Is anyone at Larian studios familiar with math and probabilities?
Passing one check requiring 16 or higher on a d20 = 25%
Passing two checks requiring 16 or higher on a d20 = 6.25%
Passing three checks requiring 16 or higher on a d20 = 1.56%
And when all three checks are required to pass for an outcome to occur, well, good luck.
There is no better answer to this topic, if as a DM you want the player to fail something then why prolong the frustration? Just make it a 19 or 20 DC, or remove it entirely.