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Cost Estimator AI Trainer Careers at Handshake - Remote (USA) | Apply Now!

Handshake

Cost Estimator AI Trainer Careers at Handshake - Remote (USA) | Apply Now!

contractPosted: Dec 16, 2025

Job Description

Cost Estimator - AI Trainer (Contract) - Remote, USA

Role Overview

Handshake is seeking experienced Cost Estimator professionals to participate in an exciting hourly, temporary AI research project. No prior AI experience is required. This program provides a unique opportunity to leverage your expertise in cost estimation to evaluate AI model outputs, assess content relevant to your field, and provide structured feedback to enhance the model's understanding of workplace tasks and language. The Handshake AI opportunity is available year-round, with project opportunities periodically opening across various areas of expertise.

As a Cost Estimator AI Trainer, you will play a crucial role in shaping the future of AI in the skilled trades. Your real-world experience will help train AI tools designed to upskill, rather than replace, the next generation of skilled workers. This is a chance to contribute to a meaningful project while expanding your skillset and earning supplemental income.

A Day in the Life

As a Cost Estimator AI Trainer, your daily tasks may include:

  • Analyzing blueprints, specifications, and other documentation to prepare detailed cost estimates for projects.
  • Developing prompts for AI models that accurately reflect real-world cost estimation scenarios.
  • Evaluating AI model responses for accuracy, completeness, and relevance.
  • Providing clear, structured feedback to the AI model to improve its understanding of cost estimation principles and practices.
  • Consulting with engineers, architects, contractors, and other stakeholders to refine cost estimates and resolve any discrepancies.
  • Researching and collecting historical cost data to inform future estimates.
  • Assessing the cost-effectiveness of various project alternatives.
  • Tracking actual costs against estimated costs throughout the project lifecycle.
  • Identifying opportunities to reduce costs and improve efficiency.
  • Preparing cost reports and presentations for management.
  • Staying up-to-date on the latest trends and technologies in cost estimation.

Why Remote?

The remote nature of this position offers several advantages:

  • Flexibility: Work from anywhere in the USA, on your own schedule.
  • Convenience: Eliminate commute time and expenses.
  • Work-Life Balance: Integrate work seamlessly into your personal life.
  • Accessibility: Open to candidates across the country, regardless of location.
  • Asynchronous Work: Contribute to the project at your own pace, without strict deadlines.

Career Path

While this is a contract position, it can open doors to various career opportunities, including:

  • AI Training and Development: Gain experience in the rapidly growing field of AI training, potentially leading to full-time roles in AI development.
  • Cost Estimation Consulting: Leverage your AI training experience to offer specialized consulting services in cost estimation, incorporating AI tools and techniques.
  • Project Management: Enhance your project management skills by incorporating AI-driven cost estimation tools and techniques.
  • Entrepreneurship: Start your own business offering AI-powered cost estimation solutions to the construction industry.
  • Advancement in Current Role: Integrate your AI knowledge to improve efficiency and accuracy in your current cost estimation role.

Salary & Benefits

This is an hourly contract position. The rate is competitive and commensurate with experience. While specific salary details are not disclosed, Handshake is committed to providing fair compensation for your expertise. In addition to the hourly rate, you will benefit from:

  • Flexible work hours with no minimum commitment.
  • Remote work from anywhere in the USA.
  • Opportunity to learn new skills in AI.
  • Contribute to AI development in the skilled trades.
  • Gain experience working with leading AI labs.
  • Make a positive impact on the next generation of skilled trade workers.

Mission

Handshake's mission is to democratize opportunity and empower the next generation of talent. By participating in this AI training project, you will contribute to that mission by helping to develop AI tools that upskill and empower skilled trade workers.

How to Apply

To apply for the Cost Estimator AI Trainer (Contract) position, please follow these steps:

  1. Create a Handshake account (if you don't already have one).
  2. Upload your resume, highlighting your relevant experience in cost estimation.
  3. Verify your identity to ensure you are eligible to participate in the project.
  4. Get matched and onboarded into relevant projects.
  5. Start working and earning!

