"Contract tracing hasn't worked at scale anywhere."
It works 'at scale' in Taiwan/Korea if by 'scale' you mean 'large country' but yes, it does not work when there are many infected, it's best suited for when there only small numbers and the government can keep a lid on that.
But that's entirely possible. Remember that countries have local agencies and national numbers are not everything.
Ontario is only 12M people, British Coloumbia 5M people and they have active contact tracing of literally every patient.
So with 90% effectiveness, the numbers will be brought way down, and in many areas, the threshold of cases will be low enough that contact tracing can be enacted.
So about the 50 people - we have to basically still maintain a degree of isolation, and that's entirely possible.
We don't need to tell the grocery store workers to 'self isolate' because someone came into the store with COVID that's already happening, those are low-risk events.
During social isolation, people should absolutely not be contacting 50 people.
So masks, basic social isolation at very least (no unnecessary contact) can remain in place.