Board Thread:Questions and Answers/@comment-6014739-20141003201119/@comment-4612798-20141004002411

I've made mine in the past on plain old ms paint. Have two sessions open, one with the map and the other with the flag. Just turn the area of the map you want to 'flag' a certain colour - bright green is my favourite. Then make that colour 'transparent' on the flag version of paint. Cut and paste the map into the flag version and hey presto, the flag will show through the transparent colour - you may have to reposition or resize the flag. Position it right then cut and paste the map back to its version of paint - it will now have a nice flag sat where you want it. Repeat to your heart's content.

There's probably a much cleaner way to do it on other software though.