FAQ

  1. What is the time commitment required for this role? The hours are flexible, with no minimum commitment. Most participants average 5-20 hours per week.
  2. What if I don't have prior AI experience? No prior AI experience is required. We will provide training and guidance to help you effectively evaluate and train the AI models.
  3. How will I be compensated for my work? You will be paid an hourly rate for your time spent evaluating and training the AI models.
  4. What types of projects will I be working on? You will be working on projects related to cost estimation in various industries, such as construction, manufacturing, and engineering.
  5. How will I receive feedback on my performance? We will provide regular feedback on your performance to help you improve your skills and contribute effectively to the project.
  6. What if I have questions or need support? We will provide ongoing support and answer any questions you may have throughout the project.
  7. Is this role open to international applicants? This role is open to candidates authorized to work in the United States. F-1 students eligible for CPT or OPT may apply.
  8. What are the technical requirements for this role? You will need a computer with internet access and the ability to use online collaboration tools.
  9. What if there are no projects available when I apply? Project availability may vary. If there are no projects available when you apply, we will keep your application on file and notify you when new projects become available.
  10. How does this role contribute to Handshake's mission? Your real-world expertise will help train AI tools designed to upskill—not replace—the next generation of skilled trade workers.

Locations

  • Remote, USA, USA (Remote)

Salary

0

Skills Required

  • Cost Estimationintermediate
  • Blueprint Analysisintermediate
  • Data Analysisintermediate
  • Negotiationintermediate
  • Cost Monitoringintermediate
  • Reporting Systemsintermediate
  • Vendor Selectionintermediate
  • Subcontractor Selectionintermediate
  • Cost Reductionintermediate
  • Site Evaluationintermediate
  • Remote Sensingintermediate
  • Drone Operation (Optional)intermediate
  • AI Prompt Engineeringintermediate
  • AI Model Evaluationintermediate
  • Asynchronous Communicationintermediate

Required Qualifications

  • 4+ years of professional experience in cost estimation or related field (experience)
  • Experience analyzing blueprints and other documentation (experience)
  • Ability to prepare time, cost, materials, and labor estimates (experience)
  • Experience conferring with engineers, architects, and contractors (experience)
  • Ability to collect historical cost data (experience)
  • Experience assessing cost-effectiveness of projects and services (experience)
  • Proficiency in tracking actual costs relative to bids (experience)
  • Experience consulting with clients and vendors (experience)
  • Ability to prepare estimates for vendor selection (experience)
  • Experience setting up cost monitoring and reporting systems (experience)
  • Ability to review material and labor requirements (experience)
  • Experience preparing cost and expenditure statements (experience)
  • Ability to conduct special studies to reduce costs (experience)
  • Experience visiting sites and recording relevant information (experience)
  • Ability to prepare and maintain a directory of suppliers (experience)
  • Experience using remote sensing technologies or drones (preferred) (experience)
  • Ability to participate in asynchronous work (experience)
  • Strong analytical and problem-solving skills (experience)
  • Excellent communication skills (experience)
  • Ability to work independently and manage time effectively (experience)

Responsibilities

  • Analyze blueprints and other documentation to prepare cost estimates.
  • Confer with stakeholders to discuss and adjust cost estimates.
  • Collect historical cost data for future estimates.
  • Assess the cost-effectiveness of various projects.
  • Track actual costs against bids.
  • Consult with clients and vendors to formulate estimates.
  • Establish and maintain tendering processes.
  • Conduct negotiations with vendors and subcontractors.
  • Prepare estimates for selecting vendors and subcontractors.
  • Prepare estimates for management planning and scheduling.
  • Set up cost monitoring and reporting systems.
  • Review material and labor requirements for cost-effectiveness.
  • Prepare cost and expenditure statements.
  • Conduct studies to develop cost data and reduce costs.
  • Visit sites to record relevant information.
  • Maintain a directory of suppliers and subcontractors.
  • Use remote sensing technologies to evaluate site conditions.
  • Develop prompts for AI models related to cost estimation.
  • Evaluate AI model responses.
  • Provide feedback to improve AI model understanding.
  • Participate in asynchronous work with leading AI labs.
  • Contribute to the development of AI tools for skilled trades.

