This disclosure describes techniques that enable a security assurance network to secure entry of sensitive payment data associated with a merchant transaction. A security assurance webserver is configured to receive order context data associated with the merchant transaction, and selectively establish a secure webpage on the client workstation that overlays a presentation of a merchant webpage. The security assurance webserver may receive encrypted payment data via the secure webpage for transmission to an application server within a security assurance network, and in response, facilitate a processing of the payment data via the application server. In turn, the application server may transmit a payment message indicating whether the payment data was successfully processed.
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