You need to loop through the values of each input and add them together. You can do this using a each.
Try this. Replace your calculate function with this.
calculate = function(){
var total = 0;
$('.wpp-repeater-input').each(function () {
total += parseInt($(this).val());
});
document.getElementById('wpp_investment_total').value = parseInt(total);
}
On a side note: I would remove the ID on the input, you shouldn’t have multiple of the same IDs. Notice I used the class to target the inputs.