Ehhh... Y2k was a long time ago.

Just use 4 characters, it's fine.  :-)

cudir.cc

@@ -36,7 +36,7 @@ getEntries( const std::filesystem::path where )
 namespace C
 {
 	constexpr int sizeWidth= 14;
-	constexpr int dateWidth= "82-12-21"s.size();
+	constexpr int dateWidth= "1982-12-21"s.size();
 	constexpr int timeWidth= "12:34"s.size();
 }
 
@@ -83,7 +83,7 @@ main()
 
 		// Date
 		std::cout << "\e[1;31;91m";
-		std::cout << std::setw( 2 ) << std::setfill( '0' ) << entry.year % 100 << '-';
+		std::cout << std::setw( 2 ) << std::setfill( '0' ) << entry.year % 10000 << '-';
 		std::cout << std::setw( 2 ) << std::setfill( '0' ) << entry.month << '-';
 		std::cout << std::setw( 2 ) << std::setfill( '0' ) << entry.day;
 		std::cout << "\e[m";