This chapter examines the founding of the Brokada Filipino Men’s Healing Circle, a grassroots liberated masculinity space addressing the multilayered process of healing among Filipino men. Brokada is a community-organized and facilitated space, building a growing open network and trusted community of Filipino men, nonbinary individuals, and gender nonconforming individuals. Brokada members vary across generations and are located throughout the diaspora. This community-centered space meets online for biweekly healing circle talk story sessions, with members located across the United States, Canada, the United Kingdom, and the Philippines, and ranging from the age of 18 to 78. Many of Brokada’s members are migrant workers and children of migrant workers, leading to important conversations centering the mental health challenges of Filipina/x/o migrants and the need to build multigenerational steps to unlearn patterns of toxic masculinity. This space was also created as an initiative to refrain masc-identified Filipinos from depending solely on their femme and nonbinary community members for emotional labor and care, a pattern that historically has led to the burnout and even harm of Filipino femme and gender nonbinary community members. Through participatory action research and one-on-one talk-story interviews with Brokada members, I analyze the formation of this intricate intergenerational web of care that engages the evolving construct of masculinity within the Filipino context. Brokada sessions have evolved to center shared methods of care while actively challenging and unlearning patterns of toxic masculinity and machismo. I analyze Brokada’s growth of communal care led by Filipino migrant community members and its extension across multigenerational family members. Lastly, I observe the new creative avenues Brokada members have held space for one another as modes of not only survival, but as strategies of intergenerational migrant-centered healing, (un)learning, and joy.