In the era of information explosion and multi-modal data, information retrieval (IR) and question answering (QA) systems have become essential in daily human activities. IR systems aim to find relevant information in response to user queries, while QA systems provide concise and accurate answers to user questions. IR and QA are two of the most crucial challenges in the realm of Artificial Intelligence (AI), with wide-ranging real-world applications such as search engines and dialogue systems. This dissertation investigates and develops novel models and training objectives to enhance current retrieval systems in textual and multi-modal contexts. Moreover, it examines QA systems, emphasizing generalization and robustness, and creates new benchmarks to promote their progress. Neural retrievers have surfaced as a viable solution, capable of surpassing the constraints of traditional term-matching search algorithms. This dissertation presents Poly-DPR, an innovative multi-vector model architecture that manages test-query, and ReViz, a comprehensive multimodal model to tackle multi-modality queries. By utilizing IR-focused pretraining tasks and producing large-scale training data, the proposed methodology substantially improves the abilities of existing neural retrievers.Concurrently, this dissertation investigates the realm of QA systems, referred to as ``readers'', by performing an exhaustive analysis of current extractive and generative readers, which results in a reliable guidance for selecting readers for downstream applications. Additionally, an original reader (Two-in-One) is designed to effectively choose the pertinent passages and sentences from a pool of candidates for multi-hop reasoning. This dissertation also acknowledges the significance of logical reasoning in real-world applications and has developed a comprehensive testbed, LogiGLUE, to further the advancement of reasoning capabilities in QA systems.