Winch’s Pine Grove Farms, a progressive, family-owned robotic dairy located in Fennimore, WI, is seeking a Herdsman or Dairy Farm Equipment Technician to join our team. We combine strong family values with modern dairy technology to operate an efficient, animal-focused, and forward-thinking operation. Our farm utilizes robotic milking systems and data-driven herd management tools while maintaining a hands-on, team-oriented environment. We take pride in producing high-quality milk, caring for our animals, and continuously improving our operation through innovation and education.

Position Overview

We are seeking one full-time team member to join our operation in either a:

Herdsman (Livestock-Focused Role)

Dairy Farm Equipment Technician (Mechanical-Focused Role)

This position will be tailored to your primary strengths and experience. You will focus mainly on either herd management OR equipment and maintenance, while also being cross-trained in the other area to provide support when needed.

This is a great opportunity for someone who wants to develop a well-rounded skillset while still specializing in the area they enjoy most.

Primary Responsibilities (Based on Your Role Focus)

Option 1: Herdsman (Livestock-Focused)

Monitor herd health and identify/treat sick animals
Assist with calving, fresh cow care, and calf management
Detect heats and assist with breeding and reproductive programs
Administer vaccinations, medications, and basic treatments
Maintain herd records using DelPro, CowManager, and DairyComp
Assist with herd checks and general cattle handling
Support robotic milking system monitoring and basic maintenance
Maintain clean barns, stalls, waterers, and animal environments

Option 2: Equipment Technician (Mechanical-Focused)

Perform maintenance and repairs on tractors, skid steers, and farm equipment
Diagnose mechanical, hydraulic, and electrical issues
Maintain and troubleshoot robotic milking systems
Support barn systems including ventilation, manure handling, and feeding equipment
Mix and deliver feed rations using TMR equipment
Assist with equipment setup, calibration, and seasonal readiness
Complete general repairs, welding, and fabrication projects
Support crop production including planting, harvesting, and fieldwork

Cross-Training & Support Responsibilities (Both Roles)

Assist with livestock tasks such as moving cattle, vaccinations, or herd checks as needed
Support robotic milking system monitoring and alarm response
Help maintain overall farm cleanliness and organization
Communicate observations and issues to farm ownership/management
Work collaboratively with team members to ensure smooth daily operations

Qualifications

Experience in dairy, livestock, or agriculture preferred
For Herdsman Track: Animal health, reproduction, and calf care experience preferred
For Technician Track: Strong mechanical aptitude (diesel, hydraulics, electrical) preferred
Willingness to learn robotic milking systems and farm technology
Ability to work independently and as part of a team
Strong work ethic, reliability, and attention to detail
Ability to lift 50+ lbs and work in varying weather conditions
Valid driver’s license required

Work Schedule

Full-time position (~50 hours/week on average)
Typical day: 6:00 AM – 5:00 PM with seasonal flexibility
Every other weekend required (on-call for animals or robotic systems)
Longer hours during planting and harvest

Compensation & Benefits

Competitive hourly wage based on experience
Opportunity for a raise after 60 days
1 week of vacation + every other weekend off
One afternoon off every other week
Health insurance contribution (amount TBD)
Paid continuing education opportunity (1 event per year)

Why Join Winch’s Pine Grove Farms?

Flexibility to focus on your strengths while gaining additional skills
Work in a modern robotic dairy operation
Gain experience across livestock, equipment, and technology
Join a family-oriented, supportive team environment
Opportunity for long-term growth in progressive dairy farming

Winch's Pine Grove Farms

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Herdsman or Dairy Farm Equipment Technician