The problem in Singapore is the materialism that is seen to be the driving force to excel, and if one is out of the race getting inspired is pretty tough. The sandwiched class (i.e middle class) who do not get a good job after years of studying and excelling in schools get disillusioned when they don't get what they believe to have earned.

You should go see some factual documentaries (BBC has many i.e Blood & Sweat series) or places around Asean where the really poor and destitute live on hand to mouth, for example a father of 3 living along under a shack breaking his back to feed his family. (Indonesia, Philippines, Cambodia, South Thailand take your pick)

And I say this not for you to give yourself a feel good sensation but something to inspire you to work harder and fulfill you potential.

Ultimately anyone who even ask if they're a loser is not because they don't earn enough it because they have no objective or measure of where they want their lives to be. I.e they lack inspiration so my advise is go get inspired.