Overlapping Speech Detection (OSD) aims to identify regions where multiple speakers overlap in a conversation, a critical challenge in multi-party speech processing. This work proposes a speaker-aware progressive OSD model that leverages a progressive training strategy to enhance the correlation between subtasks such as voice activity detection (VAD) and overlap detection. To improve acoustic representation, we explore the effectiveness of state-of-the-art self-supervised learning (SSL) models, including WavLM and wav2vec 2.0, while incorporating a speaker attention module to enrich features with frame-level speaker information. Experimental results show that the proposed method achieves state-of-the-art performance, with an F1 score of 82.76\% on the AMI test set, demonstrating its robustness and effectiveness in OSD.