Strategic planning for Insurance starts with knowing where you stand
61% of carriers now have AI in production. The governance, budgeting, and measurement frameworks to support it at scale are still catching up, and the planning decisions being made this cycle will determine which carriers pull ahead. We give insurance leaders the research, benchmarks, and tools to go into that process prepared.
The topics that matter most going into planning season
The areas where insurance leaders are making their biggest investment decisions this planning cycle.
Agentic AI in underwriting and claims
Agentic AI in underwriting and claims is delivering the biggest efficiency gains and the biggest cost surprises. Most investment cases break down between pilot cost and production cost.
Core modernization and modular architecture
Core system decisions lock in flexibility for years. The shift toward modular, API-first architectures is reshaping what a competitive technology foundation looks like.
AI governance, explainability, and regulatory compliance
Regulatory expectations around AI in insurance are tightening. Governance frameworks that worked for traditional models are not sufficient for agentic systems.
Operating model and organizational change
AI changes who does what and how decisions get made across underwriting, claims, and service. The organizational shift matters as much as the technology itself.
What's on your agenda
The topics that matter most going into planning season
The areas where insurance leaders are making their biggest investment decisions this planning cycle.
Agentic AI in underwriting and claims
Agentic AI in underwriting and claims is delivering the biggest efficiency gains and the biggest cost surprises. Most investment cases break down between pilot cost and production cost.
Core modernization and modular architecture
Core system decisions lock in flexibility for years. The shift toward modular, API-first architectures is reshaping what a competitive technology foundation looks like.
AI governance, explainability, and regulatory compliance
Regulatory expectations around AI in insurance are tightening. Governance frameworks that worked for traditional models are not sufficient for agentic systems.
Operating model and organizational change
AI changes who does what and how decisions get made across underwriting, claims, and service. The organizational shift matters as much as the technology itself.
Insurance strategic planning for 2027
Strategic planning follows a traditional framework. The number of steps varies by organization, but the underlying process stays the same. We’ve highlighted a range of resources below to support each stage.
Current State Assessment
- Where do I stand relative to peers?
- Where is the market heading and what should I be tracking?
Emerging Technology for Property and Casualty Insurers, 2026
Benchmarks P/C technology strategy against peers. Based on a survey of 44 insurer CIOs, covering agentic AI deployment, AI governance gaps, and ROI measurement priorities.
Emerging Technology for Life, Annuities, and Benefits Insurers, 2026
Benchmarks L/A/B technology strategy against peers. Covers AI deployment, governance gaps, and where life, annuities, and benefits carriers are placing their technology bets for 2027.
AI Implementations in Insurance 2026: The Pilot Phase Is Over
Based on a survey of 42 senior insurance technology leaders, this ebook covers where carriers are deploying AI, which use cases are delivering measurable ROI, and what distinguishes a competitive AI roadmap from one that is simply keeping up.
AI Implementations in 2026: The Pilot Phase Is Over for Life/Annuities/Group Benefits Carriers
A report on how L/A/B carriers are moving AI from pilot into production, covering where programs are delivering, where they are falling short, and what it costs to scale.
AI Implementations in 2026: The Pilot Phase Is Over for Property and Casualty Carriers
A report on how P/C carriers are moving AI from pilot into production, covering where programs are delivering, where they are falling short, and what it costs to scale.
Strategy
- Where should I be gaining competitive differentiation, in particular through AI?
- What do we need to do today to prepare for AI initiatives in the future?
AI use case compendium
A practical library of how carriers are putting AI to work across insurance operations. Useful when pressure-testing your strategy and understanding where peers are investing.
AI in insurance
Everything we publish on AI in insurance in one place. Research, and data on where the market is moving.
Insurance AI Showcase
A focused forum on AI in insurance: deployment realities, cost structures, and what is driving differentiation in production.
Goals & Priorities
- How do I prioritize across competing investment decisions?
- How do I make the case for investment to leadership?
Strategic Priority Blueprint
Most carriers go into planning season with a strong point of view on where they need to go. What’s harder to know is how that stacks up against the broader market: where the gaps are, where priorities are misaligned with execution, and where to focus first.
The Strategic Priority Blueprint is a 10-minute diagnostic that answers those questions. Complete the survey and you’ll receive a capability prioritization matrix showing where to focus your resources, a peer comparison chart mapping your priorities against the market, and curated Datos Insights research for your highest-priority areas.
Strategic Priorities – Alignment to Market
Webinar
The Real Cost of AI Deployments: A Framework for Insurance Leaders
A webinar on the full cost structure of enterprise AI programs and what it means for insurance planning.
Execution
What do you need to answer right now?
- How do I evaluate and select technology partners?
- Should I build, buy, or wait?
- How do I build a credible budget for AI initiatives?
Insurance Leaders Summit at ITC
September 29, 2026. Las Vegas, NV. Datos Insights’ summit for insurance leaders at ITC, covering the strategic and technology priorities shaping the industry.
Market Navigator: P/C Rating Systems
A read on the P/C rating systems vendor landscape, covering solution capabilities, market positioning, and selection criteria.
