Gradient inversion attacks have garnered attention for their ability to compromise privacy in federated learning. However, many studies consider attacks with the model in inference mode, where training-time behaviors like dropout are disabled and batch normalization relies on fixed statistics. In this work, we systematically analyze how architecture and training behavior affect vulnerability, including the first in-depth study of inference-mode clients, which we show dramatically simplifies inversion. To assess attack feasibility under more realistic conditions, we turn to clients operating in standard training mode. In this setting, we find that successful attacks are only possible when several architectural conditions are met simultaneously: models must be shallow and wide, use skip connections, and, critically, employ pre-activation normalization. We introduce two novel attacks against models in training-mode with varying attacker knowledge, achieving state-of-the-art performance under realistic training conditions. We extend these efforts by presenting the first attack on a production-grade object-detection model. Here, to enable any visibly identifiable leakage, we revert to the lenient inference mode setting and make multiple architectural modifications to increase model vulnerability, with the extent of required changes highlighting the strong inherent robustness of such architectures. We conclude this work by offering the first comprehensive mapping of settings, clarifying which combinations of architectural choices and operational modes meaningfully impact privacy. Our analysis provides actionable insight into when models are likely vulnerable, when they appear robust, and where subtle leakage may persist. Together, these findings reframe how gradient inversion risk should be assessed in future research and deployment scenarios.