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This seems to be the best explanation so far.

Having said that, I am still wondering why I had no location history even if the enable radio button was selected. Still, no harm no foul, I guess?

Another thing worth noting is that the dropdown shows only the last 30 days of your location history - does that mean Google shows only the last 30 days or that we get to see only the last 30 days?

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It's not the last 30 days, it shows 30 days worth of data on the map at once. So, you can do 30 days, and then go on the calendar and select September 1st. It will then show 30 days worth of location history on the map, starting on September 1st. I think showing any more than a 30 day period would probably just end up being a tangled mess, honestly, which is probably why they did it that way.

If you want, you should also be able to download the entirety of your location history from Google Takeout. It comes in a JSON file, and has locations in Latitude, longitude, the accuracy, and what activities it thinks you are doing (e.g. still, in a car, walking, on a bike), and the confidences for that.

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