Cockfights are displayed on the map as orange roosters,. This is located to the far left of the map, see video below. This achievement is luck based. I suggest making a save just before you speak to the guy in front of the cockfight arena just in case you lose. There are a couple of other cockfight locations. But this one would be the best place to obtain this. The other cockfight arenas have a money cap. Unlike the one in the video you can place a minimum bet of $50,000.
NOTE: To be able to enter in this cockfight you must first have at least $50,000. As that's the minimum bet you can place. This is also a good way to get quick money.
This is rigged or something! I got the achievement finally but its bullshit. I swear its set to make you lose almost every time! Like how the hell does a chicken with a six win streak lose to a chicken with zero wins?! Cook my cock! And eat it...
Hey Dr Rocco, I think you are really only winning 30,000. If you're at a location where you can only bet 30,000 the payout is 60,000 but half of that is getting your initial bet back. As someone above mentioned, you need to go to a location where you can bet 50,000 so that winning will have a 100,000 payout.
How stupid can the people writing achievement description be? It says WIN $50K. That means you only have to bet $25K. I did that, won $50K and it didn't pop. Because it really wants you to BET $50K, and win, making it $100K. Yet no achievement guide or video mentions this. Everyone just assumes it means bet $50K and win. Is everyone really this dumb???
Ahh, didn't know you had to go to the one where you bet $50k... Makes more sense now. I won twice in Kennedy betting $30k where you win $60 and didn't get the achievement but now I understand. Thanks guys! :)
Seems like this one is based on luck, having a big amount of money will make it easier to get the achievement, I only bet the 50,000 on the top left cockfighting spot on the map, bet 2 times, lost them both, bot on the third time got it.