During the City Commission Work Session on September 9, 2025, the Oregon City Council engaged in a lively discussion regarding the city seal and flag, reflecting a desire to better represent the community's identity. The meeting highlighted concerns over the current seal's design, which some commissioners described as "cartoonish" and not reflective of Oregon City's heritage.

Commissioner Woolsey expressed a strong preference for returning to a simpler, more traditional seal that resonates with the city's history. The conversation included references to the original seal, which dates back to the 1880s, and the need for a design that honors the past while incorporating modern elements. The commissioners discussed various design options, including a potential new seal that could integrate recognizable local features such as the iconic elevator and the falls.

The topic of the city flag also sparked debate. While some commissioners advocated for a new flag that would symbolize Oregon City's identity, others questioned the necessity of having a flag at all. Concerns were raised about the process of creating a new flag, with some members wary of lengthy public engagement efforts that could detract from other city priorities.

Ultimately, the commission agreed to explore two design options for the seal: one that incorporates elements of the existing branding and another that simplifies the design while maintaining historical significance. The discussion around the flag will continue, with a focus on ensuring any new design is meaningful and representative of the community.

As the city moves forward, these discussions reflect a broader commitment to enhancing Oregon City's visual identity and fostering a sense of pride among its residents. The outcomes of these deliberations will play a crucial role in how the community is represented both locally and beyond.