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In June 2020, Steven Zwane, founder and chairperson of the Youth Leadership and Entrepreneurship Development (YLED) program, based in Johannesberg, South Africa, faced managing the uncertainty of COVID-19's impact on the program's long-term sustainability. YLED, a non-profit social enterprise aimed at empowering underprivileged youth, relied on donors and sponsorships to deliver its face-to-face entrepreneurship and leadership training program to grade eleven learners from township schools around Gauteng Province, South Africa. YLED's funding sources were affected by their sponsors' and donors' economic constraints during the pandemic, leaving uncertainty about the program's future. Should Zwane suspend YLED's operations until the end of the pandemic or find an alternative means of delivery? If he suspended operations, what would happen to the young people, whose hopes and dreams could be crushed? If Zwane continued and found other means of delivery, how would he be able to do so without support from donors and sponsors?