Modern digital applications have significantly increased the leakage of private and sensitive personal data. While worst-case measures of leakage such as Differential Privacy (DP) provide the strongest guarantees, when utility matters, average-case information-theoretic measures can be more relevant. However, most such information-theoretic measures do not have clear operational meanings. This dissertation addresses this challenge.

This work introduces a tunable leakage measure called maximal $\alpha$-leakage which quantifies the maximal gain of an adversary in inferring any function of a data set. The inferential capability of the adversary is modeled by a class of loss functions, namely, $\alpha$-loss. The choice of $\alpha$ determines specific adversarial actions ranging from refining a belief for $\alpha =1$ to guessing the best posterior for $\alpha = \infty$, and for the two specific values maximal $\alpha$-leakage simplifies to mutual information and maximal leakage, respectively. Maximal $\alpha$-leakage is proved to have a composition property and be robust to side information.

There is a fundamental disjoint between theoretical measures of information leakages and their applications in practice. This issue is addressed in the second part of this dissertation by proposing a data-driven framework for learning Censored and Fair Universal Representations (CFUR) of data. This framework is formulated as a constrained minimax optimization of the expected $\alpha$-loss where the constraint ensures a measure of the usefulness of the representation. The performance of the CFUR framework with $\alpha=1$ is evaluated on publicly accessible data sets; it is shown that multiple sensitive features can be effectively censored to achieve group fairness via demographic parity while ensuring accuracy for several \textit{a priori} unknown downstream tasks.

Finally, focusing on worst-case measures, novel information-theoretic tools are used to refine the existing relationship between two such measures, $(\epsilon,\delta)$-DP and R\'enyi-DP. Applying these tools to the moments accountant framework, one can track the privacy guarantee achieved by adding Gaussian noise to Stochastic Gradient Descent (SGD) algorithms. Relative to state-of-the-art, for the same privacy budget, this method allows about 100 more SGD rounds for training deep learning models.