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How to Scale an Oil Well Drilling Contractor Business to $1M+ in Revenue

  • Writer: Nate Jones, CPCU, ARM, CLCS, AU
    Nate Jones, CPCU, ARM, CLCS, AU
  • 6 days ago
  • 2 min read

Scaling an oil well drilling contractor business to $1M or more in annual revenue requires strategic planning, operational efficiency, and strong risk management. In 2026, major operators expect drilling contractors to demonstrate both technical expertise and financial stability—making insurance a critical part of your growth strategy.

Wexford Insurance  helps oil well drilling contractors nationwide secure the insurance coverage required for larger contracts and safer operations.


Oil Well Drilling

1. Secure Long-Term Operator Contracts

The fastest way to scale is by building relationships with major operators like Chevron, Shell, or BP. To win these contracts, new drilling contractors must demonstrate:

  • Proven safety and operational track record

  • Compliance with OSHA and environmental regulations

  • Required insurance coverage for liability, equipment, and pollution risks

Tip: Having a specialized oil well drilling insurance program in place from the start makes you a preferred vendor.


2. Invest in High-Quality Equipment

Scaling requires operational efficiency. High-performing drilling rigs, mud systems, and drill strings reduce downtime and increase throughput. Protecting these assets with Contractor’s Equipment Insurance is essential to ensure operations aren’t interrupted by:

  • Mechanical failure

  • Theft or damage

  • Weather-related losses

Proper insurance protects your investment and supports operator approvals.


3. Optimize Crew and Project Management

A scalable business needs experienced crews and streamlined project management. Key actions include:

  • Hiring skilled drillers and support staff

  • Implementing safety programs to reduce incidents

  • Using scheduling software to maximize rig utilization

Reducing operational downtime directly impacts revenue potential, while a strong safety record helps maintain insurance eligibility and operator confidence.


4. Focus on Risk Management and Compliance

Operators and insurers scrutinize risk management practices for high-revenue contractors. Scaling to $1M+ revenue requires:

With Wexford Insurance, drilling contractors get tailored programs that align with operator and regulatory requirements, minimizing gaps and downtime.


5. Expand Strategically

Once core operations are profitable, scaling involves geographic expansion or adding rigs. Strategic growth includes:

  • Targeting active basins with high drilling demand (Permian, Eagle Ford, Bakken)

  • Adding rigs incrementally based on contract backlog

  • Continually reviewing insurance coverage to match expanded operations

Insurance grows with your business—ensuring that each new operation is fully protected and eligible for operator contracts.


Why Wexford Insurance Matters for Scaling Contractors

Wexford Insurance works with drilling contractors to provide:

  • Comprehensive liability and equipment coverage

  • Guidance for operator compliance

  • Certificates of insurance quickly for vendor approvals


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Wexford Insurance, LLC

704 S State Rd 135

STE D#329

Greenwood, IN 46143

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