Can’t persuade grouch

[dmc729]

The grouch has an explanation sign above him but none of my Sims can select it to select to persuade him. 

[lovi724]

Usually when you have a mission to ask or persuade someone of something you have to talk and get to know them a bit first. You don't have to make it all the way to friends but know them a little better before it will let you do that. Hope that helps