For Mid-Market Technology Leaders & CFOs
Protect Your Revenue, Leadership, and Tech Enterprise Value
You innovate technology. We protect it.
We design data-driven commercial and Cyber insurance programs for SaaS, MSPs, AI, FinTech, and technology-driven companies — using advanced risk modeling and peer benchmarking to eliminate coverage gaps and protect EBITDA.
Most brokers sell policies.
We build enterprise risk strategies.
Technology-driven companies face layered risks — property exposure, executive liability, vendor dependencies, contractual obligations, workforce issues, and cyber threats. These are enterprise risks that impact revenue, reputation, and leadership accountability.
Your insurance program must reflect that reality.
With Stewart Little, a former insurance business owner at the helm, our team takes a holistic, data-driven approach to protecting your business — ensuring your entire commercial insurance program aligns with how your company actually operates.
We accomplish this through the combination of comprehensive coverage and ongoing risk management.
Why Partner with Stewart and the Tech Team of Hilb Group
Tech-Centric Expertise
Our team is led by Stewart Little who has 20+ years of insurance experience with deep specialization in technology-driven industries. As a member of the Board of Advisors for the North Carolina Tech Association, he is an engaged player in the tech and insurance industries, with his finger on the pulse of emerging developments and trends.
Former Business Owner Perspective
You think like a CFO. So do we.
Our team lead, Stewart, built and sold his insurance brokerage firm after more than 20 years of success. He understands payroll pressure, HR exposure, contracts, operations, and executive accountability — because he has lived it. With him at the helm, we pair insurance expertise with financial and operational insight — showing how cyber risk, contractual exposures, and governance gaps can impact your bottom line. Instead of separate “catch-all” policies, we map your risk holistically, so coverage aligns with strategy and operational reality.
Holistic Risk Management Approach
We treat property, liability, contractual, workforce, and cyber risks as interconnected enterprise exposures — not isolated insurance line items. This ensures risk decisions are aligned across departments — reducing gaps, duplication, and unnecessary premium spend.
Data-Driven Coverage Design
Our proprietary risk assessment and modeling tools use business-specific and market data to accurately ensure you are not underinsured — and not overpaying.
Insurance Designed to Protect Tech Company Value
Risk Modeling for Traditional Business Policies
Many brokers rely on best guess estimates to recommend insurance coverage. We use advanced risk assessment platforms to help select the most cost-effective commercial coverage your business needs.
Based on the risk assessment results, coverage is then structured around HOW your business operates — from cloud-first infrastructure to distributed teams, compliance requirements, and vendor ecosystems. We offer complete commercial insurance solutions for technology-driven organizations.
Risk Assessment and Benchmarking for Cyber Policies
Cyber risks are not an IT problem. They are operational interruptions. When ransomware shuts down dispatch, when a vendor’s breach disrupts billing, or when compromised credentials trigger fraudulent payments — the issue isn’t technology.
- It’s revenue interruption.
- It’s a vendor dependency risk.
- It’s governance exposure.
- It’s cash flow and EBITDA impact.
To ensure Cyber coverage is selected based on operational and financial reality — not guesswork, we use a cyber risk assessment platform to benchmark your company against peer organizations in your industry.
20+ Years of Experience
North Carolina Tech Association Board of Advisors
3,000+ Businesses Served
Not Convinced Yet?
When you become a client, you’ll also enjoy the following services.
Value-Added Risk Management for Ongoing Protection
Risk Management Center
Streamline Risk Management and Insurance
Unlike many brokers, we provide our clients access to our cloud-based Risk Management Center to help you manage insurance, safety, and operational risk in one place, which also helps control your renewal pricing.
Our platform includes:
- Centralized storage for policies, contracts, and certificates
- Vendor certificate monitoring with automated compliance alerts if your vendors aren’t compliant
- Claims tracking and reporting
- Employee safety and OSHA training modules with completion tracking
- Structured documentation to support renewals and regulatory readiness
Vendor Contract Review
Prevent Risk Transfer Failures Before They Hit Your Balance Sheet
Our team reviews vendor contracts to identify hidden risk transfer gaps, indemnification issues, and insurance requirement weaknesses — helping ensure your vendors carry the proper limits and coverage before exposure shifts back to your balance sheet.
Incident Response Plan
Bounce Back from Any Disaster
We help you design structured Incident Response Plans that clearly define roles, decision paths, and communication protocols — ensuring leadership can respond quickly to cyber or operational disruptions while minimizing financial loss, regulatory exposure, and reputational damage.
Safety Trainings
Reduce Claims, Improve Renewals, and Strengthen Compliance
Through the Risk Management Center, clients can deploy structured role-specific safety training modules to employees, track completion automatically, and document compliance — helping reduce workplace incidents, limit OSHA exposure, strengthen safety culture, and support more favorable renewal outcomes.
Who We Serve
What You Can Expect
- Direct access by call or text
- Proactive renewal strategy reviews
- Strategic coverage design
- Deep vendor contract review
- Real benchmarking analytics to justify insurance budgets
- Enterprise-level modeling and governance frameworks — tailored for mid-market technology companies.
Ready to Protect Your Tech Business?
Talk with our tech insurance specialist.
No long forms. No generic packages. Just thoughtful protection built around how your business operates.
Already working with another broker? We frequently provide second-opinion benchmarking without disrupting your current program — giving you clarity before you make any change.
What Happens Next
- 30-minute strategic discovery call
- Data-driven risk modeling & coverage benchmarking
- Clear, structured recommendation aligned with your operations
Start the Conversation
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