How to disable constant password reprompt window?

[JMBWITHCATS]

The popup says it's due to my settings, but I cannot find what setting disables the popup reprompt on my local PC, any help is appreciated. 

This is what it looks like: https://gyazo.com/460561049d232e9943a0cca5350b208a

[JMBWITHCATS]

AH ha I might have found it https://gyazo.com/31c1c77172aae8ff53ce8a713ec68fd1