Dalton worked at various times as a bootblack, waiter, tailor, and clothing storeowner. Lefcourt began his career as a newsboy and bootblack. The International Mister Bootblack (IMrBB) Competition runs throughout the IML weekend. When Guilledo was 11, he sailed to Iloilo City to work as a bootblack. Either before or while working for Lincoln, he was also a bootblack and barber. Since 1999, the convention has also included a Miss Bootblack (IMsBB) contest. In 1823, Dalton worked as a bootblack and lived on Botolph Street, Boston, Massachusetts.