NBA 2K18

While in the Neighborhood in MyCareer, go to 2K Zone, the arcade/basketball themed room in front of Doc's Barber Shop
In here, on the right side, you'll find some familiar arcade machines with a blue circle in front of them. Go on this and activate the basketball minigame.
You'd need to score 50 points, did 72 on the first try.
Easy achievement!

This game will backlog your button presses, throwing you wildly out of sync if you press the button too quickly in an attempt to randomly press buttons to get it. I learned this the hard way.

Take it slow and time your releases. Each level advancement will reset your timer, which is crucial. Advancing to level 2 means you have to hit 5 shots in a row. Focus on your timing, and don't rush it. Focus on advancing your level.

This achievement really isn't too hard, honestly, and I imagine mostly everyone who has ever played MyPark in the past should be able to do this in a few tries. It takes a few rounds to get the hang of the timing, though.