H1’s Healthcare Data Bet, Anthropic’s $65bn Raise, and Self-Evolving Agent Skills | UpNext AI – May 29, 2026

A lighter but still revealing day in AI: healthcare data startup H1 lands fresh backing from CVS, Anthropic reportedly finalizes another massive funding round, and a new paper looks at how agents might get better by building and reusing their own skills over time.In this episode:- H1 secures $40 million from CVS Health Ventures, with CEO Ariel Katz arguing that unique doctor data is harder for AI to replicate than workflow SaaS.- The Financial Times reports Anthropic finalized a $65 billion funding deal valuing the company at $965 billion including the new money.- Earlier-this-week research: MUSE-Autoskill proposes a way for LLM agents to create, store, manage, and evaluate reusable skills instead of treating each task as a one-off.- Headlines: Anthropic’s Opus 4.8 adds Dynamic Workflows; OpenAI publishes a Frontier Governance Framework; Simon Willison ships llm-anthropic 0.25.1 with Claude Opus 4.8 support; and The New York Times’ The Daily examines whether AI companions like ElliQ can help reduce loneliness.Sources:- TechCrunch on H1 and CVS: https://techcrunch.com/2026/05/28/h1-secures-40m-from-cvs-proving-saas-startups-can-still-attract-investment/- Financial Times on Anthropic funding: https://www.ft.com/content/fd0aec4a-50d1-4594-b489-7420bd0b4268- arXiv paper, MUSE-Autoskill: https://arxiv.org/abs/2605.27366v1- TechCrunch on Anthropic Opus 4.8: https://techcrunch.com/2026/05/28/anthropic-releases-opus-4-8-with-new-dynamic-workflow-tool/- OpenAI Frontier Governance Framework: https://openai.com/index/openai-frontier-governance-framework- Simon Willison on llm-anthropic 0.25.1: https://simonwillison.net/2026/May/28/llm-anthropic/#atom-everything- NYT The Daily, “Can A.I. Make People Feel Less Lonely?”: https://www.nytimes.com/2026/05/28/podcasts/the-daily/ai-robot-elderly-loneliness.html?