I love Geoguessr but it has a distinct randomisation problem (certainly in the competitive pool) that it hasn't solved.

If you play regularly you'll begin to notice that around 1 in 10 cities are in fact Vienna.

I'm not sure how it chooses, I suspect it first picks a country, then picks a city.

Without weighting for population or other factors, you end up with a significant number of Taiwan, Singapore and Vienna, far more than their populations or areas should suggest.