Perform structured evaluations of AI assistants using MCP and plugins: design realistic prompts, execute multi-step personal workflows (screen-recorded), assess outputs for usefulness and safety, identify failures, and write detailed reports and rubrics. Remote, US-based contractor role requiring 20+ hours/week and rapid task turnaround.
This role is for one of our clients
Compensation: $50-$190 per hour
Join a pioneering AI research initiative focused on evaluating and improving how advanced AI systems perform complex, real-world personal workflows. We are seeking experienced AI power users with extensive hands-on experience using Model Context Protocol (MCP) and AI plugins/connectors to complete multi-step personal tasks that require planning, judgment, context awareness, and tool integration.
This role is ideal for individuals who regularly rely on AI in their personal lives and understand how connected tools can enhance productivity across a wide range of everyday scenarios.
RequirementsKey Responsibilities
- Design realistic prompts that reflect complex, real-world personal workflows.
- Execute multi-step tasks using AI while recording your screen as part of the evaluation process.
- Utilize personal AI plugins and connectors throughout workflow execution.
- Assess AI-generated outputs for practicality, personalization, reasoning quality, and overall usefulness.
- Identify where AI systems fail to understand context, misuse connected tools, overlook constraints, or produce unrealistic recommendations.
- Write detailed, structured explanations highlighting AI strengths, weaknesses, and improvement opportunities.
- Develop and apply comprehensive evaluation rubrics to measure AI performance consistently across different task types.
Your evaluations may include workflows involving:
- Personal health and wellness
- Travel planning and itinerary management
- Food, dining, and activity planning
- Home services and maintenance
- Career exploration and job search
- Productivity and personal organization
- Other complex day-to-day life management tasks
- Must be based in the United States.
- Strong hands-on experience with Model Context Protocol (MCP) and AI plugin/connector ecosystems.
- Frequent use of AI plugins/connectors such as Google Drive, Expedia, Notion, and similar productivity platforms.
- Heavy personal use of Large Language Models with an established usage history of at least 6 months.
- Experience using AI for multi-step planning, research, decision-making, and everyday personal workflows.
- Strong analytical thinking, written communication, and attention to detail.
- Ability to evaluate AI outputs for accuracy, usefulness, personalization, safety, and reasoning quality.
- Willingness to sign a data-sharing consent agreement through DocuSign.
- Experience designing, applying, or reviewing structured evaluation rubrics.
- Extensive rubric development and evaluation experience, including 100+ hours working on AI evaluation or quality assessment projects.
- Deep familiarity with AI-assisted productivity workflows involving multiple connected applications.
- Experience identifying AI limitations and recommending improvements based on real-world usage scenarios.
- Help shape the future of intelligent AI assistants capable of supporting real-world personal workflows.
- Influence the development of AI systems that better understand context, preferences, trade-offs, and practical decision-making.
- Work on meaningful evaluations spanning health, travel, productivity, career planning, and everyday life management.
- Collaborate on cutting-edge AI initiatives with opportunities for continued engagement based on performance.
- Expected commitment: 20+ hours per week.
- Initial onboarding and ramp-up period of approximately 1–2 days.
- Ability to complete assigned work within 24 hours of task assignment.
- Desktop or laptop computer required (Chromebooks are not supported).
- Selected contributors will begin with a trial period to evaluate quality, consistency, and overall project fit.
- As this project is in its early stages, there may be a short delay before initial task assignments become available.
We are committed to providing equal opportunities to all qualified applicants. Reasonable accommodations are available throughout the application and engagement process.
Contract & Engagement Details- Independent contractor engagement.
- Fully remote with flexible working hours.
- Project timelines may be extended, shortened, or concluded based on project requirements and individual performance.
- Work does not require access to confidential or proprietary information from any current or former employer.
- Payments are issued weekly based on approved work completed through supported payment platforms.
- At this time, we are unable to support H1-B or STEM OPT candidates.
Similar Jobs
Financial Services
Leads investment strategy by partnering with advisors on allocation planning, investment proposals, portfolio construction, and client consultations. Develops customized investment tools, analytics, messaging, and collateral across asset classes and business units. Represents the firm with affluent and ultra-high-net-worth clients, coordinates internal investment functions, mentors strategists, and drives consistent, client-focused investment guidance and business growth.
Artificial Intelligence • Big Data • Cloud • Information Technology • Software • Cybersecurity • Data Privacy
Leads GTM analytics and sales strategy for global specialist and RX sales. Owns planning, dashboards, forecasting, quota and territory design, pipeline analysis, operating cadences, and executive communications. Partners with Sales, Finance, Marketing, Product, and Customer Success to develop and measure GTM plays. Manages and mentors team members while serving as a strategic advisor to senior sales and business leaders.
Top Skills:
ExcelSalesforce
Gaming • Information Technology • Mobile • Software
Own the implementation, hardening, and polish of game AI behaviors and systems for shipping. Collaborate with design, animation, and other disciplines to tune AI features and support the creative vision. Ensure reliable, stable enemy behaviors and enhance existing architecture. The role requires deep Unreal Engine and modern game AI experience, strong C++ skills, animation systems knowledge, and at least one shipped game title focused primarily on AI.
Top Skills:
Behavior TreesBlend SpacesBlueprintsBuild AutomationC#C++Distance MatchingMotion WarpingPathfindingPerception SystemsPythonRoot MotionState MachinesUnreal Engine 4Unreal Engine 5
What you need to know about the Boston Tech Scene
Boston is a powerhouse for technology innovation thanks to world-class research universities like MIT and Harvard and a robust pipeline of venture capital investment. Host to the first telephone call and one of the first general-purpose computers ever put into use, Boston is now a hub for biotechnology, robotics and artificial intelligence — though it’s also home to several B2B software giants. So it’s no surprise that the city consistently ranks among the greatest startup ecosystems in the world.
Key Facts About Boston Tech
- Number of Tech Workers: 269,000; 9.4% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: Thermo Fisher Scientific, Toast, Klaviyo, HubSpot, DraftKings
- Key Industries: Artificial intelligence, biotechnology, robotics, software, aerospace
- Funding Landscape: $15.7 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Summit Partners, Volition Capital, Bain Capital Ventures, MassVentures, Highland Capital Partners
- Research Centers and Universities: MIT, Harvard University, Boston College, Tufts University, Boston University, Northeastern University, Smithsonian Astrophysical Observatory, National Bureau of Economic Research, Broad Institute, Lowell Center for Space Science & Technology, National Emerging Infectious Diseases Laboratories