Benefits

  • general: Flexible work hours with no minimum commitment.
  • general: Remote work from anywhere in the USA.
  • general: Opportunity to learn new skills in AI.
  • general: Contribute to AI development in the skilled trades.
  • general: Gain experience working with leading AI labs.
  • general: Supplement your income with hourly pay.
  • general: Work on projects aligned with your expertise.
  • general: Opportunity to shape the future of AI in your field.
  • general: Enhance your resume with AI experience.
  • general: Access to Handshake's professional network.
  • general: Potential for ongoing project opportunities.
  • general: Make a positive impact on the next generation of skilled trade workers.
  • general: CPT/OPT opportunities
  • general: Professional Development
  • general: Networking Opportunities

Target Your Resume for "Cost Estimator AI Trainer Careers at Handshake - Remote (USA) | Apply Now!" , Handshake

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Tags & Categories

RemoteContractAICost EstimationTrainerCost EstimatorAI TrainerArtificial IntelligenceMachine LearningRemote WorkContract JobHandshakeConstructionEngineeringManufacturingBlueprint AnalysisCost AnalysisData AnalysisProject ManagementSkilled TradesUpskillingCareer OpportunityFlexible WorkHourly PayAI DevelopmentCPTOPTRemote SensingCost ReductionVendor NegotiationEdTechCareer PlatformEngineeringProduct

Answer 10 quick questions to check your fit for Cost Estimator AI Trainer Careers at Handshake - Remote (USA) | Apply Now! @ Handshake.

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Handshake logo

Cost Estimator AI Trainer Careers at Handshake - Remote (USA) | Apply Now!

Handshake

Cost Estimator AI Trainer Careers at Handshake - Remote (USA) | Apply Now!

contractPosted: Dec 16, 2025

Job Description

Cost Estimator - AI Trainer (Contract) - Remote, USA

Role Overview

Handshake is seeking experienced Cost Estimator professionals to participate in an exciting hourly, temporary AI research project. No prior AI experience is required. This program provides a unique opportunity to leverage your expertise in cost estimation to evaluate AI model outputs, assess content relevant to your field, and provide structured feedback to enhance the model's understanding of workplace tasks and language. The Handshake AI opportunity is available year-round, with project opportunities periodically opening across various areas of expertise.

As a Cost Estimator AI Trainer, you will play a crucial role in shaping the future of AI in the skilled trades. Your real-world experience will help train AI tools designed to upskill, rather than replace, the next generation of skilled workers. This is a chance to contribute to a meaningful project while expanding your skillset and earning supplemental income.

A Day in the Life

As a Cost Estimator AI Trainer, your daily tasks may include:

  • Analyzing blueprints, specifications, and other documentation to prepare detailed cost estimates for projects.
  • Developing prompts for AI models that accurately reflect real-world cost estimation scenarios.
  • Evaluating AI model responses for accuracy, completeness, and relevance.
  • Providing clear, structured feedback to the AI model to improve its understanding of cost estimation principles and practices.
  • Consulting with engineers, architects, contractors, and other stakeholders to refine cost estimates and resolve any discrepancies.
  • Researching and collecting historical cost data to inform future estimates.
  • Assessing the cost-effectiveness of various project alternatives.
  • Tracking actual costs against estimated costs throughout the project lifecycle.
  • Identifying opportunities to reduce costs and improve efficiency.
  • Preparing cost reports and presentations for management.
  • Staying up-to-date on the latest trends and technologies in cost estimation.

Why Remote?

The remote nature of this position offers several advantages:

  • Flexibility: Work from anywhere in the USA, on your own schedule.
  • Convenience: Eliminate commute time and expenses.
  • Work-Life Balance: Integrate work seamlessly into your personal life.
  • Accessibility: Open to candidates across the country, regardless of location.
  • Asynchronous Work: Contribute to the project at your own pace, without strict deadlines.

