Helwig has been involved in social activist groups such as
TAPOL, the East Timor Alert Network, and the International Federation for East Timor which campaigned against the
Indonesian occupation of East Timor. She has also worked with the
Women in Black network, particularly during the
Balkan wars of the 1990s. She was also a well known advocate for Toronto's branch of the
Occupy Wall Street movement, and was one of three clergy from different denominations ticketed for setting up a chapel at the
Occupy Toronto "re-occupation" camp on May 1, 2012. In 2022, on behalf of the Church of Saint Stephen-in-the-Fields, Helwig filed an interlocutory injunction request to prohibit the City of Toronto from removing a homeless encampment located alongside the Church on City of Toronto property. This request was denied by the
Ontario Superior Court of Justice, and the encampment was partially removed by the City in 2023. Helwig wrote her 2025 book
Encampment: Resistance, Grace, and an Unhoused Community, winner of the 2025
Toronto Book Award, on this topic. The remainder of the encampment survived in a precarious situation in the following years, facing a series of violation notices from the City. It was forcibly cleared by the City in October 2025 following an order from Toronto Fire Services. In 2026 she won the
Shaughnessy Cohen Prize for Political Writing for
Encampment: Resistance, Grace, and an Unhoused Community. ==Personal life==