The increased popularity and ubiquitous availability of online social networks and globalised Internet access have affected the way in which people share content. The information that users willingly disclose on these platforms can be used for various purposes, from building consumer models for advertising, to inferring personal, potentially invasive, information... In this work, we use Twitter, Instagram and Foursquare data to convey the idea that the content shared by users, especially when aggregated across platforms, can potentially disclose more information than was originally intended. We perform two case studies: First, we perform user de-anonymization by mimicking the scenario of finding the identity of a user making anonymous posts within a group of users. Empirical evaluation on a sample of real-world social network profiles suggests that cross-platform aggregation introduces significant performance gains in user identification. In the second task, we show that it is possible to infer physical location visits of a user on the basis of shared Twitter and Instagram content. We present an informativeness scoring function which estimates the relevance and novelty of a shared piece of information with respect to an inference task. This measure is validated using an active learning framework which chooses the most informative content at each given point in time. Based on a large-scale data sample, we show that by doing this, we can attain an improved inference performance. In some cases this performance exceeds even the use of the user's full timeline. (read more)