Interactive mobile sessions based on point-of-sale and network transactions

A computer server comprising:

• one or more processors;
• and
• one or more non-transitory computer-readable media storing computer-executable instructions that, when executed, cause the one or more processors to perform operations comprising:
• receiving, at the computer server, transaction data indicative of a transaction associated with a financial account;
• determining, based on the transaction data, whether the transaction is eligible for an expense voucher from an organization;
• based on determining that the transaction is eligible for an expense voucher, determining a required set of expense voucher input data for an expense reporting process associated with the organization;
• determining a subset of the required set of expense voucher input data that is not included in the transaction data, wherein the subset includes at least one of:
• data identifying an item purchase type not included in the transaction data;
• data identifying an attendee associated with the item purchase not included in the transaction data;
• or
• data identifying a topic of discussion associated with the item purchase;
• determining a mobile device with which to initiate an interactive session, based at least in part on the subset of the expense voucher input data that is not included in the transaction data;
• determining an interactive session type, based at least in part on the mobile device;
• initiating the interactive session between the computer server and the mobile device, using the determined interactive session type;
• receiving the subset of the expense voucher input data from the mobile device, via the interactive session;
• performing, by the computer server, the expense reporting using the transaction data and the subset of the expense voucher input data received via the interactive session.