[waldo2k2]

> I want that temporally and semantically linked set of activities to appear on a timeline with links to and from the various tools I use

Sounds like what you want is a repeatable, digital workflow. Using workflow software like Process Street (https://process.st) you can build that documentation as part of performing the work itself. You could capture, say, the AWS policies you create and the ARNs they’re associated with in the workflow. You could automate integrations with Jira (or just about anything if you use Zapier) as steps are completed. You can start off simple and build on as you go.

Disclaimer: I work for Process Street.