Welcome to the world of 'professional comping'.

Guess it's an unfamiliar practice here in Msia. Basically these people prolifically enter competitions and over time become familiar with the mechanisms/criteria regularly used in these contests.

Had a friend back in uni who had a knack for something similar.. he used to enter those slogan/sentence contests (eg. "I like product xxx because.....") and won a few times (mostly CD's & stuff.. nothing fancy lol)

Here are some other examples I found from a basic web search:

The women who win hundreds of sweepstakes per year

I Entered Over 1,000 Competitions in a Month and This Is What I Won

I’ve won three free holidays and £20,000 in prizes as a professional comper… and here’s how you can do it too

'How I won £20,000 by entering free competitions' - expert 'comper' reveals easy ways to making thousands online

You probably need a lot of free time too lol