Neural ranking models (NRMs) have demonstrated effective performance in several information retrieval (IR) tasks. However, training NRMs often requires large-scale training data, which is difficult and expensive to obtain. To address this issue, one can train NRMs via weak supervision, where a large dataset is automatically generated using an existing ranking model (called the weak labeler) for training NRMs. Weakly supervised NRMs can generalize from the observed data and significantly outperform the weak labeler. This paper generalizes this idea through an iterative re-labeling process, demonstrating that weakly supervised models can iteratively play the role of weak labeler and significantly improve ranking performance without using manually labeled data. The proposed Generalized Weak Supervision (GWS) solution is generic and orthogonal to the ranking model architecture. This paper offers four implementations of GWS: self-labeling, cross-labeling, joint cross- and self-labeling, and greedy multi-labeling. GWS also benefits from a query importance weighting mechanism based on query performance prediction methods to reduce noise in the generated training data. We further draw a theoretical connection between self-labeling and Expectation-Maximization. Our experiments on four retrieval benchmarks suggest that our implementations of GWS lead to substantial improvements compared to weak supervision if the weak labeler is sufficiently reliable.