How to tell Denmark you've arrived

How does Denmark know when you arrived in the country from another Schengen country?

An American friend wants to come visit me in Italy for 2 months, and then go to Denmark for 2 months. (Denmark allows 90 days in addition to previous Schengen time: https://www.nyidanmark.dk/en-us/coming_to_dk/visa/Visa_free_travel.htm)

But how will Danish authorities know when he arrived in Denmark? Will he get in trouble when flying to the U.K. 120 days after he arrived in Italy?

Helpful first-hand knowledge most appreciated. Guesses based on experiences in other countries less helpful, since Denmark is a special situation.

Your friend have to be able to prove where he was (airtickets, boarding passes, hotel bills - showing "last day uin Italy+first day in Denmark") - and very wise to leave DK for a non-Schengen country.

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