Was waiting for Synology DSM 5.0 release to settle before attempting to upgrade. The DSM update checker did not trigger any automatic updates, so have to attempt manual update.

Synology DSM Update dialog

Downloaded the latest upgrade from Download Center. Release notes here.

Updated all packages installed before upgrading.

Pointed the upgrade to downloaded file.

Synology DSM Update Msg

Synology DSM Update Msg

I’m expecting the media and content folders to be untouched. will probably need indexing again after the upgrade.

DSM 5.0 – What's NEW – Synology – Network Attached Storage NAS.