Career Path

While this is a contract position, it can open doors to various career opportunities, including:

  • AI Training and Development: Gain experience in the rapidly growing field of AI training, potentially leading to full-time roles in AI development.
  • Cost Estimation Consulting: Leverage your AI training experience to offer specialized consulting services in cost estimation, incorporating AI tools and techniques.
  • Project Management: Enhance your project management skills by incorporating AI-driven cost estimation tools and techniques.
  • Entrepreneurship: Start your own business offering AI-powered cost estimation solutions to the construction industry.
  • Advancement in Current Role: Integrate your AI knowledge to improve efficiency and accuracy in your current cost estimation role.

Salary & Benefits

This is an hourly contract position. The rate is competitive and commensurate with experience. While specific salary details are not disclosed, Handshake is committed to providing fair compensation for your expertise. In addition to the hourly rate, you will benefit from:

  • Flexible work hours with no minimum commitment.
  • Remote work from anywhere in the USA.
  • Opportunity to learn new skills in AI.
  • Contribute to AI development in the skilled trades.
  • Gain experience working with leading AI labs.
  • Make a positive impact on the next generation of skilled trade workers.

Mission

Handshake's mission is to democratize opportunity and empower the next generation of talent. By participating in this AI training project, you will contribute to that mission by helping to develop AI tools that upskill and empower skilled trade workers.

How to Apply

To apply for the Cost Estimator AI Trainer (Contract) position, please follow these steps:

  1. Create a Handshake account (if you don't already have one).
  2. Upload your resume, highlighting your relevant experience in cost estimation.
  3. Verify your identity to ensure you are eligible to participate in the project.
  4. Get matched and onboarded into relevant projects.
  5. Start working and earning!

FAQ

  1. What is the time commitment required for this role? The hours are flexible, with no minimum commitment. Most participants average 5-20 hours per week.
  2. What if I don't have prior AI experience? No prior AI experience is required. We will provide training and guidance to help you effectively evaluate and train the AI models.
  3. How will I be compensated for my work? You will be paid an hourly rate for your time spent evaluating and training the AI models.
  4. What types of projects will I be working on? You will be working on projects related to cost estimation in various industries, such as construction, manufacturing, and engineering.
  5. How will I receive feedback on my performance? We will provide regular feedback on your performance to help you improve your skills and contribute effectively to the project.
  6. What if I have questions or need support? We will provide ongoing support and answer any questions you may have throughout the project.
  7. Is this role open to international applicants? This role is open to candidates authorized to work in the United States. F-1 students eligible for CPT or OPT may apply.
  8. What are the technical requirements for this role? You will need a computer with internet access and the ability to use online collaboration tools.
  9. What if there are no projects available when I apply? Project availability may vary. If there are no projects available when you apply, we will keep your application on file and notify you when new projects become available.
  10. How does this role contribute to Handshake's mission? Your real-world expertise will help train AI tools designed to upskill—not replace—the next generation of skilled trade workers.

Locations

  • Remote, USA, USA (Remote)

Salary

0

Skills Required

  • Cost Estimationintermediate
  • Blueprint Analysisintermediate
  • Data Analysisintermediate
  • Negotiationintermediate
  • Cost Monitoringintermediate
  • Reporting Systemsintermediate
  • Vendor Selectionintermediate
  • Subcontractor Selectionintermediate
  • Cost Reductionintermediate
  • Site Evaluationintermediate
  • Remote Sensingintermediate
  • Drone Operation (Optional)intermediate
  • AI Prompt Engineeringintermediate
  • AI Model Evaluationintermediate
  • Asynchronous Communicationintermediate

