Building a more resilient food system for sustainable development and reducing uncertainty in global food markets both require concurrent and near-real-time and reliable crop information for decision-making. Satellite-driven crop monitoring has become a main method to derive crop information at local, regional, and global scales by revealing the spatial and temporal dimensions of crop growth status and production. However, there is a lack of quantitative, objective, and robust methods to ensure the reliability of crop information, which reduces the applicability of crop monitoring and leads to uncertain and undesirable consequences. In this paper, we review recent progress in crop monitoring and identify the challenges and opportunities in future efforts. We find that satellite-derived metrics do not fully capture determinants of crop production and do not quantitatively interpret crop growth status; the latter can be advanced by integrating effective satellite-derived metrics and new onboard sensors. We have identified that in situ data accessibility and the negative effects of knowledge-based analyses are two essential issues in crop monitoring that reduce the applicability of crop monitoring information for decisions on food security. Crowdsourcing is one solution to overcome the restrictions of ground truth data accessibility. We argue that user participation in the complete process of crop monitoring could improve the reliability of crop information. Allowing users to obtain crop information from multiple sources could prevent unconscious biases. Finally, there is a need to avoid conflicts of interest in publishing publicly available crop information.