Delivery management system with integrated worker management and scheduling

One or more non-transitory computer-readable storage media having instructions stored thereon that, when executed by one or more processors, cause the one or more processors to:

• receive a digital schedule associated with an entity, the digital schedule including one or more shifts, each of the one or more shifts including at least one opening having an assigned individual with a specific role;
• retrieve, from one or more application programming interfaces (API), context information associated with a location of the entity;
• execute a machine learning model using the context information to generate a predicted demand associated with the entity during a time period corresponding to the one or more shifts;
• update the digital schedule based on the predicted demand, wherein updating the digital schedule includes (i) adding or deleting an opening associated with at least one shift of the one or more shifts and (ii) modifying the assigned individual associated with the opening based on (i) the specific role and (ii) a skill-set of an individual associated with the modification;
• monitor completion of the at least one shift to measure an actual demand associated with the entity;
• and
• update the machine learning model based on the actual demand.