Skyward Specialty and Sixfold Partner to Advance AI Powered Underwriting
Skyward Specialty and Sixfold Partner to Advance AI Powered Underwriting
Skyward Specialty Insurance Group Inc. a leader in the specialty property and casualty market has announced a strategic partnership with Sixfold an artificial intelligence underwriting company to accelerate the adoption of AI powered underwriting across its US based property and casualty lines. The announcement was made on 18 December 2025.

The partnership represents a significant milestone in Skyward Specialty’s long term strategy to build a more data driven insight rich and operationally efficient underwriting organisation. By integrating Sixfold’s AI platform Skyward Specialty aims to enhance underwriting decision making while keeping human expertise firmly at the centre of the process.

Sixfold’s technology pre processes insurance submissions and generates data driven recommendations including submission prioritisation appetite alignment and risk summarisation and assessment. The platform is designed to support underwriters by reducing manual tasks and accelerating access to relevant information allowing them to focus on judgement based decisions and broker relationships.

Andrew Robinson Chairman and Chief Executive Officer of Skyward Specialty said the company is several years into its AI powered underwriting journey with a clear focus on empowering its people. He noted that the partnership with Sixfold strengthens underwriting insight consistency and speed of response while creating a continuous learning loop that improves outcomes over time. According to Robinson this disciplined approach to innovation positions Skyward Specialty for sustained outperformance and reinforces its early mover advantage in the increasingly competitive AI underwriting landscape.

The Sixfold platform is already live across six Skyward Specialty business units and more than ten product lines. Deployment has been achieved in an average timeframe of eight to ten weeks demonstrating both the scalability of Sixfold’s technology and Skyward Specialty’s ability to rapidly integrate high impact innovation across the enterprise.

Alex Schmelkin Founder and Chief Executive Officer of Sixfold highlighted the speed and scale of the implementation noting that Skyward’s first underwriting team went live within ten weeks following the initial pilot. He added that underwriters now use Sixfold on a daily basis to enhance expertise ensure consistency and reduce administrative workload giving Skyward Specialty a meaningful competitive advantage. Schmelkin described this model as reflective of how insurers will compete in 2026 with Skyward Specialty already operating at that level.

Skyward Specialty is a rapidly growing specialty insurer delivering commercial property and casualty solutions on both admitted and non admitted bases. The company operates through nine underwriting divisions including Accident and Health Agriculture and Credit Reinsurance Captives Industry Solutions Global Property Professional Lines Specialty Programs Surety and Transactional Excess and Surplus. Its subsidiary insurance companies are rated A Excellent with a stable outlook by AM Best.

Sixfold is an AI platform built specifically for underwriting combining appetite aligned insights with autonomous agents that remove operational bottlenecks and administrative friction. The platform enables underwriters to process more submissions generate higher gross written premium and focus on high value judgement driven decisions.

Together Skyward Specialty and Sixfold aim to redefine underwriting efficiency and effectiveness setting a new benchmark for the specialty insurance market through responsible and human centred use of artificial intelligence.

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