The article examines the role of social media groups for online freelance workers in the Philippines—digital workers obtaining “gigs” from online labor platforms such as Upwork and Onlinejobs.ph—for social facilitation and collective organizing. The article first problematizes labor marginality in the context of online freelance platform workers situated in the middle of competing narratives of precarity and opportunity. We then examine unique forms of solidarity emerging from social media groups formed by these geographically spread digital workers. Drawing from participant observation in online freelance Facebook groups, as well as interviews and focus groups with 31 online freelance workers located in the cities of Manila, Cebu, and Davao, we found that online Filipino freelancers maintain active social interaction and exchange that can be construed as “entrepreneurial solidarities.” These solidarities are characterized by competing discourses of ambiguity, precarity, opportunity, and adaptation that are articulated and visualized through ambient socialities. While we argue that these entrepreneurial solidarities do not reflect a passive and simplistic acceptance of neoliberal discourses about digital labor by digital workers, the solidarities forged in these groups also work to undermine their resistive potential such that these tend to reinforce rather than impose pressure toward critical structural changes that can improve the viability of digital labor conditions.