Supervisors of Landscaping, Lawn Service, and Groundskeeping Workers - AI Trainer (Contract)

Handshake•San Francisco, CA

20d•Remote

About The Position

Handshake is recruiting First-Line Supervisors of Landscaping, Lawn Service, and Groundskeeping 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. 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.

Requirements

You have at least 4 years of professional experience in one or more of the following types of work.
You’re able to participate in asynchronous work in partnership with leading AI labs.

Responsibilities

Establish and enforce operating procedures and work standards to ensure adequate performance and personnel safety.
Schedule work for crews based on work priorities, crew or equipment availability, or weather conditions.
Tour grounds such as parks, botanical gardens, cemeteries, or golf courses to inspect the condition of plants and soil.
Monitor project activities to ensure instructions are followed, deadlines are met, and schedules are maintained.
Direct activities of workers performing duties such as landscaping, cultivating lawns, or pruning trees and shrubs.
Inspect completed work to ensure conformance to specifications, standards, and contract requirements.
Plant or maintain vegetation through mulching, fertilizing, watering, mowing, or pruning.
Direct or perform mixing or application of fertilizers, insecticides, herbicides, or fungicides.
Train workers in tasks such as transplanting or pruning trees or shrubs, finishing cement, using equipment, or caring for turf.
Prepare service estimates based on labor, material, and machine costs and maintain project budgets.
Identify diseases or pests affecting landscaping and order appropriate treatments.
Inventory tools, equipment, or materials to ensure adequate supplies and usability.
Maintain required records such as personnel information or project documentation.
Perform personnel-related activities such as hiring workers, evaluating staff performance, or taking disciplinary actions.
Provide workers with assistance as needed to meet deadlines.
Prepare or maintain required records such as work activity or personnel reports.
Investigate work-related complaints to verify problems and determine appropriate responses.
Perform administrative duties such as authorizing leave or processing time sheets.
Confer with other supervisors to coordinate work activities with other departments or units.
Direct or assist workers in maintaining or repairing equipment such as power tools or motorized machinery.
Review contracts or work assignments to determine service, machine, or workforce requirements.
Order corrective work when problems occur and recommend procedural changes to prevent recurrence.
Confer with managers or landscape architects to develop plans or schedules for landscaping maintenance or improvement.
Recommend changes in working conditions or equipment to increase crew efficiency.
Answer inquiries from current or prospective customers about methods, materials, or price ranges.
Install or maintain landscaped areas, including tasks such as removing snow, pouring cement curbs, or repairing sidewalks.
Design or supervise the installation of sprinkler systems, including calculating water pressure and valve/pipe coverage needs.
Negotiate with customers regarding fees for landscaping, lawn service, or groundskeeping work.
Repair irrigation systems.