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The largest Roman numeral number that can be made without using a bar is 3,999, which is represented by the letters MMMCMXCIX.
The largest number roman numeral that begins with the symbol "V" is "VIII" which represents the number 8.
The greatest single Roman numeral is M, 1,000. M is the letter of the beginning of the word mille: thousand in Latin.
As the Roman numeral "M" "1000" is the largest numeral, it would me "M" 250 times.