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

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:
Maintaining General Liability and Workers’ Compensation coverage
Ensuring Control of Well and Pollution Liability coverage for high-risk wells
Regularly updating insurance certificates for operator approvals
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




