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Prior work on ideology prediction has largely focused on single modalities, i.e., text or images. In this work, we introduce the task of multimodal ideology prediction, where a model predicts binary or five-point scale ideological leanings, given a text-image pair with political content. We first collect five new large-scale datasets with English documents and images along with their ideological leanings, covering news articles from a wide range of US mainstream media and social media posts from Reddit and Twitter. We conduct in-depth analyses of news articles and reveal differences in image content and usage across the political spectrum. Furthermore, we perform extensive experiments and ablation studies, demonstrating the effectiveness of targeted pretraining objectives on different model components. Our best-performing model, a late-fusion architecture pretrained with a triplet objective over multimodal content, outperforms the state-of-the-art text-only model by almost 4% and a strong multimodal baseline with no pretraining by over 3%., Comment: EMNLP 2022