Required Qualifications

  • 4+ years of professional experience in cost estimation or related field (experience)
  • Experience analyzing blueprints and other documentation (experience)
  • Ability to prepare time, cost, materials, and labor estimates (experience)
  • Experience conferring with engineers, architects, and contractors (experience)
  • Ability to collect historical cost data (experience)
  • Experience assessing cost-effectiveness of projects and services (experience)
  • Proficiency in tracking actual costs relative to bids (experience)
  • Experience consulting with clients and vendors (experience)
  • Ability to prepare estimates for vendor selection (experience)
  • Experience setting up cost monitoring and reporting systems (experience)
  • Ability to review material and labor requirements (experience)
  • Experience preparing cost and expenditure statements (experience)
  • Ability to conduct special studies to reduce costs (experience)
  • Experience visiting sites and recording relevant information (experience)
  • Ability to prepare and maintain a directory of suppliers (experience)
  • Experience using remote sensing technologies or drones (preferred) (experience)
  • Ability to participate in asynchronous work (experience)
  • Strong analytical and problem-solving skills (experience)
  • Excellent communication skills (experience)
  • Ability to work independently and manage time effectively (experience)

Responsibilities

  • Analyze blueprints and other documentation to prepare cost estimates.
  • Confer with stakeholders to discuss and adjust cost estimates.
  • Collect historical cost data for future estimates.
  • Assess the cost-effectiveness of various projects.
  • Track actual costs against bids.
  • Consult with clients and vendors to formulate estimates.
  • Establish and maintain tendering processes.
  • Conduct negotiations with vendors and subcontractors.
  • Prepare estimates for selecting vendors and subcontractors.
  • Prepare estimates for management planning and scheduling.
  • Set up cost monitoring and reporting systems.
  • Review material and labor requirements for cost-effectiveness.
  • Prepare cost and expenditure statements.
  • Conduct studies to develop cost data and reduce costs.
  • Visit sites to record relevant information.
  • Maintain a directory of suppliers and subcontractors.
  • Use remote sensing technologies to evaluate site conditions.
  • Develop prompts for AI models related to cost estimation.
  • Evaluate AI model responses.
  • Provide feedback to improve AI model understanding.
  • Participate in asynchronous work with leading AI labs.
  • Contribute to the development of AI tools for skilled trades.

Benefits

  • general: Flexible work hours with no minimum commitment.
  • general: Remote work from anywhere in the USA.
  • general: Opportunity to learn new skills in AI.
  • general: Contribute to AI development in the skilled trades.
  • general: Gain experience working with leading AI labs.
  • general: Supplement your income with hourly pay.
  • general: Work on projects aligned with your expertise.
  • general: Opportunity to shape the future of AI in your field.
  • general: Enhance your resume with AI experience.
  • general: Access to Handshake's professional network.
  • general: Potential for ongoing project opportunities.
  • general: Make a positive impact on the next generation of skilled trade workers.
  • general: CPT/OPT opportunities
  • general: Professional Development
  • general: Networking Opportunities

Target Your Resume for "Cost Estimator AI Trainer Careers at Handshake - Remote (USA) | Apply Now!" , Handshake

Get personalized recommendations to optimize your resume specifically for Cost Estimator AI Trainer Careers at Handshake - Remote (USA) | Apply Now!. Takes only 15 seconds!

AI-powered keyword optimization
Skills matching & gap analysis
Experience alignment suggestions

Check Your ATS Score for "Cost Estimator AI Trainer Careers at Handshake - Remote (USA) | Apply Now!" , Handshake

Find out how well your resume matches this job's requirements. Get comprehensive analysis including ATS compatibility, keyword matching, skill gaps, and personalized recommendations.

ATS compatibility check
Keyword optimization analysis
Skill matching & gap identification
Format & readability score

Tags & Categories

RemoteContractAICost EstimationTrainerCost EstimatorAI TrainerArtificial IntelligenceMachine LearningRemote WorkContract JobHandshakeConstructionEngineeringManufacturingBlueprint AnalysisCost AnalysisData AnalysisProject ManagementSkilled TradesUpskillingCareer OpportunityFlexible WorkHourly PayAI DevelopmentCPTOPTRemote SensingCost ReductionVendor NegotiationEdTechCareer PlatformEngineeringProduct

Answer 10 quick questions to check your fit for Cost Estimator AI Trainer Careers at Handshake - Remote (USA) | Apply Now! @ Handshake.

Quiz Challenge
10 Questions
~2 Minutes
Instant Score

Related Books and Jobs

No related jobs found at the moment.