Techniques are provided for experience-adaptive interaction with uncertain measurable events (UMEs), such as in a sports wagering context. A back-end wagering system of a television service provider system is disposed in a television network to provide subscribers with subscription content services for live event content and UME interaction services for viewing and placing wagers on live event content with a UME book provider. Embodiments can build data spaces at least of available live event content and wagerable UMEs being provided for the live event content. Embodiments can assign a wager experience score to a subscribers based on experience level with UME interactions, and can use the built data space and the wager experience score to generate an experience-tailored set of wager offers for the subscriber. The set of wager offers can then be presented to the subscriber in an experience-tailored UME interaction interface.