FreeWill vs IBM
Side-by-side comparison of AI visibility scores, market position, and capabilities
NYC planned giving PBC (founded 2017) with $30M Series B (Bain Capital Double Impact); 1M+ estate plans and $10B+ charitable giving committed across 1,500+ nonprofits; acquired Grant Assistant AI grant writing in 2024.
About
FreeWill is a New York City-based public benefit corporation and certified B Corp — backed with $30 million in Series B funding led by Bain Capital Double Impact — providing free online estate planning tools (wills, living trusts, powers of attorney, healthcare directives) that simultaneously democratize access to legal services for individuals and unlock major gifts for nonprofit partners. Founded in 2017 at Stanford University by co-CEOs Jennifer Xia Spradling and Patrick Schmitt, FreeWill has facilitated over one million free estate plans and generated more than $10 billion in committed charitable giving for 1,500+ nonprofit partners. In 2024, FreeWill acquired Grant Assistant, an AI-powered grant proposal platform that reduces grant writing time by two-thirds — marking FreeWill's first international expansion with teams added in Washington D.C. and Lahore, Pakistan. FreeWill employs 200 people across the United States and internationally, with Spradling leading product and engineering from Seattle while Schmitt leads sales and customer success from Miami.
Armonk NY hybrid cloud and enterprise AI (NYSE: IBM) at $62.8B revenue; $6B+ generative AI bookings, record $12.7B free cash flow 2024, DataStax acquisition for watsonx vector database competing with Microsoft Azure for enterprise AI.
About
International Business Machines Corporation (IBM) is an Armonk, New York-based global technology and consulting company — publicly traded on the New York Stock Exchange (NYSE: IBM) as an S&P 500 component — providing hybrid cloud infrastructure, artificial intelligence software, and enterprise IT consulting through approximately 270,300 employees in 170 countries with $62.8 billion in annual revenue. Founded on June 16, 1911, as Computing-Tabulating-Recording Company through a merger orchestrated by financier Charles Ranlett Flint, renamed IBM in 1924 under Thomas Watson Sr., IBM has undergone multiple strategic transformations over its 110+ year history: building the System/360 mainframe platform (1964), launching the IBM PC (1981), selling the PC division to Lenovo (2005, $1.75B), and completing the $34 billion Red Hat acquisition (2019) that repositioned IBM as a hybrid cloud platform company. CEO Arvind Krishna (appointed April 2020) has focused IBM's strategy on three areas: hybrid cloud (powered by Red Hat OpenShift, the enterprise Kubernetes platform), AI (the watsonx platform for enterprise AI model development and deployment), and enterprise consulting. Under Krishna, IBM recorded $12.7 billion in free cash flow in 2024 (a company record), surpassed $6 billion in generative AI bookings since June 2023, and saw the stock price double — trading at all-time highs through 2024-2025. IBM announced the DataStax acquisition in 2025 to deepen watsonx's data layer with AstraDB (vector database for AI applications), DataStax Enterprise (Apache Cassandra), and Langflow (low-code AI agent development).
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