In some examples, a payment system may receive, from a point-of-sale (POS) computing device of a merchant, transaction data for a plurality of financial transactions corresponding to purchases by a plurality of customers of items from the merchant. The payment system may determine, based in part on the received transaction data, an amount that is expected to be paid by the merchant during an upcoming time period. Furthermore, the payment system may determine, based at least partially on the transaction data, that the merchant is eligible to receive financing from the payment system for at least a portion of the amount. The payment system may send a notification that causes an application on a computing device of the merchant to display a financing offer interface presenting an offer for financing based on the amount. The payment system may receive, via the financing offer interface, an acceptance of the financing.