Question

A man buys 3 items for $100. Each item is 50% less than the first. Total of all 3 has to be $100. Is this possible?

Answer 1

57.25
28.63
14.31

Answer 2

It is possible if we neglect the rounding of the cents.

Ratio of prices is 1:2:4, and 1+2+4=7
So the prices are:
$100*(1/7), $100*(2/7), $100*(4/7), or
$14.29
$28.57
$57.14

Note that $14.29 has been rounded up half a cent, so $14.29>($28.57/2)