Question 381418
If you're asking for his EXPECTED EARNINGS, then it is computed as follows:

His chance of winning the grand prize is 1/1000. His earning then would be 500 - 2 = $498.  
His chance of winning $100 is 2/1000, and his earning then would be 100 - 2 = $98.
His chance of losing (or not winning any) is 997/1000.  He stands to lose -$2 in that case.  
His expected earnings is then {{{498*(1/1000) + 98*(2/1000) + (-2)*(997/1000) = -1.3}}}.  Thus he stands to lose $1.30 on the average.