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Hi - I propose a phonegap app which can deliver for both ios/apple & android. It will have a login page, it will list the list of tasks/deliveries/pickups. on tapping one delivery - driver can update the status of it as well same for the pickup and provide additional details.
It requires some webservices to be done at your website which should validate/provide the details of the delivery/pickup in JSON, have provision to update the delivery status, pickup status etc., The webservices should be already there and it is not in the scope of this bid
I can deliver a draft prototype within 2 days for you
regards
Prem