Claude Code cloud sessions: a field guide to running tasks on separate VMs

Addy Osmani walks through Claude Code cloud sessions, where each task runs on a fresh Anthropic-managed VM with the repository cloned onto its own branch, and cloud sessions are included in Pro, Max, Team and Enterprise plans at no extra compute charge. In a four-session test on a sample Node repository, three sessions started within 16 seconds of each other finished 87 seconds after the first began, and the flaky-test session ran the suite 40 times with zero failures. The guide covers setup scripts, network levels, GitHub connection paths and seven workflows suited to cloud sessions, while noting that local sessions remain the better fit for tasks needing local data, VPN services, GPUs or Zero Data Retention.