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The Windward Islands People's Movement (WIPM) made "stability and continuation" their top campaign issues, citing financial leadership and good relationships with the Netherlands. They promised to continue fighting for economic development, a "realistic social minimum", and poverty alleviation by reducing of the cost of living and the cost of doing business on Saba, with commitments to push for more "affordable transportation, energy, and telecommunications", as well as increasing the island's autonomy to allow it to grant work permits. The party's first rally was held on 20 February.
On 2 February 2019, Dave Levenstone announced he would form a new political party to run for a seat on the island council after working for 40 years in government service. He frequently criticized what he saw as a lack of engagement with Sabans. His slogan was "a strong voice for Saba". He submitted a blank list with his name on it.