You randomly pick two numbers from 1 to 9 (including 1 and 9). if you could pick the same number twice and the first of the two numbers is odd and less than 5, then the probability that the sum of the two numbers is less than 5 is

-- If one number is odd and less than 5, then it must be either 1 or 3.The probability that it was chosen out of 9 numbers is  (2/9) . 
-- There is a 50/50 chance that the first number is 1 .If it is, and their sum is less than 5, then the second number is 1, 2, or  3 .The probability that it was chosen out of 9 numbers is  (3/9) .
-- There is also a 50/50 chance that the first number is 3 .If it is, and their sum is less than 5, then the second number is  1 .The probability that it was chosen out of 9 numbers is  (1/9) 
If you are asking for the probability of the whole thing than your answer (rounded) would be 4.94%. Hope this helps!