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    Guidewire’s Heritage Cloud Win and New Olos AI Suite Could Be A Game Changer For GWRE

    Simply Wall St·12/21/2025 07:16:35
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    • Earlier this month, Heritage Insurance Company and Guidewire reported that Heritage has gone live with Guidewire PolicyCenter and BillingCenter on Guidewire Cloud Platform across homeowners and dwelling fire products in 13 states, completing its migration to the full InsuranceSuite after deploying ClaimCenter in 2023.
    • Guidewire also introduced its Olos release, which adds unified pricing management, new AI-powered underwriting and claims tools, and an agentic AI framework, underscoring its push to embed automation and advanced analytics across the insurance lifecycle.
    • Now we’ll explore how Guidewire’s expanded cloud footprint with Heritage and new Olos AI capabilities influence the company’s broader investment narrative.

    Find companies with promising cash flow potential yet trading below their fair value.

    Guidewire Software Investment Narrative Recap

    To own Guidewire, you generally need to believe the shift by P&C insurers to cloud and data-driven platforms will continue, and that Guidewire can execute this transition profitably. The Heritage go-live and Olos AI release both support the core cloud and automation catalyst, but do not materially change the near term execution risk around large, complex migrations or the competitive pressures in global markets.

    Among the recent developments, the Olos release looks most relevant for investors focused on Guidewire’s growth drivers. By expanding unified pricing, underwriting AI, and claims analytics, Olos ties directly into the catalyst around higher value, data and AI driven services that could deepen customer adoption of Guidewire Cloud and potentially support recurring revenue growth, even as the industry-wide cloud transition still carries meaningful execution risk.

    Yet investors should also be aware that execution risk in guiding large insurers through complex cloud migrations could...

    Read the full narrative on Guidewire Software (it's free!)

    Guidewire Software’s narrative projects $1.7 billion revenue and $191.6 million earnings by 2028. This requires 15.1% yearly revenue growth and about a $157 million earnings increase from $34.6 million today.

    Uncover how Guidewire Software's forecasts yield a $268.38 fair value, a 34% upside to its current price.

    Exploring Other Perspectives

    GWRE 1-Year Stock Price Chart
    GWRE 1-Year Stock Price Chart

    Three Simply Wall St Community fair value estimates for Guidewire span roughly US$182 to US$305 per share, highlighting how far opinions can stretch. Against this, the key execution risk in moving customers from on premise to cloud platforms could be a major swing factor for how the business actually performs over time, so it is worth comparing several viewpoints before deciding where you stand.

    Explore 3 other fair value estimates on Guidewire Software - why the stock might be worth 9% less than the current price!

    Build Your Own Guidewire Software Narrative

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    This article by Simply Wall St is general in nature. We provide commentary based on historical data and analyst forecasts only using an unbiased methodology and our articles are not intended to be financial advice. It does not constitute a recommendation to buy or sell any stock, and does not take account of your objectives, or your financial situation. We aim to bring you long-term focused analysis driven by fundamental data. Note that our analysis may not factor in the latest price-sensitive company announcements or qualitative material. Simply Wall St has no position in any stocks mentioned.