Remote Title Insurance Underwriter Jobs in Virginia

Senior Underwriting Counsel – Commercial Title (Richmond)

Locations: Richmond, VA (Flexible Hybrid/Remote Arrangement Available)
Compensation: $150,000 – $200,000 base salary + bonus + competitive benefits (dependent on experience)

Direct Counsel is representing a Fortune 500 industry leader in the title insurance and real estate services space that is seeking a Senior Underwriting Counsel to join its highly respected commercial underwriting team supporting the Richmond and DMV market.

This is an outstanding opportunity to join a nationally recognized organization with a strong market presence, sophisticated commercial deal flow, and a collaborative leadership team that values autonomy, expertise, and long-term growth. The company is known for handling complex, high-profile commercial transactions and offers a supportive environment where experienced underwriters are trusted as strategic partners to clients and internal teams alike.

The team is seeking a senior-level professional who can immediately step into an active pipeline of sophisticated commercial transactions across the DC/MD/VA region. This role is ideal for a seasoned commercial title underwriter who thrives in a fast-paced environment and enjoys working independently on complex matters while partnering closely with major clients, developers, lenders, and title agents.

Key Responsibilities

• Underwrite and analyze complex commercial title insurance transactions throughout Washington, DC, Maryland, and Virginia
• Provide underwriting guidance, risk analysis, and coverage determinations on sophisticated commercial real estate matters
• Review title commitments, surveys, endorsements, and related transaction documents
• Draft and negotiate title insurance coverage and underwriting approvals
• Support national and regional commercial clients, including lenders, developers, investors, and law firms
• Partner with title officers, agents, and business development teams to facilitate transaction closings
• Serve as a trusted resource for underwriting strategy and problem-solving on challenging deals
• Maintain strong knowledge of regulatory, legal, and underwriting developments within the DC/MD/VA markets

Qualifications

• 4+ years of commercial title underwriting experience, preferably at a national title insurance company or sophisticated title agency
• Significant hands-on underwriting experience within Washington, DC, Maryland, and Virginia
• Strong background handling complex commercial real estate transactions
• Ability to independently manage and underwrite sophisticated deals with minimal supervision
• Deep understanding of commercial title insurance policies, endorsements, and underwriting practices
• Experience working directly with large commercial clients, law firms, and lenders
• Excellent analytical, communication, and client relationship skills
• JD strongly preferred
• Existing client relationships, agency connections, or portable business are highly valued

Preferred Background

Candidates coming from national title underwriters, major competitors, or sophisticated commercial title agencies are especially encouraged to apply. The team is particularly interested in professionals with deep regional market knowledge and established commercial relationships in the DC/MD/VA area.

Why This Opportunity

• Join a stable, nationally recognized Fortune 500 organization
• Highly respected and collaborative commercial underwriting team
• Sophisticated, high-value commercial transactions
• Leadership team that values autonomy and expertise
• Flexible work arrangement with limited emphasis on office presence
• Strong compensation structure with bonus potential
• Opportunity to work with major institutional clients and prominent commercial projects
• High visibility role with immediate impact on a growing regional practice

Direct Counsel will work closely with qualified candidates throughout the process and provide additional details regarding the company, team structure, and opportunity during the interview process.