Director, Staff Operations (Middle Market)

About the role

For our client, we are seeking a Director, Staff Operations (Middle Market) to join the team of a leader in the Finance & Insurance space. This leader will oversee staff operations for a Middle Market business, ensuring that business initiatives are translated into effective operating processes and measurable outcomes. The role partners closely with executive leadership, operations, and administrative support teams to strengthen alignment, improve performance, and support sound financial and resource planning. It is well suited for a strategic operator who can combine process discipline, data-driven analysis, and strong leadership across a complex business unit. Location: Remote - US based candidates only, no visa sponsorship available.

Pay

$122,000 – $182,000 annually

Responsibilities

• Establish processes that align business initiatives with desired outcomes.
• Improve operational processes to support efficient asset stewardship and stronger operating results.
• Direct financial management and resource planning for the business unit, including executive-level analysis.
• Oversee administrative support services across operations.
• Analyze operational standards and performance data to identify opportunities for improvement.
• Serve as a key member of the business unit leadership team to drive strategic alignment.
• Act as the primary liaison across multiple operations to enhance collaboration.
• Manage direct reports, including development, performance evaluation, and administrative planning.

Qualifications

• 5-7 years of experience in management and operations within Middle Market underwriting and commercial insurance.
• Proven ability to lead cross-functional projects while improving operational processes.
• Exceptional presentation skills, including creating and delivering executive-level reports.
• Strong written and verbal communication skills, especially with senior leadership.
• Experience with data analysis for actionable insights and comprehensive reporting.
• Demonstrated organizational, judgment, and problem-solving capabilities.

Benefits

• Comprehensive medical, dental, and vision insurance coverage.
• Short- and long-term disability insurance, plus life insurance.
• A minimum of 18 days of paid time off per year, increasing with tenure.
• Nine paid holidays and additional wellness-related paid time off.
• 401(k) plan with company match and a pension plan.
• Business casual dress code for a comfortable work environment.