Chief Operating Officer - Hillside Title and Escrow : Job Details

Overview

Are you a proven executive leader in the title insurance industry, ready to take on a high-impact role shaping the future of a trusted Chicagoland agency? We're seeking an experienced Chief Operating Officer (COO) to oversee operations, drive growth, and strengthen client and partner relationships for a well-established title agency in the western suburbs of Chicago. As COO, you will serve as a strategic partner to ownership, providing visionary leadership and operational expertise across all facets of the business—including title production, escrow, compliance, and client services. This role is ideal for a results-driven leader who thrives in a fast-paced environment, is passionate about operational excellence, and has the ability to scale a respected title agency to new heights.

Compensation & Benefits

Base Salary: $150,000 – $180,000 • Performance-based incentives • Comprehensive benefits package • 401(k)

Responsibilities

• Provide executive oversight of day-to-day operations to ensure efficiency, accuracy, and compliance with Illinois and federal regulations.
• Lead, mentor, and develop a high-performing management team across title production, escrow, and operations.
• Drive organizational growth by identifying new business opportunities, improving operational processes, and implementing innovative technology solutions.
• Partner with ownership on strategic planning, financial management, and long-term business goals.
• Oversee financial performance, including budget development, forecasting, and profitability.
• Build and maintain strong partnerships with real estate agents, lenders, attorneys, and other industry stakeholders.
• Ensure compliance with ALTA best practices and escrow/trust account requirements.
• Anticipate industry trends, regulatory changes, and market opportunities to position the agency for continued success.

Qualifications

• Bachelor's degree in business administration or related field (preferred).
• 7+ years of senior management or executive-level experience in the title insurance industry.
• Deep expertise in Illinois title laws, compliance, escrow/trust accounting, and industry standards.
• Demonstrated success in scaling operations and driving profitability in the title industry.
• Strong strategic thinking, leadership, and team development skills.
• Excellent communication, negotiation, and relationship-building abilities.
• Proficiency with title production/closing software and related real estate technology.

Compensation

$130,000 - $150,000 per year