Congratulations to @Kruglyasheo for winning the round!
The Virgin Lunar outpost vs. The Chad British Moon Territory
The Virgin Lunar outpost
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>Located on the near side of the Moon, because it was considered too risky to build on the far side
>Permanent population: zero, only semi-permanent presence of people
>The flag doesn't even have an official status
>1969? More like 2031 and still partly under construction
>Is a multinational project involving several participating space agencies
The Chad British Moon Territory
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>Located on the near side of the Moon, so the Earth never sets over the British Empire
>Permanent population: a huge number of gigachad tardigrades, which were not even bred there on purpose
>The flag is the only flag of any British dependency to have ever used the Royal Aerospace Force Ensign
>Has a motto in the language that makes everything cooler
>Single-handedly colonized by the mighty British Empire