The COVID-19 pandemic has drastically changed employment situations for workers everywhere. This is especially true among people with disabilities and chronic health conditions who face greater risks in contracting COVID-19 and experience larger disadvantages within the labor market. Drawing from original data gathered through a national online survey (N = 1,027) and integrated set of virtual interviews (N = 50) with Canadians with disabilities and chronic health conditions, our findings show that although the pandemic has not directly led to job losses for most people with disabilities and chronic health conditions, respondents who have lost employment due to COVID-19 are struggling. Even though employed workers have been faring better, half were concerned about losing their jobs within the next year, and these concerns were more prevalent among part-time and non-union workers. Our findings emphasize the potential for growing economic insecurity as the pandemic continues to wreak havoc on employment situations among marginalized groups.