Got this to work by listening to the show event of the regions on the initialize function of the layout
Here's the code:
// listen to the region on show event
this.sidebar.on("show", function(view){
// manipulate the `view` or do something extra
// with the region via `this`
this.$el.find('.tooltips').tooltip();
});
// listen to the region on show event
this.workspace.on("show", function(view){
// manipulate the `view` or do something extra
// with the region via `this`
this.$el.find('.tooltips').tooltip();
});