The current study tests whether individuals (n = 53) produce distinct speech adaptations during pre-scripted spoken interactions with a voice-AI assistant (Amazon’s Alexa) relative to those with a human interlocutor. Interactions crossed intelligibility pressures (staged word misrecognitions) and emotionality (hyper-expressive interjections) as conversation-internal factors that might influence participants’ intelligibility adjustments in Alexa- and human-directed speech (DS). Overall, we find speech style differences: Alexa-DS has a decreased speech rate, higher mean f0, and greater f0 variation than human-DS. In speech produced toward both interlocutors, adjustments in response to misrecognition were similar: participants produced more distinct vowel backing (enhancing the contrast between the target word and misrecognition) in target words and louder, slower, higher mean f0, and higher f0 variation at the sentence-level. No differences were observed in human- and Alexa-DS following displays of emotional expressiveness by the interlocutors. Expressiveness, furthermore, did not mediate intelligibility adjustments in response to a misrecognition. Taken together, these findings support proposals that speakers presume voice-AI has a “communicative barrier” (relative to human interlocutors), but that speakers adapt to conversational-internal factors of intelligibility similarly in human- and Alexa-DS. This work contributes to our understanding of human-computer interaction, as well as theories of speech style adaptation.