Chief Operating Officer

Hillside Title and EscrowNaperville, IL, US

30+ days ago

Job type

Full-time

Job description

Job Description

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 : $130,000 – $150,000
Performance-based incentives
Comprehensive benefits package
401(k)

Compensation :

$130,000 - $150,000 yearly

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.

About Company

This is a unique opportunity to step into a leadership role at a trusted title agency and shape the future of its success. You’ll join a collaborative and supportive team, enjoy competitive compensation, and play a pivotal role in serving the Chicagoland real estate community with excellence.

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Chief Operating Officer • Naperville, IL, US