ABSTRACT Introduction: People experiencing homelessness (PEH) have complex needs but access barriers and unclear communication channels contribute to many needs being unmet. The purpose of the current study was to examine use of a free e-mail listserv by homeless service providers in order to better understand informal systems for communicating needs and identifying available resources. The following specific aims were assessed: (1) examine and classify reasons why homeless service providers use the listserv, (2) describe the most common needs expressed, (3) assess the high priority barriers to health and wellness, and (4) identify strategies that homeless service providers use to overcome barriers. Methods: Qualitative descriptive methods were used to analyze n = 5630 emails sent over a 4-year period from 2/1/2017 to 2/28/2021. Results: The CTOSH listserv is a valuable tool that enables sharing institutional knowledge and collective experience thereby facilitating interorganizational collaboration. Findings reveal several strategies that listserv users employed to overcome service barriers and resource scarcity, and also indicate that informal communication channels are critical during times of crisis. Conclusions: Implications include future research to develop agile tools such as the CTOSH listserv and the creation of a community of practice to better support the complex work of homeless service providers.