Director of Technology and AI

G. R. Little Agency; Cary (NC); Hybrid; USD 72,000 - 88,000; Full time

Benefits offered by this job

Hybrid remote work

Flexible schedule

Health insurance

Retirement contributions

Generous PTO

Professional development

Job summary

IIANC in North Carolina seeks a Director of Technology and AI to lead technology operations, strategy, and AI initiatives. This hands-on leadership role moves IIANC toward an AI-enabled organization, aligning systems, data, and workflows across teams.

You will guide vendors, build a modern tech roadmap, mentor staff, and promote responsible AI use. The position offers hybrid work, strong pay, generous benefits, and a 35-hour week with every other Friday off, based in Cary, NC.

Qualifications

• Experience leading technology operations and strategy.
• Hands-on AI, automation, and emerging tech experience.
• Ability translate business needs into tech solutions.

Responsibilities

• Lead IIANC’s technology operations and roadmap.
• Troubleshoot issues and coordinate MSPs and vendors.
• Drive AI initiatives to improve workflows and decision-making.
• Build organization-wide tech and AI capability through training.

Skills

Tech leadership

AI & automation

Vendor management

Project tools

CRM literacy

Platform learning

Tools

CRM systems

Database systems

Reporting tools

Job description

Future Opening: Director of Technology and AI

Join an Amazing Team at IIANC!

Who We Are: Come be part of something awesome at the Independent Insurance Agents of North Carolina (IIANC)! We're not just a professional industry association, we're a passionate, forward-thinking team that supports independent insurance agencies across North Carolina. Our mission? Empower our members and foster a workplace where innovation, collaboration, and fun thrive. We've built a culture that celebrates people. From staff kickball games to cheering on the Durham Bulls, Carolina Hurricanes, or Local college football teams, Lunch/Learns, we're big on connection and appreciation. Don't just take our word for it, IIANC/NCAIA has been named the 2025 #1 Best Employer in the small company category, adding to multiple years at the top and five straight years recognized by Business North Carolina as one of the Best Employers in NC.

About the Role

The Director of Technology and AI leads IIANC’s internal technology operations, strategy, systems, and artificial intelligence initiatives. This is a hands-on leadership role responsible for ensuring IIANC’s technology works effectively today while helping the organization use technology, AI, and automation to operate smarter and more efficiently in the future.

A key objective of this position is moving IIANC toward becoming an AI-enabled organization, where AI and modern technology are thoughtfully incorporated into everyday work across the organization.

Benefits

• Hybrid remote work opportunities + an extremely flexible work schedule
• Competitive pay
• Health insurance coverage
• Generous Employer Retirement Contributions
• Generous PTO
• Fun staff appreciation events - a lot of them!
• 100% paid professional development
• Office casual dress code most days
• On-site fitness equipment, gym membership reimbursement, and Staff Tranquility Room
• Job stability in a growing industry
• 35-hour work week that includes every other Friday off with a compressed workweek option

• Lead IIANC’s overall technology operations, ensuring systems, applications, hardware, integrations, vendors, and workflows are reliable, effective, and aligned with organizational needs.
• Serve as the primary internal technology resource, troubleshooting issues directly when appropriate and coordinating with managed service providers, vendors, and outside support as needed.
• Develop and maintain IIANC’s technology strategy and roadmap, working across departments to evaluate systems, identify needs, and lead practical improvements, integrations, implementations, and vendor decisions.
• Serve as IIANC’s internal AI lead by identifying opportunities to use AI, automation, and emerging technology to improve workflows, productivity, member service, decision-making, and business processes.
• Build organization-wide technology and AI capability through training, coaching, responsible-use practices, clear communication, regular updates, and a culture of curiosity, experimentation, and continuous improvement.

What Qualifications You Bring

• Experience in technology leadership, business systems, systems implementation, technology operations, process improvement, digital transformation, or a related field.
• Strong general technology aptitude with the ability to understand, troubleshoot, and learn unfamiliar systems quickly.
• Experience managing technology projects, vendors, implementations, or external service providers.
• Demonstrated ability to translate business needs into practical technology solutions.
• Meaningful hands-on experience with generative AI, automation, and emerging technology.
• Technical & systems skills
  • Experience using project tracking, documentation, collaboration, or workflow tools to organize requirements, tasks, issues, and follow-up.
  • Comfortable learning new platforms, including CRM systems, customer portals, reporting tools, database systems, and technology products.
  • Ability to support system testing, data validation, user documentation, reporting needs, and process improvement efforts.
• Comfortable exploring AI tools such as ChatGPT, Microsoft Copilot, or similar platforms to improve efficiency and support better decision-making.
• Able to use AI responsibly to summarize information, draft documentation, support reporting, organize requirements, and improve communication.
• Interested in identifying practical opportunities to automate repetitive tasks, reduce manual work, and streamline workflows.
• Curious, adaptable, and quick to learn emerging technologies that can improve systems, user experience, and business operations.

Must be able to work from our Cary, NC office.

Ready to join an awesome team that embraces our core values of integrity, innovation, initiative, collaboration, professionalism, and responsiveness

Compensation: $80,000.00 per year

YOUR FUTURE at IIANC Starts Here!

If you're looking for a career that offers flexibility, job stability, strong compensation, and more, then you've come to the right place!

We are a statewide trade association that empowers independent agents to rise above the competition by offering them the tools and resources to succeed in today’s insurance industry. IIANC is proud to serve as the unrelenting advocate and strategic business partner for nearly 1,000 Trusted Choice® independent insurance agency and branch locations across North Carolina… and that number continues to grow.

IIANC's Vision is to be the organization that leads independent agencies into a prosperous future by driving change, fostering innovation, and providing cutting-edge solutions.

IIANC's Mission is to be our members’ strategic business partner by providing solutions, creating connections, and being their unrelenting advocate.

This agency is independently owned and operated. Your application will go directly to the agency, and all hiring decisions will be made by the management of this agency. All inquiries about employment at this agency should be made directly to the agency location and not to the Independent Insurance Agents of North Carolina.

Benefits of working as an Independent Insurance Agent

Career advancement in a growing field

With more than 400,000 job openings in the next five years across the U.S., the insurance industry offers a huge opportunity for employment and career advancement.

Flexibility

IIANC can give you a rewarding career and well‑rounded life with jobs that are not only fulfilling but also offers flexible schedules remote work, and great office culture.

Company Culture

IIANC focuses on involvement in the communities and active in local organizations, sponsoring sporting teams or supporting charities.

Job Security

Things change but insurance is here to stay. IIANC has served the needs of Independent agents in North Carolina since 1898.