This paper reports on results obtained by deploying HEALER and DOSIM (two AI agents for social influence maximization) in the real-world, which assist service providers in maximizing HIV awareness in real-world homeless-youth social networks. These agents recommend key”seed” nodes in social networks, i.e., homeless youth who would maximize HIV awareness in their real-world social network. While prior research on these agents published promising simulation results from the lab, the usability of these AI agents in the real-world was unknown. This paper presents results from three real-world pilot studies involving 173 homeless youth across two different homeless shelters in Los Angeles. The results from these pilot studies illustrate that HEALER and DOSIM outperform the current modus operandi of service providers by ~160% in terms of information spread about HIV among homeless youth.