A skill-based progressive interleaved wagering system is disclosed, including an interactive controller connected to an application controller, and configured to: communicate application telemetry; communicate an indication to purchase a ticket; display ticket information; communicate an indication to use the ticket; provide the multi-user tournament application; communicate secondary telemetry; receive and display award information; a wager controller connected to the application controller, and constructed to: receive wager request instructions; determine and communicate the wager outcome; and the application controller connecting the interactive controller and the wager controller, connected to a session controller, and constructed to: receive application telemetry and the wager outcome; receive indication to purchase the ticket; communicate ticket purchase; receive ticket; receive indication to use the ticket; communicate ticket consumption; receive the secondary telemetry; determine whether an award should be awarded.