IPA: /kɒnˈdɒtɪˌɛə/
KK: /kɒnˈdɒtɪˌɛə/
A person who leads a group of hired soldiers, especially in Europe during the 14th to 16th centuries.
The condottiere commanded his troops with great skill during the battle.
Condottiere is derived from the Italian word 'condotta' (meaning contract or leadership) and the suffix '-iere' (meaning one who). The term originally referred to a leader of a band of mercenaries in Italy during the Renaissance, emphasizing the contractual nature of their service.
Think of a 'contract' ('condotta') that a leader ('-iere') has with mercenaries, which helps you remember that a condottiere is a leader of mercenaries.
No commonly confused words.