshake
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Garrett Lord
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Average salary estimate

$156000 / YEARLY (est.)
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$156000K
$156000K

If an employer mentions a salary or salary range on their job, we display it as an "Employer Estimate". If a job has no salary data, Rise displays an estimate if available.

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BENEFITS & PERKS
Dental Insurance
Disability Insurance
Flexible Spending Account (FSA)
Health Savings Account (HSA)
Vision Insurance
Sabbatical
Paid Holidays
FUNDING
DEPARTMENTS
SENIORITY LEVEL REQUIREMENT
TEAM SIZE
EMPLOYMENT TYPE
Contract, remote
DATE POSTED
December 22, 2025
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