These are some coins that used both Roman numerals and modern numerals (with Medieval "4" which looks like a bowtie) in the same year.
Here again the Medieval "4" is used. I am not familiar of a coin that used "VIIII" as opposed to "IX" or "9".
This is absurd. Both my grade school and high school teachers insisted that 4 was represented as IV. How could they be wrong?
Post 1700's they are probably correct most of the time . Before that time what ever the level of education the die creator or the boss had. I learned a long time ago that my teachers and professors were not always right . And there is artistic license.