Upland Capital Group Launches Five Sigma’s Claims Management Platform and Clive™ to Transform Specialty and Excess Claims Operations

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December 2, 2025 – Dallas, Texas — Upland Capital Group, a specialty property and casualty insurer, has officially gone live with Five Sigma’s AI-native claims management platform and Clive™, the insurance industry’s first Multi-Agent AI Claims Expert, as part of its transition to a fully in-house claims operation.

This go-live marks a major milestone for Upland as it transitions away from outsourced claims handling and moves to a fully digital and streamlined operation, powered by AI and automation.

A Strategic Shift to In-House Claims: Financial and Operational Wins

As part of its growth strategy, Upland made a strategic decision to internalize its claims operations for better control of the claims process and access to real-time insights.

With Five Sigma’s AI-native platform and Clive’s advanced automation capabilities now live, the company is ready to streamline workflows, empower its adjusters, and support growth with speed and accuracy.

Five Sigma’s specialty claims expertise positions Upland to scale confidently as they expand into new lines and grow their in-house claims operation.

Key benefits include:

  • Tailored Workflows for Specialty Lines: Upland configured claim workflows to fit specialty insurance needs, including complex coverage hierarchies and multi-party claims, with no code.

  • Real-Time Visibility: From FNOL to settlement, all claim data and communications are visible in one place. No more fragmented data across systems.

  • Omnichannel Communication: Built-in calling, video, email, and messaging, all indexed and accessible from the claim file.

  • Embedded Analytics: Dashboards and reporting tools offer Upland actionable insights into claims performance, reserves, and team productivity.

  • Rapid Onboarding: Adjusters were trained quickly and efficiently utilizing the platform’s intuitive, web-based interface.

  • Seamless System Integrations: Through Upland’s integration platform, Five Sigma connects with key systems to enable event-driven, end-to-end claims management.
"We’re thrilled to go live with Five Sigma. We've already seen how Five Sigma's claim technology, driven by automation and AI, is creating value for our company. As we integrate our other lines of business in the coming months, we believe we will realize measurable operational and financial benefits that weren't possible before."
Rich Smith - Chief Claims Officer of Upland
Rich Smith
Chief Claims Officer at Upland

Clive™: A Multi-Agent AI Expert Driving Efficiency and Accuracy for Upland

At the heart of Upland’s transformation is Clive, Five Sigma’s Multi-Agent AI Claims Expert. Clive brings AI and automation into every stage of the claims journey, reducing manual work, human errors, and accelerating cycle times.

Clive orchestrates multiple AI agents that work in parallel to automate routine tasks, dynamically plan claim handling, and offer real-time, data-based insights.

From intake and triage to coverage and liability analysis, fraud detection, compliance, and communications, Clive advances the claim according to Upland’s best practices, ensuring consistency, accuracy, and efficiency at scale.

"We are thrilled to partner with Upland as they bring their claims operations in-house. Our AI-native CMS and Clive were designed exactly for driving bottom-line results, like Upland is experiencing. We help insurers gain control over their data and achieve their business objectives, including higher efficiency."
Oded Barak CEO and Co-Founder of Five Sigma
Oded Barak
CEO and Co-Founder of Five Sigma

Upland Capital Group, Inc. is an AM Best “A-“(Excellent) rated specialty property and casualty insurer based in Dallas, Texas. Through its wholly owned insurance carrier, Upland Specialty Insurance Company, the company markets, underwrites, and services specialty insurance products in select markets, including excess transportation, construction casualty, excess casualty, primary general liability, excess public entity, professional liability errors and omissions, excess cyber liability, and product recall. For more on Upland: https://www.uplandcapgroup.com/

Five Sigma - AI Claims Management Technology

Five Sigma offers AI and automation technology for claims handling. Clive™, the industry’s first Multi-Agent AI Claims Expert, working on top of any existing claims management system (CMS), and Five Sigma’s AI-native Claims Management Platform

For P&C carriers, MGAs, TPAs, and reinsurers, Five Sigma delivers tangible results through claims technology: cost savings, productivity boost, cycle time reduction, improved accuracy, and better policyholder service.

Clive™, our award-winning Multi-Agent AI Claims Expert, adds AI and automation to any existing system to automate routine tasks, dynamically plan claim handling, and advance the claim automatically according to the insurer’s operating procedure (SOP). Clive manages multiple AI agents that handle and automate different tasks and claim handling stages, including: intake, triage, liability assessment, coverage, communications, fraud detection, compliance, settlement, and more. 

Our customers can deploy Clive AI quickly, one agent at a time, and expand as they go. Adjusters are freed to focus on complex decision-making and better customer service. 

Five Sigma’s Claims Management Platform is an AI-native CMS, with Clive built-in. Our platform includes 360° claim visibility, an omnichannel communication hub, and easily configurable workflows — offering unmatched efficiency and cost savings.

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