After the war he worked as a clerk in a sugar trade company and this lead him to Cuba.
After the war he was forced to leave Cuba. He moved to the USA, where he became an activist, raising funds and arms for the Cuban forces.
On May 19, 1895 he landed in Cuba with one of three groups sent from USA to fight against the Spanish forces in the 1895 war. The forces led by Roloff had some successes and he was promoted.