Thank you for this really important question.
What we've done with this process is leaned on the existing quarantine system of the Canada Border Services Agency and the Public Health Agency. There are lists of types of travel and types of work that upon re-entry into Canada, depending on where you fit, you have to quarantine or not. The vast majority of Canadians have to quarantine.
If you are required to quarantine under the Quarantine Act then, no, you will not be eligible for benefits for those two weeks. That would likely cover the examples you have given, not the ones at the beginning—