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Chief Technology Officer

Hours: 8:30-5:00 Local Time

Location: Canonsburg, PA

Compensation: Based on Experience

Offices: At USG, we empower our team members with the flexibility to opt for remote, hybrid, or fully in-office schedules. Presently, we operate nine physical branch locations across the United States:

• California: Irvine
• Florida: Tampa
• Idaho: Sandpoint
• Illinois: Chicago
• Louisiana: Covington
• Minnesota: Shoreview
• Pennsylvania: Canonsburg
• Texas: Arlington and Houston

Who We Are:

Welcome to USG, a distinguished national wholesale broker and managing general agent (MGA) with a prominent presence across the nation. Our extensive network spans over 400 different markets and we proudly write business in all 50 states.

USG has consistently earned recognition for our excellence, being ranked as a 5-star MGA by Insurance Business of America for four consecutive years. Moreover, we take pride in our continuous acknowledgment as a Top Insurance Workplace over the past five years, as voted on by our current team members.

Understanding that a fulfilling culture is paramount in career satisfaction, we at USG prioritize fostering a collaborative and mentoring-focused environment. We recognize the pivotal role each team member plays in our success, emphasizing hands-on training to ensure everyone feels comfortable and confident in their role. At USG, we actively empower our team members to bring their authentic selves to the workplace, recognizing that fostering diversity is essential for a thriving, creative, and dynamic professional environment.

In today's rapidly evolving business landscape, embracing cutting-edge technology is not just a choice but a necessity for staying relevant in the marketplace. Our in-house IT development and support teams, located in Canonsburg, PA, expertly oversee and manage both our proprietary and third-party systems, ensuring our sales operations stay at the forefront of technological advancement.

Embark on your professional journey with USG, where it's more than just a job – it's a vibrant and supportive community committed to nurturing your success.

The Role Itself

The Chief Technology Officer (CTO) at USG Insurance Services is responsible for the leadership, strategy, and day-to-day management of all technology operations company-wide. This includes overseeing software development, infrastructure and support services, third-party vendor relationships, cybersecurity, proprietary systems, and enterprise platforms. The CTO plays a critical role in enabling business success through reliable, scalable, and secure technology systems.

Responsibilities include:

Technology Leadership & Oversight

• Direct and manage all IT departments including:
  • Software Development (Engineering, QA, Business Analysis)
  • Infrastructure & Support (System Support Analysts, Systems Management)
  • Cybersecurity & Risk
• Provide vision and execution for technology strategy aligned with USG’s operational needs.

Vendor & Contract Management

• Oversee relationships and contracts with key technology partners and vendors:
  • MSA (Managed Services, Private Cloud, Infrastructure)
  • Abacode (Cybersecurity & SOC)
  • Xtium (Network Equipment & Microsoft Licensing)
  • Lumen (Private Circuits & Teams Calling)
  • Vertafore, Sage, CDW, Network Solutions, and others
• Ensure compliance with licensing and manage renewals.

Systems & Platform Management

• Manage and support core technology platforms:
  • Proprietary Systems: AMx, I3x, INSLink
  • Operational Software: Sage (Finance), ImageRight (Document Management), Microsoft 365, Citrix, SQL Server
  • Microsoft Stack: Teams, Entra ID, SharePoint, Exchange, DNS, Active Directory, Licensing

Cybersecurity & Compliance

• Partner with Abacode to manage cybersecurity monitoring (SOC alerts, vulnerability scans, pen tests)
• Coordinate with internal teams on policy development and implementation
• Manage compliance and risk oversight across all systems and vendors

Infrastructure & Network Support

• Oversee system performance, updates, and configurations across all platforms
• Respond to and manage alerts (email, system, security) 24/7 from MSA, Abacode, and Xtium
• Manage mobile notifications and ensure constant situational awareness for critical systems

Staff & Department Development

• Lead staffing efforts for IT roles: define positions, recruit, interview, hire, and onboard
• Manage cross-functional collaboration and performance of the IT team
• Foster a culture of communication, accountability, and continuous improvement

System Integration & Functionality Support

• Provide oversight for system integrations (especially between Sage, I3x, AMx, and ImageRight)
• Assist with issue resolution related to renewals, policies, finance data feeds, and performance bottlenecks
• Coordinate troubleshooting efforts that require CTO-level intervention

What We Are Looking For:

• Proven experience (7–10+ years) in IT leadership, preferably in the insurance or financial services industry
• Strong understanding of infrastructure, enterprise systems, cybersecurity, and software development
• Experience managing third-party vendors and contracts
• Solid working knowledge of Microsoft 365, SQL Server, Citrix, and enterprise finance platforms (e.g., Sage)
• Ability to lead high-performing technical teams with clarity and accountability
• Excellent problem-solving, communication, and decision-making skills
• Bachelor’s degree in Computer Science, Information Systems, or related field required; Master’s degree or technical certifications preferred

Leadership Attributes:

• Strategic thinker with attention to operational detail
• Hands-on, responsive, and available in critical situations
• Collaborative team builder and confident decision-maker
• Committed to cybersecurity, data integrity, and system reliability

What USG has to offer:

• Comprehensive Benefits Package including:
  • Company-paid benefits: Short-Term Disability, Long-Term Disability, Basic Life, AD&D, and Team member Assistance Program
  • Medical, Dental, Vision, and Life
  • 401K Retirement Plan
  • Flexible Spending Account
  • Dependent Care
  • Tuition Reimbursement
  • Producer Savings Bonus Plan 
• A week of hands-on, in-person training to meet our corporate team
• Access to 24/7 virtual training through USG University
• Outstanding Company Holiday Schedule and Generous Paid Time Off Package
• Potential for exponential growth in the company

Join Us!

If you're excited about the wholesale industry and are ready to contribute your skills and passion to a dynamic team, USG Insurance Services is the perfect company for you. We're looking for individuals who share our entrepreneurial spirit and are eager to help us shape the future of wholesale insurance.

Visit https://www.usgins.com/index.aspx to learn more about our work, our team, and the opportunities we have available.