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The pandemic is a major crisis for small businesses. Digital transformation (DT) offers a lifeline for some small businesses. In this paper, we outline a rapidly conceived and implemented research project to digitalise small business. We apply action design research using the DT lens to intervene and impact 42 different small businesses over an intense six-month period. Three detailed case studies illustrate the problem, drivers, mechanisms, and challenges of DT. The results illustrate how small businesses can engage, sell, and deliver using technology, and the factors that influence the transformation process. We also discuss limitations and identify research opportunities in relation to the DT, platform, and small business literature. The paper demonstrates how IS can have an immediate impact on the livelihoods of the businesses in our community during the pandemic.