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GESTRA Engineering, Inc.

Drilling Supervisor

Career Insights for Oilfield / Rig Worker

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What they do

An Oilfield or Rig Worker operates machinery used to extract oil, evaluate oil reserves, and maintain oil well sites.

$56,226 / year median in Wisconsin

+1% projected growth

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Job Description

Drilling Supervisor GESTRA Engineering, Inc. - 4.0 Milwaukee, WI Job Details Full-time $60,000 - $70,000 a year 18 hours ago Benefits Travel reimbursement Paid holidays Health insurance Dental insurance 401(k) Paid time off Vision insurance 401(k) matching Qualifications Federal construction safety regulations Mud rotary drilling Geotechnical engineering Construction safety management Operations coordination planning Safety hazards Machine drilling Operations planning Logistics planning
Full Job Description Drilling Supervisor Location:
Milwaukee, WI (and surrounding project sites)
Position Type:
Full-Time Department:
Drilling & Field Operations Experience Level:
10+ Years About the Role GESTRA Engineering, Inc. is seeking a seasoned, detail-oriented Drilling Supervisor to support our geotechnical drilling operations. This position works directly alongside the Drilling Department Manager to keep our crews, rigs, and field logistics running seamlessly. In this role, you will serve as the technical authority for our field crews and the primary right-hand support for department management. If you are a veteran Lead Geotechnical Driller looking to transition your expertise into a role that combines hands-on technical crew support with field planning and administrative coordination, we want to hear from you.
Key Responsibilities Field Logistics & Site Preparation Site Visits & Walk-Downs:
Conduct field walk-downs to assess terrain, rig access, utility clearance, and site hazards prior to project mobilization.
Utility Locates & Layouts:
Verify public and private utility clearances (811/One Call) and accurately lay out boring/drilling locations.
Traffic Control Coordination:
Organize and coordinate traffic control measures, safety zones, and local permitting for work along roadways.
Equipment & Rig Access:
Plan safe access routes, staging areas, and equipment rental logistics for job sites.
Technical Leadership & Crew Support Field Crew Technical Support:
Serve as the primary technical resource for crews—troubleshooting drilling challenges, mentoring personnel, and ensuring high-quality sampling.
Drill Crew Training:
Provide training to drill helpers as well as drillers on logging, sampling, and various drilling and rock coring techniques.
On-Call Availability:
Provide reliable on-call assistance to field teams to resolve real-time site issues or technical questions.
Safety Audits & Compliance:
Perform field safety checks, enforce OSHA regulations, and champion safety protocols across all active crews. Department Support (Office Duties)
Department Assistance:
Assist the Drilling Department Manager with daily operational planning, crew scheduling assistance, and project tracking.
Fleet & Equipment Maintenance:
Coordinate preventative maintenance, repairs, and service schedules for drill rigs, fleet vehicles, and field gear.
Rental Coordination:
Source and manage equipment rentals to meet upcoming project demands.
Qualifications & Requirements Experience:
Minimum of 10 years of hands-on experience in lead geotechnical drilling operations.
Technical Mastery:
Deep understanding of geotechnical drilling methods (hollow-stem auger, mud rotary, rock coring, SPT sampling) and field equipment mechanics.
Support Skills:
Strong organizational skills to assist department management with logistics, tracking, and scheduling from the office.
Work Split Capability:
Comfortably split time between active field site visits/crew support (50%) and office-based coordination and maintenance planning (50%).
Safety Knowledge:
Solid working knowledge of utility clearance protocols, OSHA standards, construction site and heavy machine operating safety.
Licensing & Certifications:
Valid Driver's License with a clean driving record (CDL preferred). OSHA 40-Hour HAZWOPER and/or OSHA 10/30-Hour Construction certifications preferred.
Flexibility:
Willingness to be on call during active work hours to support field teams. What We Offer Competitive salary commensurate with experience Comprehensive health, dental, and vision insurance Paid Time Off (PTO) and paid holidays 401(k) retirement plan with company match Long-term career stability and professional growth Vehicle/travel allowance or company vehicle for field duties GESTRA Engineering, Inc. is an Equal Opportunity Employer.
Pay:
$60,000.00 - $70,000.00 per year
Benefits:
401(k) Dental insurance Health insurance Paid time off Vision insurance
Work Location:
In person