No, it doesn't. Each game area reflects reality at the time of its release (or slightly before that):

• Base map: 2012 (southern Austria: 2014, Germany: 2018-2021)

• Going East: 2013 (southern Hungary: 2015)

• Scandinavia: 2015 (Kapellskär: 2018)

• Vive la France: 2016 (Corsica: 2019, southwestern France: 2021)

• Italia: 2017 (Sardinia: 2019)

• Beyond the Baltic Sea: 2018

• Road to the Black Sea: 2019

He didn't explain what "takes places" mean (I thought I means "happens") when I asked him. With the reply from @Krmarci I finally know what he's talking about.