Microsoft AI Updates: May 25, 2026

1. GitHub Copilot CLI v1.0.53 fixes multiline prompts and bash session hangs

Microsoft. GitHub shipped Copilot CLI v1.0.53 with targeted reliability fixes for terminal users, resolving cases where multiline prompts were clipped or showed selection offsets and where the /skills picker ignored the --config-dir flag when saving preferences. The release also stops bash shell sessions from hanging when PS0 or PROMPT_COMMAND is set in the environment, a longstanding source of stuck interactive sessions for users with custom prompt hooks. The patch followed several same-day prereleases (v1.0.53-0 through v1.0.53-2) before the production tag landed. Source

2. Copilot CLI v1.0.54 restores extension launch under single-executable builds

Microsoft. Hours after v1.0.53, GitHub published Copilot CLI v1.0.54 to address extension loading when the CLI is packaged as a single-executable application, an increasingly common distribution mode for enterprise rollouts. With the fix, third-party and built-in extensions now resolve correctly under the bundled runtime instead of failing silently or refusing to register. The rapid v1.0.52 to v1.0.54 cadence over 48 hours signals an aggressive stabilization push around the CLI’s autopilot and skills surfaces ahead of broader adoption. Source