Trust & Will's innovative AI platform, EstateOS, aims to enhance estate planning efficiency.
Trust & Will has introduced EstateOS, an innovative AI-driven estate planning platform designed to simplify the creation of estate documents. Founded in 2017, the company has already assisted over 1 million families and aims to make estate planning more accessible and affordable. With recent funding successes and an expanding workforce, Trust & Will is positioning itself as a leader in the estate planning sector, leveraging cutting-edge technology to enhance service delivery.
San Diego, CA – Trust & Will has launched a groundbreaking AI-powered estate planning platform named EstateOS, aimed at revolutionizing the process of creating estate planning documents. This development is seen as a significant step toward making estate planning more efficient, personalized, and accessible for both consumers and financial professionals.
Founded in 2017, Trust & Will emerged from a personal revelation by CEO Cody Barbo, who recognized the need for estate planning after a friend’s advice ahead of his wedding. The company has since simplified the often complex and expensive process of estate planning, having helped over 1 million families create their plans. The service is specifically designed to democratize estate planning, which can typically cost thousands of dollars when done through traditional attorneys.
Trust & Will has raised more than $80 million from various investors, including notable names such as American Express, AARP, and Northwestern Mutual. In 2024, the company reached a significant milestone by becoming cash-flow positive, indicating its first steps toward profitability. Earlier in 2025, Trust & Will successfully secured a Series C round of funding, further bolstering its financial standing.
With the company’s workforce expanding from approximately 80 to around 110 employees since 2023, Trust & Will continues to grow. The recent launch of EstateOS positions the company as a pioneer in the estate planning sector. It is the first organization to offer a comprehensive AI-integrated estate planning platform at scale, leveraging OpenAI technology to enhance its existing software capabilities.
EstateOS introduces several groundbreaking features aimed at enhancing the estate planning experience:
Barbo emphasizes the market potential for estate planning services, as only 31% of U.S. consumers currently have a will. The pricing structure for Trust & Will remains consistent with competitive offerings in the market. A will-based plan starts at $199 while a trust-based plan begins at $499, with an additional cost of $100 for couples. Users also have access to ongoing updates and optional memberships for extra features, which are priced at various tiers. Attorney support is included in some plans or available as an additional service.
Trust & Will finds itself in competition with other digital estate planning companies, notably LegalZoom and Rocket Lawyer. The National Council on Aging endorses online will-making services and has recommended Trust & Will for its user-friendly interface. Furthermore, the American College of Trust and Estate Counsel has noted the growing interest in the application of AI technology within the estate planning profession.
Cody Barbo’s journey began with a modest investment pitch that garnered $5,000 in seed funding, which laid the foundation for what Trust & Will has become today. Looking ahead, the company has aspirations to eventually go public, expanding its reach and further advancing the estate planning sector.
Trust & Will’s commitment to innovating an essential service aligns seamlessly with its mission to make estate planning accessible to all, ensuring that families can secure their legacies without the burden of excessive costs and complexity.
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