Market Navigator: P/C Underwriting Workbench Solutions
An read on the P/C underwriting workbench vendor landscape, covering solution capabilities, market positioning, and selection criteria.
Datos Insights Market Navigator: Life/Annuity/Benefits Platform Solution Providers 2025
A read on the L/A/B platform vendor landscape, covering solution capabilities, market positioning, and selection criteria.
Reinsurance Administration Solutions Market Navigator
A read on the reinsurance administration vendor landscape, covering solution capabilities, market positioning, and selection criteria.
The Planning Journey
A planning framework built for this cycle
We help you ground each step of your planning process in threat intelligence, peer institution benchmarks, and an independent read on where the vendor landscape is heading. Each resource below maps to a stage of your planning process and the specific questions it raises.
Current State Assessment
Scan what's changed in the market, competition, and regulation
Strategy
Assess current capabilities and where you stand against peers
Goals & Priorities
Set objectives and decide where to invest for 2027
Execution
Turn goals into roadmaps, budgets, and accountability
Current State Assessment
- Where do I stand relative to peers?
- Where is the market heading and what should I be tracking?
Report
Emerging Technology for Property and Casualty Insurers, 2026
Benchmarks P/C technology strategy against peers. Based on a survey of 44 insurer CIOs, covering agentic AI deployment, AI governance gaps, and ROI measurement priorities.
Report
Emerging Technology for Life, Annuities, and Benefits Insurers, 2026
Benchmarks L/A/B technology strategy against peers. Covers AI deployment, governance gaps, and where life, annuities, and benefits carriers are placing their technology bets for 2027.
eBook
AI Implementations in Insurance 2026: The Pilot Phase Is Over
Based on a survey of 42 senior insurance technology leaders, this ebook covers where carriers are deploying AI, which use cases are delivering measurable ROI, and what distinguishes a competitive AI roadmap from one that is simply keeping up.
Report
AI Implementations in 2026: The Pilot Phase Is Over for Life/Annuities/Group Benefits Carriers
A report on how L/A/B carriers are moving AI from pilot into production, covering where programs are delivering, where they are falling short, and what it costs to scale.
Report
AI Implementations in 2026: The Pilot Phase Is Over for Property and Casualty Carriers
A report on how P/C carriers are moving AI from pilot into production, covering where programs are delivering, where they are falling short, and what it costs to scale.
Strategy
- Where should I be gaining competitive differentiation, in particular through AI?
- What do we need to do today to prepare for AI initiatives in the future?
Asset Library
AI use case compendium
A practical library of how carriers are putting AI to work across insurance operations. Useful when pressure-testing your strategy and understanding where peers are investing.
Topic hub
AI in insurance
Everything we publish on AI in insurance in one place. Research, and data on where the market is moving.
Event
Insurance AI Showcase
A focused forum on AI in insurance: deployment realities, cost structures, and what is driving differentiation in production.
Goals & Priorities
- How do I prioritize across competing investment decisions?
- How do I make the case for investment to leadership?
Diagnostic
Strategic Priority Blueprint
Most carriers go into planning season with a strong point of view on where they need to go. What’s harder to know is how that stacks up against the broader market: where the gaps are, where priorities are misaligned with execution, and where to focus first.
The Strategic Priority Blueprint is a 10-minute diagnostic that answers those questions. Complete the survey and you’ll receive a capability prioritization matrix showing where to focus your resources, a peer comparison chart mapping your priorities against the market, and curated Datos Insights research for your highest-priority areas.
Strategic Priorities – Alignment to Market
Webinar
The Real Cost of AI Deployments: A Framework for Insurance Leaders
A webinar on the full cost structure of enterprise AI programs and what it means for insurance planning.
Execution
- How do I evaluate and select technology partners?
- Should I build, buy, or wait?
- How do I build a credible budget for AI initiatives?
Event
Insurance Leaders Summit at ITC
September 29, 2026. Las Vegas, NV. Datos Insights’ summit for insurance leaders at ITC, covering the strategic and technology priorities shaping the industry.
Report
Market Navigator: P/C Rating Systems
A read on the P/C rating systems vendor landscape, covering solution capabilities, market positioning, and selection criteria.
Report
Market Navigator: P/C Underwriting Workbench Solutions
An read on the P/C underwriting workbench vendor landscape, covering solution capabilities, market positioning, and selection criteria.
Report
Datos Insights Market Navigator: Life/Annuity/Benefits Platform Solution Providers 2025
A read on the L/A/B platform vendor landscape, covering solution capabilities, market positioning, and selection criteria.
Report
Reinsurance Administration Solutions Market Navigator
A read on the reinsurance administration vendor landscape, covering solution capabilities, market positioning, and selection criteria.
Talk to our advisor about your planning priorities
Planning season raises questions that data alone cannot answer. If you want an independent perspective on your priorities or a deeper look at any of the topics on this page, our advisors are here.
Talk to our advisors about your planning priorities
Planning season raises questions that data alone cannot answer. If you want an independent perspective on your priorities or a deeper look at any of the topics on this page, our advisors are here.