How AI Could Help Families Plan for Aging Better | Lily Vittayarukskul

How AI Could Help Families Plan for Aging Better | Lily Vittayarukskul

June 10, 2026 · 30 min · Season 1 · Episode 155

About this episode

Ryan Alford discusses aging and long-term care with Lily Vittayarukskul, exploring how AI can help families better prepare for future care needs and costs.

Ryan Alford sits down with Lily Vittayarukskul, CEO of Waterlily, for a conversation about aging, long-term care, and why most families are far less prepared than they think. Lily shares how her company uses AI trained on large historical datasets to help estimate future care needs and costs, giving people a more personal and more useful way to plan than broad national averages ever could. The episode also explores why this issue feels new to so many people, from the decline of multigenerational households to the fact that many adult children now live far from their parents. Ryan helps surface the practical and emotional side of the conversation, while Lily explains how families, advisors, and institutions can use better information to make more sustainable decisions earlier. They close by widening the frame to entrepreneurship and AI itself, including what it means to build in San Francisco, how hard it is to scale a serious company around a hard problem, and why AI may increasingly separate people who adapt from people who do not. The result is an episode that blends wellness, financial planning, longevity, and emerging technology in a way that feels timely and useful. Topics…

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