another thing i have tasker do is write down the hours i work every week by detecting the bluetooth tv in work and then the times my car stops in the morning and starts when i head home. then on friday if there are any hours that haven't been sent, tasker puts them into an email and i review it before sending.
i often think about switching to an iphone for the camera or some other reasons, but then i think about all the stuff ive made in tasker and how i probably won't be able to replicate it all on ios
Apple's Shortcuts app supports a number of automation scenarios — for example, I would implement the feature you mentioned with a rule which tells Toggl to start an entry when my location is within a certain radius of work and stop it when I leave. You can also create or add to a note, send emails, etc. Since I have the Pythonista app, that could even extend to running arbitrary code.